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Chianti Travel Guide

The Complete Guide to Visiting Chianti

TripSavvy / Christopher Larson

Chianti, Italy, is a region of Tuscany famous for its namesake red wine. Also referred to as the Chianti Classico region or the Chianti Hills, Chianti lies in the very center of Tuscany, between the larger cities of  Florence  and  Siena . To the east lies the Chianti Mountains, and the area is bounded on the west by the Val di Pesa (Pesa Valley) and Elsa River. Due to its proximity to Florence and the A1 Autostrada, Chianti is an easily accessible region of Tuscany—perfect for a detour of a day or more for taking in the scenery, visiting medieval hilltowns, and touring local wineries.

Chianti Wine

While grapes for wine are grown in every region of Tuscany, Chianti, or Chianti Classico, may be the most familiar to people in the U.S. If you've ever been in a traditional Italian restaurant and see those wicker-covered wine bottles—often with a candle stuck in them—you've seen a Chianti bottle. Made mostly from Sangiovese grapes, Chianti was once thought of as a cheap table wine—and there's still plenty of good, inexpensive Chianti out there. But beginning in the late 20th century, some winemakers sought to elevate Chianti to a higher level of quality. Today, Chianti wine is sometimes referred to as the "Bordeaux of Italy," due to its flexibility in blending and variability in style. Chianti is available at all price points, ranging from a few euros a bottle up to hundreds of euros for a single bottle. You may still find it bottled in a fiasco — that ubiquitous straw-covered bottle, but probably only in souvenir shops and the duty-free store at the airport. For more information on visiting wineries, read our guide to going wine-tasting in Chianti .

Getting Around Chianti

The main north-south road through Chianti Classico is the state road number 222 (SR222), shown on the map and known as  la Chiantigiana . The Chianti area was delimited in 1932, and the boundaries have stayed the same since. Chianti Classico is "the oldest zone of origin" of Chianti. Travelers can stay at various lodging options, ranging from  small hotels in towns to agriturismo accommodations , often set amid beautiful vineyards or olive groves.

Most visitors to Chianti arrive by car. The SR 222 can be picked up just southeast of Florence or north of Siena, and it winds through the heart of Chianti. The SR 429 runs east to west and connects Castellina in Chianti with Radda. Both roads are two-lane most of the way, and wind, climb, and curve their way through some of Tuscany's most iconic countryside.

Train lines skirt Chianti, but none pass through the towns of the region. If you're committed to seeing Italy by train, it's best to travel by train to Siena or Florence, then arrange a private or group tour of wineries and smaller towns.

Places to Visit in Chianti

Greve in Chianti: The center of Chianti Classico is the town of Greve in Chianti. It's not the most picturesque town in the region, but it has a pretty town square and several good restaurants and makes a convenient base for exploring the region. The town has a weekly market on Saturday mornings, and there is a wine tasting center on state road 222 where you can taste wine, olive oil, and sweet Vin Santo, a dessert wine. Travelers can gather additional information at the tourist office located at Piazza Giacomo Matteotti 10.

Radda in Chianti: Set midway between Siena and Florence, hilltop Radda in Chianti has been inhabited since the 9th century. Much of the current town dates to the 14th-16th centuries, so Radda retains its authentic medieval feel. Radda is pretty and well-kept, with the oldest parts of the town contained in the old castle wall and limited mostly to pedestrian traffic. Wine tourism rules here, so there are plenty of wine bars, tasting rooms, gift shops, and restaurants ranging from cozy and casual to high-end. The tourist info office is up in the heart of the medieval town, at Piazza Castello 2.

Castellina in Chianti: This tiny hilltown is one of the most fascinating in Chianti. Castellina in Chianti dates back to the Etruscan era and has a 14th-century rocca , or fortress, that forms the focal point of the old town. Don't miss the Via Della Volte, a wide pedestrian tunnel that encircles the historic center and is lined with gift shops, artisans, and eateries, as well as wine cellars set up for tastings.

More Things to Do in Chianti

A little way outside of San Casciano in Val di Pesa , in a tiny village called S. Andrea in Percussina, lies  Villa Machiavelli . This is the tavern where Machiavelli played cards, drank wine, and wrote The Prince . The place is hard to find, but it's worth it for the food, wine, and bucolic surroundings. Visitors are encouraged to watch the signs for when they exit San Casciano, as nearby,  Villa Mangicane  has been transformed into a nice luxury hotel and makes for a great place to stay.

Panzano is home to one of the world's most famous butchers, Daro Cecchini, who happens to have a restaurant called SoloCiccia, translated as "only meat." For Italian food lovers, Cecchini's shop is not to be missed.

Just south of Panzano is a town called Piazza , which hosts a restaurant called Osteria Alla Piazza . In fact, that's pretty much all there is in tiny Piazza. However, it's worth the drive to simply sit among the vineyards of Chianti and experience delicious food and wine.

Further south is the largest winery in the Chianti area, known as  Barone Ricasoli . This is a good place for wine tasting, visiting the castle's gardens and museums, and having a great lunch at  Osteria del Castello . It's in Madonna a Brolio, 5 kilometers south of Gaiole in Chianti, and about 25 kilometers northeast of Siena.

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Travel Guide to Italy’s Chianti Wine Region

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Chianti is a scenic and mountainous wine-growing region in the heart of Tuscany, tucked between two of the most remarkable cities in the world, Siena and Florence. Here, beauty abounds, wine flows, and every visit reminds you why you should come back before you’ve even left.

If there’s one thing I’ve learned over many years, it’s that it would be hard to find a nicer place on the planet to spend time.

It’s not just any wine that puts this relatively region on the map. Chianti is the producer of some of the world’s most esteemed wines, Chianti Classicos, made from Sangiovese grapes that grow around such noted wine towns as Radda in Chianti, Greve in Chianti, Gaiole in Chianti, and Castellina in Chianti.

Even visitors without a taste for wine-touring are transported by the miles of vineyards, rolling olive groves, and handsome stone villages that are enticing draws for Italians and foreigners alike.

More Italy travel info:

For more info on travel in Tuscany, check out our comprehensive Tuscany travel guide and our guide to the Val d’Orcia .

For some one-on-one help planning your Tuscany itinerary, schedule a Tuscany travel consultation with one of our Local Experts!

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Florence to Cinque Terre

Table of Contents

What is Chianti

Where is Chianti

Best time to visit, how long to spend, how to get there, where to stay.

8 Towns of Chianti

Things to do

Where to eat

What is the Chianti region

The Chianti region is a small sub-region in Tuscany , famed for its production of Chianti Classico wines made from the local Sangiovese grape. While not an official region, province, or administrative area, Chianti is defined by the vine-covered hillsides that surround eight little towns located between the cities of Siena and Florence. It is a rural and sparsely populated agricultural area.

Although the definition of Chianti has changed over time and many nearby locations now try to cash in on its fame by also claiming to be part of the Chianti region, officially it is comprised of just the following eight towns: Barberino Val d’Elsa, San Casciano in Val di Pesa, Castelnuovo Beradenga, Castellina in Chianti, Gaiole in Chianti, Greve in Chianti, Panzano in Chianti, and Radda in Chianti.

The 5 towns whose names end with “in Chianti” are sometimes referred to even more specifically as the “Chianti Classico” area. Both historically and still today, some of these towns fall under the administration of Florence, while others are part of the greater Siena governmental administration.

The name Chianti first appeared on maps in the 13th century, when Florentine officials established the Lega del Chianti, a military confederation meant to secure the territory around present-day Radda in Chianti, Castellina in Chianti, and Gaiole in Chianti.

The “in Chianti” at the end of these and other names in the region is a medieval Florentine denotation, a way of securing the desirable name Chianti to their holdings.

The Chianti Classico producing region as we know it today was demarcated by Cosimo III de’ Medici , Grand Duke of Tuscany, in 1716. The largely rural area has not changed much over the centuries and is covered in a mix of oak and chestnut forests, olive groves, and, of course, vineyards, while small towns and villages command many of the hilltops.

Wine-growing is still the major component of the local economy, alongside the production of olive oil and tourism.

For more info on wine in Tuscany, have a look at our guide to Tuscan wine and our guide to wine touring in Chianti .

Chianti rises and falls over hilly terrain between Florence, to the north, and Siena, to the south. To the east, the hillsides carpeted with vineyards and olive groves overlook the Val d’Arno, and to the west, the Val d’Elsa, two Tuscan valleys.

Arch-rivals Florence and Siena fought over the region for centuries, and towns still fall under the influence of one or the other. Greve in Chianti, for instance, is part of Metropolitan Florence, while Gaiole in Chianti is in the Province of Siena.

These administrative distinctions aside, the towns of Chianti are all within easy reach of both Siena and Florence, and of each other. Greve is only 30km (18.5 miles) south of Florence and 40km (25 miles) north of Siena, while Gaiole is 40km (25 miles) southeast of Florence and 15km (9 miles) northeast of Siena.

The good news is that the main road through Chianti, the SR222, also called the Chiantigiana , is one of the most scenic routes in Italy, following gentle rolling hillsides for 60km (37 miles) between Florence and Siena. The bad news is that the only easy way to travel this picturesque, two-lane byway is by car. In short, to get around Chianti, you absolutely need to have a car.

While there is some intermittent bus service in Chianti that can get you between some of the towns and/or to or from Florence and Siena, it’s neither convenient nor frequent. And for a rural region whose charm lies in visits to the countryside, buses simply won’t get you to most places you’ll want to visit.

Visitors who don’t want to drive will also be sorry to know that Chianti is one of the few regions in Italy that is not served by train.

If you’re arriving to Chianti from other parts of Italy or from farther afield, the most convenient gateway is Florence, with excellent train connections to all of Italy and an international airport. Visitors also often fly into Pisa which is just 69km (43 miles) away from Florence and connected to it by train, bus, and highway.

If you’re driving in Chianti, your main road will be the SR222, referred to locally as la Chiantigiana. If you’re coming from Florence, you’d first briefly use the A1 autostrada (highway) and then exit at the city’s southeastern edge, connecting with the SR222.

From Siena, you’d take the regional SR2 road until it meets the SR222.Count on a drive of about one and a half hours to follow the length of the Chiantigiana from either Florence or Siena, not including stops.

From Rome, take the A1 autostrada north to the Bettolle exit, and from there follow SS715 toward Siena. Once on the outskirts of Siena, follow the SR2 to the well-marked SR222/Chiantigiana exit. Continue from there into the Chianti region. The drive from Rome to Gaiole in Chianti takes about three and a half hours.

If you plan on renting a car, you’ll find all the major international rental agencies in Tuscany. That said, you won’t be able to rent a car in any of the Chianti towns themselves and you might not even be able to do so in Siena. You’ll often have to pick up the car in Florence.

DiscoverCars is an online aggregator where you can look for car rentals. It includes offerings from all the major international rental companies as well as lots of smaller local agencies, which often have much better pricing. You can often find great deals.

AutoEurope is another aggregator that I really like. It tends to be more expensive, but they only list options from large, well-reviewed companies and their customer service is excellent. Their deals often include “zero deductible” rental insurance and they’re the best option if want the easiest experience and are ok paying a little more for it.

If coming from Florence, no one bus service follows the entire route between Florence and Siena, meaning that only certain Chianti towns are accessible on the route. Route 365A buses from Florence run about hourly and go as far as south as Lucarelli, 1 ½ hrs. (about 5 euros), making stops in Greve, Panzano, and a other towns along the way. It’s about an hour from Florence to Greve.

If coming from Siena, four or five Route 125 buses a day travel from Siena to Gaiole (30 minutes; 3 euros), Castellina (1 hour; 4 euros). and Radda (about 1 ½ hours, 5 euros).

A couple of buses a day from Siena also go as far north as Lucarelli, which makes it possible to change to a north bound bus in Lucarelli and continue traveling through Chianti to Florence, though you’ll probably have a bit of a wait between buses as the schedules don’t line up well. 

For info on buses from Florence, go to www.fsbusitalia.it . For buses from Siena, go to www.at-bus.it .

In Florence, buses leave from the Piazzale Montelungo station next to Santa Maria Novella train station on Viale Strozzi. In Siena, buses depart from in front of the train station.

If coming from Rome by train, you can be in Florence in an hour and a half, with service on high-speed Trenitalia and Italo trains that run about every 20 minutes throughout the day. They depart from both of Rome’s main train stations, Roma Termini and Roma Tiburtina stations.

Fares are typically 35 euros to 55 euros one way. Read this guide on taking the train from Rome to Florence for more info.

Once in Florence, you can transfer to a bus for Greve and other nearby Chianti towns. However, if you’re going to Radda, Castellina, or other towns nearer to Siena, your best bet would be to take the bust to Greve and then hire a local taxi to bring you to your final destination.

Once in Greve, you could also change to a Siena-bound bus in Lucarelli, but it’s unlikely you’d be able to make a convenient connection. Taxi fare from Greve to Radda is about 30 euros. A taxi from Florence to Greve is about 50 euros, and about 60 euros to Radda.

By guided tour

If you won’t have a car (or if you want to be able to try all the great wine you’ll be passing by), the easiest way to visit Chianti is via guided tour. While there are plenty of big bus tours that will take you to a couple of wineries and one or two of the Chianti towns, a private guided tour is a lot more fun.

Local guide and certified sommelier Stefano runs fantastic tours, with pick up and drop off available all over Tuscany.

I have to admit to a fondness for visiting Chianti in the moody winter months, when mists hang over the hills and fires burn in hearths to ward off the chill in the air. That said, during the winter wine-tasting rooms often keep short hours and many accommodations and even restaurants are closed for the season, so you have to plan well to make a visit work.

Spring in Chianti is a delight, when the landscapes burst back to life in a thousand shades of green, and wildflowers bloom from every crevice. The weather is excellent for sightseeing - April and May temperatures range from 15 to 25C (60s and 70s F) - and most everything is open and up and running for the season.

Summer temps in these hilly elevations are usually not too high, and this a time to enjoy al fresco meals and to relax in the gardens that surround many accommodations.

Fall is prime time for wine lovers, with the harvest in full swing and wine festivals filling the squares of Greve and other towns. This is also peak season in Chianti, so expect the highest prices of the year and the largest crowds.

You can get a taste for Chianti on a day trip, and many visitors content themselves with a quick drive through the region along the Chiantigiana road between Florence and Siena, maybe stopping for some wine tastings and a meal. However, this doesn’t do the region justice.

For a good visit to Chianti, you should spend at least a few days here to savor the beautiful rolling hills, and explore the region’s excellent hiking, gravel bike trails, pretty vineyards, and meandering country drives. Many of the towns are rewarding, too, though most are small and easily explored in an hour or two.

As you get to know the region, you’ll discover that this beautiful corner of Tuscany is ideal for a long stay of a week, a couple of weeks, or even months. In fact, so many British vacationers have fallen under the spell and bought houses here that the region is often called “Chiantishire.”

Chianti also makes for a good base from which to explore much of the rest of Tuscany. Most Chianti towns are 30 to 60 minutes from Florence and more or less the same distance from Siena.

You can get over to the Val d’Orcia and such noted hill towns as Montepulciano and  Cortona in around an hour and a half, or travel west  to Volterra in an hour and from there on Tuscany’s lovely Maremma coast.

The town or area where you choose to stay in Chianti is not a terribly important consideration, since in this small region most places are within easy reach of one another.

Many hotels have extensive grounds, often with swimming pools and other amenities, making Chianti an especially relaxing place to spend a warm-weather holiday, and it’s easy to use the rural surroundings as a base for exploring Florence, Siena, and other parts of Tuscany.

Your lodgings will most likely be loaded with character, since many are in old castles, manors, palaces, and farmhouses.

Here are some choices that show the range of accommodations available. Prices are per night for two guests.

Badia a Coltibuono - A stylishly converted abbey is set in a nature preserve high above Gaiole. From 180 euros.

B&B Castello di Fonterutoli - Guest rooms in stone houses scattered around a rural hamlet outside Castellina are stylish and relaxing. From 170 euros.

Castello del Nero - Frescoes and other medieval splendor abound at this luxurious 12th-century castle and wine estate outside Tavarnelle Val di Pesa. They have two restaurants, one with a Michelin star, a fabulous pool, a great spa, and an absolutely stunning view from their back terrace. From 700 euros.

Castello Vicchiomaggio - The 700-year-old wine estate near Greve has hosted Leonardo da Vinci and other luminaries and now houses guests in a storybook, castle-like manor house and a beautifully restored priory. From 180 euros.

Palazzo Leopolodo - This palace full of medieval salons and beamed guestrooms in the heart of Radda opens to a village square on one side and sweeping countryside on the other, providing in-town convenience along with rural beauty. 120 to 140 euros.

Villa Le Barone - A count and countess pamper guests at their manor house outside Panzano.  From 300 euros.

Borgo San Felice - Just outside the town of Castelnuovo Berardenga and only 20 minutes from lovely Siena, this 5-star property is among the most beautiful in Tuscany; resembling a small medieval village, which it once was. It has two excellent restaurants (one with a Michelin star), as well as its own vineyards and a beautiful cantina and tasting rooms. The hotel is surrounded on all sides by rolling hills of vineyards. From 600 euros.

Towns of Chianti

There are eight major towns in the Chianti region. Most are very small, and many are quite pretty. While it’s a pleasure to stroll around some of these towns, admiring the squares and stone houses, you won’t find a lot to do in them. The main appeal of this region lies in the beautiful landscapes.

As you explore, you’ll see road signs leading to such hamlets as Vagliagli, San Sano, San Gusmé, and Castagnoli. These are called “ frazioni ” and would once have been independent towns, but have long since been incorporated into larger nearby municipalities. Nonetheless, they have the feeling of being separate villages and make for lovely wanders.

Barberino Val d’Elsa

A bit off the beaten track at the western edge of the Chianti region, less than half an hour south of Florence. Barberino is part of a twosome, since it’s been joined with adjacent Tavernelle Val di Pesa to form a single municipality.

The streets of both are lined with fine churches, while just outside the cojoined towns is the remarkable Badia a Passignano, an abbey from the 11th century.

Castelnuovo Beradenga

With about 10,000 residents, this town almost within sight of the towers of Siena is one of the larger wine centers of Chianti. Even so, it’s a quiet place with few landmarks but an easygoing, low-key charm.

Castellina in Chianti

This lovely little village of less than 3,000 residents is clustered around the large castle the Florentines built to hold sway over Siena, just 35 minutes south.

Wine and food shops line the main street, Via Ferruccio, which is closed to cars, and the most atmospheric walk in town is along the Via delle Volte, an underground passageway in the town walls that was once a defensive lookout and from which you can enjoy views over the countryside.

Gaiole in Chianti

This little town, about 30 minutes from Siena and home to fewer than 2,000 residents, surrounds a  lovely triangular square lined with several shops and restaurants. The famous gravel-path bike race L’Eroica starts and ends here each October and attracts amateur cycling enthusiasts from around the world.

You can follow the paths any time of year on bikes and e-bikes available for rent from shops in town.

Greve in Chianti

This longtime center of the local wine and olive-oil trade, a little over half an hour from both Florence and 40 minutes from Siena, is the unofficial capital of Chianti and home to about 14,000 residents. At the heart of town is a large square (actually, more of a triangle).

You’ll notice that the arcades that surround the square are a bit of a mishmash; that’s because over the centuries merchants have been responsible for building the stretches in front of their shops, and have done so without much concern for uniformity. Most businesses here are wineshops and enotecas, including the excellent Bottega del Chianti Classico.

Panzano in Chianti

Commanding a hilltop about halfway between Florence and Siena, this now quiet village with just 1,100 residents saw centuries of strife, as the city walls and ruins of a once might castle will attest.

Aside from soaking in the transporting medieval atmosphere, visitors come to town to visit the beautiful Pieve San Leolino, a Romanesque church just beyond the walls.

Radda in Chianti

This quiet little town of just 1,500 residents once loomed large, when Florentines established this outpost as head of the Lega di Chianti in their effort to protect the area from Sienese control. Remnants of the time are a circuit of thick city walls and the Palazzo del Podesta.

Aside from following the medieval lanes around town, the pleasure of exploring Radda is enjoying the views over the surrounding countryside—less than an hour from Florence and only half an hour from Siena, the town is surrounded by miles of rolling Chianti vineyards.

San Casciano in Val di Pesa

One of the larger towns in Chianti, with about 18,000 residents, is 20 minutes outside of Florence and a work-a-day place with few sights but lots of business devoted to the production of wine and olive oil. Plenty of cafes and gelato shops reward a stop.

*Montefioralle

Not technically its own town, but still worth a dedicated mention, this tiny and atmospheric village with fewer than 100 residents is entirely enclosed within its medieval walls. You may be the only visitor in town as you climb the one street past tiny stone houses.

The dwelling at number 21, with the wasp above the door, is said to have been the family home of Amerigo Vespucci, the explorer who lent his name to the new world. Greve is only a 15-minute walk away, while Florence is a 45-minute drive and Siena is an hour away by car.

Things to do in Chianti

Taste wine in a castle

Wine, of course, is what brings many visitors to the region, and some 300 wineries produce Chianti Classico, following rules and regulations that earn them the Denominazione di Origine Controllata e Garantita (DOCG), the highest designation for Italian wines.

Many wineries offer tastings in beautiful tasting rooms and many often also operate roadside stands that make it easy to stop for quick tastings as your designated driver follows the Chiantigiana road.

The most evocative wineries to visit are those that occupy castles that have been the center of wine-growing estates since the Middle Ages. Among them is the oldest winery in the world, Ricasoli, established in 1141 at Castello di Brolio outside Gaiole. Here in the mid-19th century Barone Bettino Ricasoli came up with the blend for the region’s acclaimed Chianti Classico wines. Tours include a walk along the ramparts, with views across miles of vineyards and forests of oak.

Americans might feel a special affinity at the Castello di Verrazzano , birthplace in 1485 to the explorer who discovered New York Bay and whose image appears on the labels of the estate’s acclaimed wines that are stored in the centuries-old cellars.

Walls and towers of the 11th-century Castello Vicchiomaggio remain, along with a splendid Renaissance manor at which Leonardo da Vinci was once a house guest. You are welcome to visit these and other castle-wineries even if you are not tasting wine, and it’s a pleasure to walk around the grounds and admire the architecture and the views.

Many of the region’s castle estates also accommodate guests and have restaurants. For more info on wineries in Chianti, check out our guide to wine touring in Chianti .

For a great private wine tour of Chianti’s towns and vineyards, connect with our favorite local guide Stefano .

Walk through the villages

Rising above the vineyards and olive groves are dozens of stone, tiled-roofed villages. Almost all of them warrant at least a quick stroll.

A stop I always make when showing friends around the region is Panzano, hard to beat for its medieval atmosphere and the views across the hillsides from the city walls.

Montespertoli is another charmer, set on a hillside above a patchwork of fields and vineyards with a medieval castle that was once the stronghold of the Machiavelli family.

Montefioralle is also magically atmospheric, surrounding a castle keep, with a  double-circuit of medieval walls that still make an appearance here and there.

Volpaia and San Gusme are two other charmingly medieval fortified villages still enclosed within their walls.

Castellina is a little collection of stone houses that huddle beneath a formidable fortress, or Rocca, and one street, the underground Via delle Volte, actually tunnels beneath a length of the city walls.

Spot the black rooster

Florence and Siena fought over lands in the Chianti region for centuries and, legend has it, finally decided to end the dispute by setting a firm boundary. Each city would send a knight on horseback into the territory at the first crow of the rooster, and the point where the knights met would be the border.

Crafty Florentines starved their black rooster so he awoke early, cranky and hungry, crowing like mad, while the well-fed white Sienese rooster slept until much later. So the Florentine knight made it almost to Siena, to Castellina, before he encountered his Sienese counterpart, and hence Florence got the lion’s share of the land.

Today you’ll find the Black Rooster on the emblems of municipalities, on banners, on tee-shirts, in the guise of a statue in the center of Gaiole, and most notably, on bottle labels, to indicate that the wine is of authentic DOCG Chianti Classico designation.

Shop at local markets

You’ll come upon markets with stalls selling cheese, salami, fresh fruit and vegetables, and wine, of course, along with locally made ceramics and other wares, in Strada in Chianti every Tuesday, morning, and in Greve, Panzano, and Castellina every Saturday morning. You’re likely to find markets in other small villages as well.

Montespertoli stages a huge Chianti exhibition in late May and early June, though many villages wait to fall to celebrate the harvest with wine festivals and exhibitions to show off the vintages, with the largest, the Rassegna del Chianti Classico, in Greve. You should also check out the cozy Christmas market there if you’re in the region in December.

Take a hike

A gentle walk is the most idyllic way to see the region, especially if it includes a stop for a snack and glass of wine. A network of strade bianche (gravel routes) laces the region and are ideal for hiking. Well-marked routes surround most of the towns, and you can get a list of them from local tourist offices and from the regional Chianti tourist administration at www.visitchianti.net .

My favorite amble is from Greve out to Panzano and back, with plenty of shade and passing some nice stretches of woodland as well as the village of Montefioralle. The roundtrip covers about 14km (about 8 1/2 miles), mostly on gravel roads, and you can halve the mileage by turning back to Greve in Montefioralle.

Visit a museum

One of my bad-weather fallbacks when showing friends around is the Museo Archeologico del Chianti Senese in Castellina. The best part of a visit is wandering around the atmospheric medieval fortress that houses the exhibits, some of the most intriguing among them being the vessels the Etruscans who lived in these parts before the Romans used to store wine in 2700 b.c.e.

None of the art in the region even comes close to the masterpieces you’ll see in Florence and Siena, but the Museo d’Arte Sacre di San Francesco in Greve houses a small but worthy collection of paintings and a visit ends on a breezy terrace with views over the countryside.

A wine tasting at the Enoteca Falorni in Greve can include a stop at their Museo del Vino, where old wine implements fill old cellars and more than 1,000 hams hang in the adjacent prosciutto cave, slowly seasoning in the dark, cool, and fragrant surroundings.

It only makes sense that these landscapes would be the backdrop for transporting art into nature, and that’s precisely what they’ve done on the grounds of the Chianti Sculpture Park near Vagliali.

My favorites among the works by international artists are those fashioned from glass, including one that resembles a giant cypress tree, a maze constructed from glass blocks, and a whimsical rainbow fashioned from Murano glass.  

Go for a bike ride

The roads in Chianti are blissfully quiet and, aside from the main roads, mostly free of heavy traffic, so a bike ride is a great way to spend a day. There’s also a good network of strade bianche (gravel routes) for riders who want to get off the asphalt and plunge into the countryside.

Gaiole in Chianti is the start of the October L’Eroica gravel-path bike race, and at any time cyclists can follow well-marked routes of 46km (28 ½ miles) and 81km (50 miles) that pass through some of the most scenic Chianti countryside and villages.

Bike and e-bike rentals are available in Gaiole (and in most other towns as well), and shops are usually eager to offer route suggestions.

Admire the views

Great views are common currency in this part of the world, and the higher up you go, usually the better. One of my favorite outlooks is from Castagnoli, a hilltop hamlet surrounding a somber stone rocca, fortress, outside Castellina.

The views take in not only the terraced vineyards that drop away beneath your feet but extend far west across forests and hills that roll toward the horizon. Lamole is another scenic, view-filled spot, high up in the hills at the end of a cypress-lined road between Greve and Panzano.

Get off the beaten path

A drive along the Chiantigiana (SS222) between Florence and Siena displays beautiful scenery and enticing towns, but a few detours show off even more of this scenery-rich region.

For starters, on the short drive from Greve to Panzano, take the turnoff onto a narrow, cypress-lined road up to Lamole, for fantastic views. The SS222 rises and falls through vineyards and olive groves for 16km (10 miles) from Panzano to Castellina, and from there you can plunge east through the vineyards on the narrow SR429 to Radda.

That’s a good jumping-off point to the little village of Volpaia, just 7km (4 miles) north, and you can make a loop south through San Sano to Gaiole, 14km (9 miles) southeast.

Wherever you wander in Chianti, it’s usually pretty easy to get back to the starting point. From Gaiole, for instance, it’s only 30km (18 miles), or 35 minutes, back to Greve.

Become a winemaker

When you’re ready to go beyond a mere tasting, put yourself in the hands of the experts at Fattoria Viticcio outside Greve and Castello di Meleto near Giaole, who will help you create your own blends.

Where (and what) to eat in Chianti

Almost any meal in Chianti can seem like a feast. The food is traditionally and deliciously Tuscan, and that means hearty, beginning with ribollita, a soup that elevates day-old bread, recooked beans, and greens, to haute cuisine.

For me, this or another soup like pappa al pomodoro (tomato and basil) can suffice for lunch, maybe accompanied by some crostini, toasted Tuscan bread topped with chicken liver pate, tomatoes and basil, and other bounty of the land.

In a typical meal, though, the wine (Chiantis, of course) and dishes keep coming - maybe some pappardelle pasta topped with a thick ragu of wild boar, then Tuscan ribs or the staple, bistecca alla Fiorentina, a juicy T-bone.

Dessert in these parts is cantucci, almond biscuits  dipped in vin santo, sweet wine.

Atmosphere-rich settings are a big part of the pleasure of a meal here. Here’s some of the kinds of places where you can dine:

Dining rooms with a view

Chianti’s sweeping landscapes provide built-in backdrops to special meals. A surefire hit for food plus views is Ristoro di Lamole , perched on a hillside outside Greve.

Taverna del Guerrino is a simple little place in Montefioralle, though the steaks grilled in the big fireplace and the views from the terrace and rustic dining room are truly grand.

Near to San Casciano in Val di Pesa (and very close to the Antinori winery), La Capanna del Gallo makes exceedingly elegant food at fair prices and with a lovely view over the valley below.

Sotto le Volte , in Castellina, gets the prize for the most unusual setting, in an underground passage beneath the city walls with views of the countryside unfolding through openings once used as lookouts.

In all these places a meal for two with wine will cost about 80 to 100 euros.

Butcher shop meals

Butcher Dario Cecchini of Antica Macelleria d Cecchini in Panzano has achieved celebrity status for his flamboyant multi-course tasting menus, 30 to 50 euros, accompanied by his recitations of Dante.

With less fanfare and expense you can enjoy well-stuffed panini and heaping tasting platters of meats and cheeses beneath hanging hams and salamis at Antica Macelleria Falorni in Greve.

Simple but delicious

Everything on the menu at Osteria la Panzanella , a simple roadside taverna outside Radda, is as fresh and delicious as the Tuscan salad of tomatoes and bread for which it’s named.

Piazza Matteotti in Greve is the backdrop for a hearty meal on the terrace of Mangiando Mangiando .

Rustic and quintessentially Tuscan - and practically hidden; located on a tiny, easy-to-miss side street off a main road - Trattoria da Bule produces some of the best Bistecca alla Fiorentina you’ll have in the region.

Expect to pay about 60 to 80 euros for a meal for two at any of them.

A warm-weather meal in a beautiful garden is something you come to expect in Chianti, and Oltre il Giardino in Panzano and Osteria di Brolio at Castello di Brolio outside Gaiole are top choices.

Tastings menus at both (50 to 60 euros at Oltre il Giardino, from 70 euros at Brolio) are festive introductions to the local flavors.

In Gaiole center, a husband and wife team produce fantastic traditional Tuscan cuisine with modern style and creative twists at the very reasonably priced La Gorgia .

Guided tours of Chianti

Tours of the Chianti region usually combine a few winery tours and tastings, scenic drives, and visits to a couple of towns. Because wineries are often a big part of the experience, it’s important to go with a guide/tour operator who really knows the area and won’t just bring you to big commercial wineries. We also recommend choosing a private experience, or at the very least a small group one, so that you don’t feel like sheep being herded around.

Big bus tours are your cheapest option, but they give you very limited time at each stop and take you to the most commercial wineries. While some still have great wine, they receive busloads of visitors every day and the tours and tastings feel very touristy. The experience is not personal and you’ll generally be shown around by an employee who does the same thing over and over every day. They just want to get you in and out.

Private tours

A good guide will know small local producers, often with beautiful properties, sustainable techniques, and interesting and unusual wines. At this type of winery, you might be the only visitors and you’ll sometimes even be shown around by the owners or their family. Tastings are intimate and you get to chat with the people who are actually directly involved in making the wine you’re drinking.

For terrific tours of the Chianti countryside and vineyards, we always recommend local guide Stefano . In addition to being a licensed guide, he’s also a certified sommelier and he focuses on small boutique producers with sustainable production methods.

At Go Ask A Local we connect independent travelers with in-destination Local Experts for personalized travel planning that goes way beyond the highlights. Whether you’re planning a DIY trip and just want some expert advice on your plan or are looking for a fully tailor-made trip, our Local Experts can help you plan better!

Rome to Tuscany: 5 Tuscan Towns to Visit from Rome

A local’s guide to visiting the costa brava, spain.

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A fascinating place, rich with culture, nature and typical products.

The luscious, rolling chain of Chianti  hills that straddle the countryside of Florence and Siena , have characterised this area since the beginning of time. From a historical point of view, across the centuries, the Chianti area consisted of the municipalities of Gaiole , Radda and Castellina , otherwise known as the Lega del Chianti . Founded in 1384  by the Florentine Republic, the League's coat of arms bore the (still renwoned) black rooster. With the creation of the wine-making area  in 1932, the area known as Chianti expanded substantially.  

The history of Chianti has always been deeply linked to the wines and other first-rate products, making it the perfect destination for a journey through traditional Tuscan food and wine : the towns in the area make up the production zone of world-renowned Chianti DOCG red wine. The Sangiovese variety, at the heart of Chianti Classico, stretches over the hills of this territory, leaving space here and there for sheltered towns and villages whose streets emit the aromas of the nearby wine cellars.

This wine blends perfectly with tasty products such as a cold cuts – ideally from the local Cinta Senese  – and with local dishes that bring together ingredients that traditionally filled the bellies of the poor yet today are considered some of the most exquisite and refined features of international cuisine: just think of delights such as ribollita , a Tuscan bread soup, collo ripieno , stuffed chicken neck, chicken livers and tripe .

The best way to not miss out on anything in the region is to travel the Chiantigiana , adored by motorcyclists, linking Florence to Siena . Stopping along the way means seeing must-see villages like Greve , with its curious, triangular piazza surrounded by colonnades,  Castellina   and its fortress that houses the archaeological museum, and many more typical Tuscan parishes, like Montefioralle  and Panzano . While lost in the winding alleys of these hamlets, luck strikes when you find yourself in a shop full of wine bottles or in a traditional butcher’s shop, before eventually arriving unsuspectingly at a local Wine Museum .

However, Chianti is not only about wine. This is a land that played host to many early inhabitants – as the ancient Etruscan artefacts  show – highly regarded artists and architects, as well as today’s many collections of sacred art and remarkable artworks. The Chianti Sculpture Park   is particularly wonderful as it connects the beauty of the countryside to creations and installations by artists from all over the world. 

Many international sculptors arrive in Chianti with their works, but even more have transported the phenomenon of this scenery overseas.And if you’re used to seeing it travelled by a flame red convertible, you’ll be surprised when to see a flash of bicycles fly past during the Eroica, a vintage bike race  that has the unique prize (so to speak!) of sprinting through the enchanting landscape of Chianti.

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Giuliano Ghelli Museum in San Casciano Val di Pesa

Landscape Museum in Castelnuovo Berardenga

Sacred Art Museum in Tavarnelle Val di Pesa

Church of Santa Maria del Prato in San Casciano

The Pieve di Santa Maria Novella

Sanctuary of Maria del Patrocinio in Castelnuovo Berardenga

Parish Church of Sant'Appiano

Certosa di Pontignano

The Church of Sant'Ansano in Dofana

The Casa Chianti Classico

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All you need to know about visiting Chianti Italy

If you are planning a wine trip to Tuscany, Chianti Italy is your next wine destination!

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If you have been to an Italian restaurant, anywhere, you must have seen Chianti wine suggested on the menu. But do you know what Chianti is really about? One of Italy’s most famous wine appellations, right from the heart of Tuscany wine region , the Chianti region has much to tell you. From hilltop vineyards, cute villages to beautiful views, Chianti is perfect the destination for an Italian wine trip, especially if you settle in Florence.

Let’s discover together more about the Chianti wine region , what you can do there and why you should visit this Tuscany wine region.

About the Chianti Region and Chianti wine

The Chianti wine region is located in the center of Tuscany, Italy, between the cities of Florence , Siena , and Pisa . It stretches over more than 100 miles from north to south, divided into 8 wine-subregions and counts hundreds wine-growers.

What is Chianti wine?

First of all, Chianti Italy is a wine region of Tuscany . Chianti wine is therefore wine that is produced in Chianti region, and that meets the requirements of DOCG regulations to be able to have the Chianti DOCG label.

Secondly, The Chianti region is quite wide, which explains why Chianti wines are so well-known: they are easily produced in large volumes and rather inexpensive – thus their availability in many shops and restaurants around the world. The quality of Chianti wine will vary quite a bit, since the wine production is quite wide, the quality depends on the subregion’s soil and terroir characteristics. However, the best Chianti wines are those who come from the hilly areas of Chianti wine region, which is why the term “colli” or “colline” – that mean “hills” – are specifically mentioned on Chianti wine bottles as a quality guarantee.

Finally, Chianti wine have been long thought of cheap red wines, mostly made out of Tuscany’s most grown grape variety: Sangiovese grape. Today, and this since the 20 th century, local winemakers innovated and tried to elevate the quality of this Tuscan wine, and blend several grape varieties, including a white grape variety (Malvasia Bienca). Considered the Italian version of a Bordeaux wine, Italian Chianti is both an “everyday” wine that is easy to drink with daily dishes, and a full-bodied wine with more complexity and superior quality thanks to a longer aging period and more sophisticated vinification methods.

Winalist offers amazing Chianti wine tours with wine tastings and much more through our unique website. With us, you can browse, pick, and book the best wine-related activities in Chianti, Italy and beyond. Learn more by visiting our Chianti Italy vineyards page.

Chianti vs Chianti Classico

Have you ever stopped to ponder the subtle nuances between Chianti wines and Chianti Classico? Well, they do exist! While both labels stem from the same region of Italy, terroir and appellations set them apart. To be exact, Chianti is an overarching wine area composed of multiple subregions; one such place being recognized as ‘Chianti Classico’.

Undeniably, the Chianti Classico is the most renowned subregion of Chianti and has its own esteemed DOCG. As such, a bottle labeled “Chianti Classico” will be much higher in quality than one marked as simply “Chianti” since other areas are allowed to use this label even though their soil may not bring out the same delightful flavors that make Chianti Classico so special. From its very beginnings during the Renaissance period, it has been regarded as both central to and excelling at producing exceptional vintages. With its robust tannins and elevated acidity, Chianti Classico wines exude the greatest ability to age among all other Chianti varieties.

Traveling to Chianti Italy – Things to know before you go

If you have never traveled to Italy yet, you must know that roads are something to take into consideration. By roads, we mean the difficulty of driving on Italian roads, or traveling from one village to another, as Italian countryside, especially in Tuscany, is full of remote villages that are not always easy to access even by car. Public transportation link main cities between them, but this is all you can expect. To be best prepared, here are tips on how to get to Chianti and travel around this Italian wine region.

How do you get to Chianti Italy?

As a region, Chianti Italy is rather wide. Depending on where you wish to go in Chianti, you will have several itineraries options. The simpler one is to start from Florence, heading towards Siena and visiting wineries and villages along the route. The distance between Florence and the closest Chianti village, Greve, is of 20 miles. There you go, you are in Chianti in less than an hour from Florence!

Best way to travel around Chianti region

Traveling in Chianti is a bit of a challenge, especially if you don’t rent a car. However, you have several options to move around Chianti:

By train : of course, railways are not part of beautiful Tuscan wine countryside, but you can still reach main Tuscan cities by train. The two central Chianti train stations are those of Poggibonsi and Castellina, that connect Florence and Siena. From the villages of Poggibosi and Castillina, you can then travel by bus to reach other remote destinations like San Gimigani or Monteriggioni for example.

By bus : you won’t have any problem finding bus lines that travel around Chianti and from one village to another. The only complication is the bus schedule: it is a must to check them carefully and understand their itinerary, as some lines stop at every single village.

By car : moving around Chianti by car is the best way to make the most of your wine trip in Tuscan vineyards. You won’t have to worry about schedule, you can keep as much personal belonging in your car instead of carrying them around, and you can drive where the inspiration takes you. The only challenge is that Italian drivers may be a little hard on you if you don’t drive “fast enough”! If you’re up for this fun adventure, click here to see car rental services from airports.

A good tip : while renting a car is a good way to travel around Chianti Italy with no restrictions, it might be better to consider hiring a driver for a couple of days so you can enjoy the countryside better and not worry about your alcohol level while visiting wineries along the way.

Explore Chianti wine region – Idea of a 2-day trip itinerary to discover Chianti villages & wineries

Deep Tuscan countryside of Chianti is a succession of small villages and large expanses of vines. On the road from Florence heading to Siena, here is an itinerary with 4 stops and one night of settlement in one of Chianti’s most adorable villages. This short road trip to explore Chianti Italy can be done in more steps and days of course! In any case, Chianti is not short of surprises, and the best way to make the most of your wine trip in Tuscany is to live the moment and expect changes of plans!

Chianti Italy Map

1. Day 1: Greve in Chianti

Leaving Florence, you can count about a 50-minute drive on the SS222 road towards Siena or Greve-Siena, to reach the cute village of Greve in Chianti. The starting point of your Chianti wine trip, Greve in Chianti is basically the birthplace of Chianti wine back in the Renaissance days. You’ll find great restaurants, a weekly market on Saturday mornings and a Wine Tasting Center. Speaking of wine tasting, you should pay a visit to the Montefiorella Chianti winery right in the village!

Taste best Chianti wines at Tenuta Casenuove wine estate

In the heart of Chianti Classico territory, the Tenuta Casenuove wine estate welcomes you to their property for a great Chianti wine tasting experience. You will taste different vintages of Chianti Classico and even olive oil from the winery with typical Italian bread!

One other option can be to visit Le Cinciole winery, located in Panzano in Chianti, in the heart of the Chianti Classico.

2. Next stop: Radda in Chianti

From Greve, you can simply follow the wine route that continues to Radda in Chianti only 11 miles away. A surprise awaits you there: the hilltop Rada in Chianti has been inhabited for centuries, and this since the 9 th century a more precisely. You will be immersed into the village’s authentic Medieval feeling, thanks to its well-preserved old castle. You will find plenty of wine bars and restaurants to enjoy great Chianti wine with delicious Tuscan cuisine.

Take your time there to experience a real tuscan lunch in the awesome Castello Di Albola and embark on a unique journey that embraces Tuscan history and traditions!

Another option is to go to the amazing Castello di Radda where you’ll be able to experience the most representative vintages of Chianti Classico Riserva DOCG.

3. Final stop of the day: Castellina in Chianti to spend the night

Your next stop and final one for the day, will be the one at Castelina in Chianti. A true historical jewel, this one-of-a-kind spot dates back to the Estruscan era: 14 th -century fortress, pedestrian tunnels and the historic center will charm you.

To settle there for the night, you have the choice between typical agriturismo and more luxurious hotels with private swimming pools:

• Agriturismo Concadoro
• Castello La Leccia
• Podere Palazzolo
• Casina di Cornia
• Hotel Palazzo Squarcialupi

4. Before arriving at Siena: visit Rocca Di Montegrossi Chianti winery in Monti

Before departing the next morning, take a moment to savor a delicious espresso on Piazza. On your journey towards Monti, immerse yourself in an unforgettable Chianti escapade at Rocca Di Montegrossi !

This iconic estate of Chianti Classico has been standing since the 7th – 8th century and stretches across 100 hectares of lush vineyards. The family is eager to share their legacy with you through guided tours of their cellars and delectable wine tastings.

Discover more Chianti wineries and wine activities to do in Chianti wine region on Winalist! You can easily find wineries next to where you are in the region thanks to the interactive map, book your experience without fees and cancel if necessary. A great wine trip awaits on the route to Chianti Italy!

Just in case you’re visiting other cities or  wineries in Italy  during your vacation to Chianti’s vineyards, Winalist has you covered.

Chianti Italy FAQs & Resources

Where is chianti region in italy.

The Chianti wine region is part of Tuscany, in the center of Italy – between the cities of Florence, Siena and Pisa.

Where is Chianti wine from?

Chianti wine is from the Chianti wine region of Italy, in Tuscany. It is one of Italy’s most famous wine appellations.

How far is Florence from Chianti?

The city of Florence is quite close to Chianti region. From Florence, you can reach Chianti area by train and count about a 1h50 trip. Florence is about 35 kilometers (21 miles) away from the region, but if you travel to specific Chianti villages or wineries, the trip might be longer.

Is Chianti worth visiting?

Tuscany is well-know for being an incredibly beautiful wine region and destination in Italy, and Chianti is entirely part of the area’s beauty. Whether you are a wine-enthusiast or not, Chianti region is home to hilltop vineyards, close to amazing Renaissance cities such as Florence, and hides beauties within villages wand wine estates.

Is Chianti a town or region?

Chianti is a wine region of Tuscany, located between the cities of Florence, Pisa and Siena.

Chianti wine is an Italian wine coming from the Chianti wine region in central Tuscany. Chianti wine is dominantly produced with Sangiovese grape variety only grown in the Chianti region, that give the wine cherry and earthy flavors, highly acidic and with a medium body.

What food to pair with Chianti wine?

The best way to enjoy Italian wine, is with Italian food of course. About Chianti, it pairs well with a large variety of food thanks to its medium-body and savory characteristics. It goes perfectly with BBQ meat for example, or charcuterie spreads.

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Chianti Itinerary: Visit for 5 Days of Exploration

Tuscany is one of Italy’s most well-known and highly regarded wine regions, particularly to those of us outside of Italy. We’ve all seen the images of the rolling hills covered with vineyards and olive groves, winding roads lined with cypress trees and the hilltop castles dotting the landscape. Tuscany is very much the dreamscape you imagine, but at 9,000 square miles it can be daunting to know where exactly to start. So, whether you’ve never been, or have been but are looking to explore more, let’s take a little journey to central Tuscany, the region of Chianti . 

Day 5 – Tuscan Food

Chianti comprises roughly 40,000 vineyard acres of Tuscany, but we’re going to zone in on one small area for a five-day itinerary that will allow for relaxation, vineyard exploration, cultural and historical excursions and of course, food and wine. While 5 days is typically sufficient for visiting Chianti, you can certainly extend this trip to travel at a more leisurely pace, which we highly recommend and is in line with the classic Italian lifestyle.

We can get super technical and go into the differences of Chianti and Chianti Classico, or the grapes used in the wines, and we do that here , but for purposes of this piece, we’re going to dive right in and explore. Who’s ready to join us?

How To Visit Chianti

The easiest way to travel to Chianti is via Pisa International Airport . You can find some great flight deals here . For this itinerary, we recommend renting a car at the airport , from which it’s a short 1.5-hour drive to Querceto di Castellina, the suggested accommodation .

Likewise, if you have a flight that will take you into Florence , the drive to Querceto di Castellina is only one hour, plus it will give you an option to spend a night or two in Florence on the way out. Alternatively, flights into Rome are often more direct, and it’s only a three-hour drive north from the eternal city, which makes for a great place to start or end your trip for a day or two.

RELATED: These Are the Best Wine Tours to Book from Florence

Winetraveler Pro Tip: While visiting or staying in Florence, we highly recommend taking the highest-rated guided cheese, wine and lunch day tour with Walkabout. This will get you off-the-beaten-path and ensure you don’t have to worry about the logistics of driving around yourself. You’ll see a ton, try both the food and wine with an immersive guide and have a deeper experience in Chianti. If you’d prefer a private guided experience from Florence to avoid groups, this day trip is perfect for couples . Another fun way to explore the region is on a guided bike tour !

Where To Stay in Chianti

As for where to stay, you can find many options from hotels and B&Bs to private rentals , but for this itinerary, I’m suggesting the agriturismo at Querceto di Castellina . Quite simply, this family-operated, organic vineyard estate on 130 acres, is centrally located, offers an authentic Chianti Classico experience, and will have you feeling relaxed the moment you step foot on the stunning property.

Owned and operated by the Di Battista family, Querceto di Castellina offers nine fully-equipped vacation apartments and one guest suite with the main structure dating back to the 1400s. Although historic, each apartment is private, modernized, comfortably furnished, and features a full kitchen. The Livia Suite, the only accommodation without a kitchen, offers breakfast daily.

Guests at Querceto will be welcomed by a member of the family and treated to a complimentary wine tasting of one of the winery’s organic wines. The agriturismo also offers a pool, expansive views from the terrace and private outdoor spaces dedicated to each accommodation. Family matriarch, Laura Di Battista, also runs an onsite Tuscan cooking school where guests can enjoy cooking lessons or a light lunch.

Winetraveler Tip: Querceto di Castellina is also a highly sought-after wedding destination. Jacopo Di Battista, along with his American wife Mary, directs the wine and hospitality for the winery, with Mary offering complete wedding planning for couples interested in a vineyard wedding.

5 Day Itinerary For Visiting Chianti Tuscany

Day 1 – querceto di castellina.

Whether you’re arriving directly from your international flight, or after a few days in another European destination, for the first day in Chianti we recommend making use of your complimentary portfolio wine tasting at Querceto di Castellina. You can also lounge poolside or perhaps wander through the expansive estate vineyards, all while breathing in your Italian surroundings. It’s the perfect way to relax and immerse in the Tuscan lifestyle.

Founded by Laura Di Battista’s father, Giudo Masini in 1945, Querceto di Castellina was intended as a countryside retreat for his family; however, his daughter Laura and her oldest son Jacopo had other intentions. In 1988, Laura began renovating the property’s cottages into an agriturismo and improving the vineyards.

In 1998, Jacopo continued his mother’s improvement of the vineyards and produced the winery’s first vintage. The vineyards have been sustainable since 1998 and organic since 2012. While mostly comprised of Sangiovese vines , guests will also find Merlot , and two white grapes – Roussanne and Viognier . Querceto is the only winery in the Chianti Classico producing a white wine with this particular blend of grapes (along with traditional Chianti Classico and IGT wines).

Depending on your desires and the time you arrive, additional tasting options are available at Querceto, including a wine and artisanal cheese pairing, a winery tour combined with a portfolio tasting, and a unique vertical tasting of various vintages of Querceto di Castellina wines to demonstrate how they change over time.

For those with parties of six or more, the agriturismo offers one of the most intimate and personalized experiences, dinner in the vineyard. The menu is chosen with you prior to your visit, and after an aperitivo on the winery terrace, you’ll be escorted to the Livia vineyard for a four-course candlelight dining experience prepared by Chef Laura. The meal will close with a coffee service at your choice of location: the vineyard, tasting room or covered terrace.

If you’re traveling with a smaller group or are looking for an alternate dining option, on this first evening in Chianti I suggest a short 10-minute drive to Dario Cecchini, a butcher shop and kitchen run by renowned butcher and chef, Dario Cecchini. Some of you may remember it from his episode on Netflix’s Chef’s Table . Being a butcher, you can expect plenty of meat options at each of his three restaurants, Officina della Bistecca , Solociccia , and Dario DOC ; however, vegetarian options are also available. Seatings range from 10 to 50 euros per person depending on the restaurant and are served with a house wine. Guests are also invited to bring their own wine (there is no corkage fee).

Day 2 – Pienza, Italy

After the exquisite dinner of night one, it’s time to get your legs moving for today’s active day trip. Drive 1.5-hours to Pienza and leisurely roam the ancient city’s streets, browse the numerous porcelain shops, or if you’re so inclined enjoy some orange and fennel gelato (or any number of other flavors) at Buon Gusto Gelateria . Plan to spend two hours wandering this historic Tuscan city before heading for lunch at Podere il Casale .

Within a brief 10-minute drive, you’ll arrive on a ridge in the Sienese hills at Podere il Casale , where you can look back for a breathtaking view of Pienza. An organic farm, the structures at Podere il Casale date back more than 300 years. Here you’ll find stables, farm animals, hives for honey production, olive groves, gardens and a scenic wooded area. This self-sufficient farm offers a lunch featuring products grown on the farm or sourced from organic neighbors. Reservations are recommended (and special diets can be accommodated in advance) for the dining room situated in an old restored barn with a large fireplace, or outside in either the farmyard or on the beautiful terrace which overlooks the Val d’Orcia, Pienza and Monte Amiata.

Winetraveler Tip: You can also purchase items to takeaway for later, and with the full kitchens at Querceto, it’s a great option for a light meal at sunset back at your vacation apartment. In addition to wines, cold-pressed extra virgin olive oil, pasta and honey, raw milk sheep or goat cheeses are also available.

If time allows, Podere il Casale offers several experiences at the farm from truffle hunting to farm tours, or cheese-making demonstrations. However, if you prefer more walking and exploration, drive back an hour toward Querceto to Siena.

Siena is one of the quintessential Tuscan cities and worth an evening of exploration. Take a guided walking food and wine tour in Siena , Drink on the Piazza del Campo, or dine in one of the narrow, cobblestone streets of the historic center before returning to your apartment for the night. (Note: You’ll have to leave your car outside of the city center as cars are not allowed.)

Day 3 – Chianti Classico

Perhaps you’re inclined to lounge about the grounds of Querceto today, or maybe a few winery visits would be of interest. If spending the day poolside with a good book, followed by a light lunch prepared by Chef Laura is your idea of perfection on this Tuscan morning, by all means, indulge yourself and pick back up with the itinerary at Monte Bernardi for an afternoon wine tasting.

However, if you’re craving more wines and vines, after a breakfast on the winery terrace drive 25 minutes to Villa Calcinaia in Greve. Villa Calcinaia has been in operation since 1524 and today is operated by the 20 th generation of the Capponi family, an important noble family from Florence. In fact, if you’re lucky, Count Sebastiano may even host your tour and tasting! Reservations must be made in advance and can include a tour and tasting or a tour, tasting and light snack.

From here, head back toward Querceto, and make another easy winery stop at Monte Bernardi . The estate name — Monte Bernardi — originated in 1085 but the first estate wines weren’t produced until 1992, as most of the grapes were sold to neighboring wineries. The tasting room for this small production winery is open from April to October by appointment only with visits including options of a tour and tasting or tasting only.

As for dinner this evening, I recommend the Osteria Le Panzanella, a short 10-minute drive from either Monte Bernardi or Querceto. It’s a classic Tuscan Osteria with a wine list that is sure to please any wine lover.

Day 4 – Kidding Around

Much like the previous day, you can opt to lounge about Querceto for the morning, or start your day with a 35-minute drive to Riecine . Originally owned by a monastery until the 20th century with church archives from 1112 A.D. providing the earliest known record of the vineyards by the same name, Riecine offers tastings Monday through Friday in the newly appointed tasting room. The winery is closed in December and open to tastings on Sundays by appointment only.

As for today’s lunch and adventure, I suggest the unique experience found at Chianti Cashmere . Chianti Cashmere is a working goat cashmere farm, and by reserving ahead of time, you can visit the farm, interact with the goats and learn how cashmere is produced. This unique experience is then followed by a simple, leisurely lunch in the kitchen’s little garden. Local cheeses from area sheep and goat farms, wine from the neighboring organic vineyard, and fruits and veggies from the local farmers’ market are all served. Beginning at 4 p.m., you can visit the cashmere shop for yarn, handwoven scarves, shawls, throws and even cashmere goat’s milk soaps.

Winetraveler Tip: If you’re spending more time in the region and are so inclined, depending on the season, Chianti Cashmere also offers sheering and shepherding experiences!

Finally, if time permits, or if you opted to lounge at Querceto for the morning, it’s easy to squeak in a visit at nearby Il Molino di Grace , which sits on more than 70 acres of vineyards that have been producing traditional Chianti Classico wines for over 350 years. In addition to classic wines expressive of the region, Il Molino is within 10 minutes of Querceto and accepts walk-ins for tasting. Tours are also available by appointment.

For the final day of this itinerary, we suggest booking a cooking class with Chef Laura at Querceto. Your class will begin in the morning with a visit to the local market and butcher to select the perfect ingredients and is followed by an expert tutorial from the master herself. Classes are as hands-on as you want to get – join Laura in preparing the four-course meal or sit back with a glass of Querceto wine and watch how it’s done. The class culminates with lunch on the terrace which can be enjoyed with wine pairings or a bottle of their L’aura Chianti Classico. It’s the ultimate way to experience the Tuscan lifestyle on your last day in Chianti.

Alternatively, spend the morning relaxing and head into Castellina for the afternoon. Here we recommend a visit to Bibbiano , a winery and olive oil producer since 1865. By making an appointment in advance, you can select your wine experience ranging from a tasting in the vineyards overlooking the Val d’Elsa, to a tasting of historical vintages, or a food and wine pairing prepared by the house. And of course, this being your last evening, we also recommend an exquisite dinner at Ristorante Albergacccio di Castellina . Here you’ll be treated to creativity and quality, new tastes and flavors and fine-dining presentations within a family atmosphere. It’s a great way to end your stay and reflect on the experience over a final bottle of Chianti Classico.

Plan Your Getaway

As always, the Chianti itinerary suggested above can be done as a whole, or in parts, depending on the amount of time you have and the pace at which you want to move. No matter how you choose to spend your time in this quintessential Tuscan region, it’s sure to seep into your soul and create memories to last a lifetime. Buon viaggio!

Frequently Asked Questions about Visiting Chianti

Is chianti worth visiting.

Absolutely, Chianti is a destination that is definitely worth visiting, particularly if you’re a lover of wine, stunning landscapes, and authentic Italian culture. Nestled in the heart of Tuscany between Florence and Siena , Chianti is renowned for its iconic wine and offers a truly immersive experience that goes beyond just a tasting. Visiting Chianti is like stepping into a postcard, with its rolling hills, ancient vineyards, and charming medieval villages. You can explore picturesque towns like Greve and Radda, known for their historic squares, local artisan shops, and rustic eateries that serve regional delicacies. Of course, one of the main attractions of Chianti is its wine. A visit to the region would not be complete without a tour of a traditional vineyard or cantina. There, you can learn about the winemaking process from vine to bottle, and sample a variety of Chianti wines, including the prestigious Chianti Classico. In addition to its wine and culinary delights, Chianti also offers a wealth of outdoor activities. You can enjoy scenic hikes and bike rides , or even book a hot air balloon ride for a bird’s-eye view of the stunning Tuscan landscape.

What are some of the best things to do in Chianti Italy?

Chianti, being the birthplace of the renowned Chianti and Chianti Classico wines, offers exceptional wine tasting experiences. Consider booking a tour of one (or several) of the traditional vineyards or wine cellars , where you can learn about the intricacies of the winemaking process and savor the rich flavors of these famed Tuscan wines. Don’t miss out on the wineries in the towns of Greve and Radda in Chianti, which are among the most prestigious. Visit Charming Towns: Explore the region’s picturesque towns and villages, each with its own unique charm. Immerse yourself in the medieval ambiance of Castellina and Gaiole in Chianti, or stroll through the bustling squares of Greve and Panzano, where you can discover local artisan shops, small museums, and cozy restaurants. Savor Tuscan Cuisine: Chianti is a paradise for food lovers. Enjoy traditional Tuscan dishes like pappardelle al cinghiale (wide pasta with wild boar sauce) or the classic Bistecca alla Fiorentina (Tuscan T-bone steak). Many local trattorias also offer cooking classes where you can learn to prepare these delicious meals yourself. Outdoor Activities: The natural beauty of Chianti is breathtaking, and there’s no better way to enjoy it than by immersing yourself in outdoor activities. Rent a bike or take a hike through the rolling vineyards and olive groves. For a truly unforgettable experience, consider booking a hot air balloon ride over the Chianti hills at sunrise. Explore Art and History: Visit the ancient castles and churches scattered throughout the region. The Castle of Brolio and the Church of Santa Maria in Prato in San Polo are well worth a visit. Also, don’t miss out on the local museums, such as the Wine Museum in Greve, which offers an interesting insight into the region’s wine-making history.

How many days should you spend in Chianti?

For a short trip, 2-3 days should be enough to explore the main attractions and indulge in some wine tasting. You can visit the famous wineries, local villages, and dine at authentic Italian restaurants. However, if you want to fully immerse yourself in the Chianti experience and explore the region at a leisurely pace, you may want to spend 5-7 days or even longer. This will give you ample time to discover lesser-known wineries, attend cooking classes, go on scenic hikes, and truly embrace the Tuscan lifestyle. Ultimately, the number of days you spend in Chianti should align with your interests and the type of vacation you’re looking for.

When is the best time to visit Chianti?

The best time to visit Chianti is from late April to October, with May, June, September, and October being particularly pleasant due to mild weather and fewer crowds.

Can I take a guided tour of Chianti? What is the best wine tour available?

Absolutely. Taking a guided wine tour of Chianti is one of the most practical ways to visit the region. You’ll get insight from local residents and often a more bespoke perspective than if you were to explore the region by yourself. Plus, it’s always nice to not have to worry about logistics or driving. There are many guided wine tours available in Chianti, but currently, our most highly-rated tour is offered by Chianti Wine Tour , which includes round-trip transport to and from Florence, as well as a Tuscan countryside lunch, and visits to multiple family-owned and organic wineries in the countryside.

Can I visit Chianti as a day trip from Florence or other nearby cities, or should I plan for a longer stay?

Yes, you can visit Chianti as a day trip from Florence or nearby cities, but to fully experience the region’s beauty and attractions, it’s recommended to plan for a longer stay of at least 3-5 days. Locals tend to advise travelers to explore the region at a leisurely pace for the best experience.

How can I get around the Chianti region? Is it better to rent a car, take public transportation, or join a tour?

The best way to get around the Chianti region is by renting a car , as it provides the most flexibility to explore the area at your own pace. Public transportation is limited, and joining a tour may restrict your itinerary. If you do decide to embark on a tour, we recommend several highly-rated and customizable options that leave from different cities in the above Chianti itinerary.

Are there any notable historical sites or charming villages to visit in Chianti?

Yes, there are several notable historical sites and charming villages in Chianti, such as Castellina, Radda, Greve, Gaiole, and the medieval town of San Gimignano. These locations offer a glimpse into the region’s rich history and picturesque scenery.

Are there any famous Tuscan dishes that I should try while in Chianti?

While in Chianti, you should try famous Tuscan dishes such as Bistecca alla Fiorentina (T-bone steak), Pappa al Pomodoro (bread and tomato soup), Ribollita (vegetable and bread soup), Pecorino cheese, Panzanella (bread salad), and Cantucci (almond biscuits) served with Vin Santo (sweet dessert wine).

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If the Tuscan lifestyle is the greatest lure, then Chianti is perfection. This famous wine-growing region is quintessential Tuscany, with villa-living the ideal way of appreciating the countryside. In the Chianti, the locals seem to have found the right balance between country and city living. The Chianti countryside is a patchwork of vineyards, olive groves and cypresses, or cornfields edged with sunflowers. Stretching from Florence to Siena, this soothing scenery, dotted with hill-towns, villas and castles, inspired the Renaissance masters. The art magnets of Florence and Siena are nearby yet feel far away. For those not fascinated by frescoed churches, the delights of Florence and Siena can often fade. The desire to escape the city’s cauldron-like atmosphere in summer can also prove overwhelming. If so, the Chianti is for you, with all its countrified temptations. Take it slowly, from meandering between wine estates to homely inns, castle-visiting and cycle trails.

Top Ten Things to Do

The Chianti is a place for pottering and chance encounters. It is delightful, whether explored by car, by bicycle or on foot, or ideally a mixture of all three. The Chianti makes a great base, from cultural day trips to Siena and Florence to wine-tasting and foodie forays, along with cycling trips.

It’s a travesty to equate Tuscany with `Chiantishire’, a parody of an English country-house party transposed to Italy. It is also misleading to reduce the region to Renaissance art, Florentine architecture and the Chianti vineyards. The Tuscan landscape is as beautiful as the art. This soothing scenery, dotted with hill-towns, inspired the Renaissance masters. The SS222, known as the Chiantigiana, or Chianti Way, winds its picturesque way from Florence to Siena, through the heart of the region, offering archetypal scenes of cypress trees, olive groves and vineyards. You could begin in Greve in Chianti or Panzano in Chianti, preferably during a weekend market. But even without an agenda, the Chianti makes perfect sense, stopping wherever takes your fancy. Fortunately, this is the best-organised wine region in Italy, not just in Tuscany. Chianti wines have been commercialised for over three hundred years so this is a sophisticated and visitor-friendly wine region. Arguably, the wine-touring experience is the smoothest available in Italy. Even if booking is generally preferred, the estates are adept at welcoming visitors and ensuring that you come away with a true sense of place and even a rekindled passion for Tuscan wine. It’s rarely about a quick slurp and moving on. In a place where nothing is essential viewing, everywhere is a glorious detour. www.visittuscany.com https://www.visittuscany.com/en/areas/chianti/

The Chianti Classico wine trail explores some of the most legendary wine estates, an experience combining countryside, castles, cuisine – and wine. Not that we forget the charming individual estates that characterise the Chianti. In Tuscany, wine trails are always about far more than wine. Never think that just because you’ve visited a couple of estates that you’ve “done” wine-tasting. The estates, and their owners, are so diverse and each provides a new window on Tuscany. The Chianti covers an enormous region, spanning seven different wine “zones”. At its heart, in the hills between Florence and Siena, is Chianti Classico The main centres are Greve, Panzano, Castellina, Gaiole, Radda and Fonterutoli, whose estates are covered in our individual guides. Easily accessible off the picturesque route SS222, the grandest, castle-like estates have often been run by the same families since medieval times. This is the case with the aristocratic Antinori, Frescobaldi, Mazzei and Ricasoli dynasties, all wine estates we recommend in our individual guides. Their vaulted castles, frescoed villas, rolling vineyards and gastronomic restaurants encourage you to linger. The remaining Chianti wine zones include the Colli Fiorentini, Colli Senesi, Colline Pisane, Colli Aretini, Rufina and Montalbano. These are, rather confusingly, spread out over central Tuscany. The most compelling Chianti wine estates have tasting rooms and an enoteca (wine shop) where you can buy the wines. Most are geared up to international shipments. Bigger estates often have renowned restaurants and may even run cookery courses that can last as little as a morning. A few estates have created wine museums or international-style sculpture parks. For a memorable experience, book a tasting (degustazione) combined with a tour of the vineyards and cellars. Sip, savour and enjoy. Address: Consorzio Vino Chianti Classico (Chianti Classico Wine Consortium) Tel: +39 055 82285 Web: www.chianticlassico.com

South of Gaiole in Chianti stands Castello di Brolio, the birthplace of the modern Chianti industry. It was in this castle in 1872 that Barone Bettino Ricasoli established the formula for making Chianti wines that has been used ever since. It requires a precise blend of white and red grape juice and the addition of dried grapes to the vat to give the wine its softness and fruit-filled flavour. Brolio has long been controlled by the Ricasoli, Chianti landowners since the eighth century. The castle itself dates from the 11th century and is one of the oldest in Italy, even if its Gothic Revival style was introduced by Barone Bettino Ricasoli. From the year 1200 onwards, the Ricasoli dynasty fought on the Florentine side against Siena, their greatest rivals. As a Florentine outpost, Castello di Brolio’s past spans Guelf-Ghibelline conflicts, sacking by the Sienese in 1529 and German occupation and Allied bomb¬ing during World War II. The medieval walls are the castle’s most strik¬ing feature, along with the 14th-century chapel, set in lush grounds. Drink in the views of vineyards and the valleys from the castle ramparts. At Brolio, you are tasting history in all senses. Baron Bettino Ricasoli, Italian premier in 1861, relaunched the family wine business, a business continued by the present family. Baron Ricasoli’s skill was to capitalise on improvements in production and spearhead the modernisation of wine-making, with the establishment of the Chianti Classico brand. Since then, a consortium, the Consorzio Chianti Classico, controls production, with the gallo nero (black cockerel) emblem guaranteeing quality. Book a visit to the castle cellars, tour the estate, taste the wines, and see the family museum. The sunset tour is the most private and includes dinner in the Ricasoli’s restaurant, L’Osteria del Castello.  Your castle ticket also allows for a free wine-tasting in the Ricasoli tasting rooms below the castle. While there, try Barone Ricasoli Castello di Brolio Chianti Classico 2006. Address: Castello di Brolio Localita Madonna a Brolio Gaiole in Chianti 53013 Tel: +39 0577 7301 Web: www.ricasoli.com

There is a Disneyfied notion of cycling `Chiantishire’: you cycle aimlessly along and fall from one gorgeous wine estate to the another until, too intoxicated to go further, you fall asleep in a gentle olive grove. Think again: this is far from the real Chianti. The reality is tougher and features far less wine but also no snoozing under olive trees. Why would you not sleep in your lovely villa? The other bad news is that the food at local inns is so good that despite all your exertions, you are unlikely to lose weight. But on the plus side, Chianti cycling is one of the highlights of the region, if you are reasonably fit. It’s about cycling through rolling countryside, olive groves and medieval villages. It’s about enjoying the solitude, though when you meet the locals, they’re usually incredibly friendly. The Chianti trails may look like a walk in the park compared with cycling in the lofty Dolomites or the Alps - but think again. While the Chianti’s lack of those steep, long climbs can disappoint cyclists, never under-estimate the toughness of the Chianti trails, if toughness is what you want. Not just do the roads twist and roll, but so does the changeable weather. This is especially true when you’re on unpaved roads, the famous rough gravel tracks known as “strade bianche.” This is the real Chianti, when it’s about you facing your fortune, facing every gruelling twist and turn. The Chianti has produced tough cycling legends such as Gino Bartoli, Mario Cipollini and Fiorenzo Magni. But if you’d rather relax and not become a legend then book a cycling tour through a local operator. For tougher cycling trails, ideally choose to go in spring or early autumn. See more cycling suggestions in our other Chianti guides, accessed through our Destinations listings. Easy to more challenging day-long tours from Greve, Radda, Panzano and Gaiole. Discovery Chianti cycling tours: Tel: (+39) 328 6124658 Web: www. discoverychianti.com

Set between Gaiole & Radda e, this former Benedictine abbey surveys the estate vineyards. The tranquil oil and wine estate surveys landscape that has been cultivated since time immemorial. In Tuscany it is hard to separate the wine and oil from the scenery. The aptly named Badia a Coltibuono (Abbey of the Good Harvest) is framed by pines, oaks, chestnuts and vines. Founded in 1051, thie medieval abbey belonged to reformist Vallambrosan monks who established viticulture here. Little did they know that their estates would still be flourishing so many centuries later. Since the Dissolution of the Monasteries in 1810, this medieval abbey has belonged to one family. The forward-looking Stucchi Prinetti family started off as Florentine bankers before pioneering the commercialisation of quality Chianti here. The family remains committed to sustainable farming. The beguiling 15th-century cloisters, chapel and frescoed ceilings can be viewed as a guest of the Tuscan cookery school, while the 12th-century walls and bell-tower are open to all. You can also book a tour of the original monastic cellars and frescoed villa, followed by a wine-tasting. Below the former abbey are cellars filled with Chianti Classico, the abbey’s traditional living. No less famous are the aromatic chestnut honey and olive oil, the delicious Extravergine Badia a Coltibuono. Much of the produce can be bought on the premises or savoured in Ristorante Chianti, the excellent abbey restaurant. You can also do a cookery course run by Benedetta Vitali, founder of the noted Florentine restaurant Cibreo. within the former Romanesque abbey. Address: Localita Badia a Coltibuono 53013 Gaiole in Chianti Tel: (+39) 577 746110 Web: www.coltibuono.com

This was the wine estate that entranced the Obamas on their post-presidential tour of Tuscany. Just when you think you’ve got the measure of Tuscany, it throws a curve-ball. Castello di Ama is one of the biggest surprises in the Chianti. It’s not even a castle but a wine estate, restaurant and centre of contemporary art. At first sight it’s yet another traditional borgo, a stone-built hamlet nestling in the Chianti hills. At its core is an acclaimed wine estate, home to one of the leading Chianti Classico producers, with serried lines of vineyards as far as the eye can see. This family-owned cantina remains a working wine estate known for its superb, full-bodied reds. You can tour the cellars and try the fabled wines but also visit the villa, hamlet and sculpture gardens, too. It’s a complete experience. The grounds are home to a world-class collection of contemporary art installations. This ambitious collection, Castello di Ama per l’Arte Contemporanea (Castello di Ama for Contemporary Art) was set up as a legacy project in 1999. Lorenza and Marco Pallanti have created a sculpture garden of site specific installations in keeping with the spirit of the wine estate and medieval borgo beyond. Castello di Ama repurposes original buildings, such as an on-site church and wine cellar, to showcase art installations in a striking way. The most engaging is the show-stopping mirrored installation by Daniel Buren that reflects the rolling hills. Book a wine tour and tasting, come for lunch, visit the sculpture park, or simply visit the estate’s Enoteca to sample and buy the wines, olive oil and nature-inspired home fragrances. T: (+39) 0577 746069 (wine estate) (+39) 0577 746191 (restaurant) Address: Castello di Ama Localita Ama 53013 Gaiole in Chianti Web: www.castellodiama.com

This moody hamlet is centred on a Benedictine monastery founded by the Vallambrosan order in 1049. All around are vineyards belonging to the Antinori Chianti estates. This particular Antinori wine estate is given over to vineyards of Sangiovese grapes and olive groves. This Florentine-based wine dynasty have been peddling the `nectar of the gods’ in Tuscany since 1385.  Before succumbing to the wine option, spend a bit of time in the fortified abbey where the great Galileo Galilei taught in the 16th century. Pre-book a guided tour with one of the handful of remaining Vallambrosan monks to admire a refectory decorated with a magnificently restored Last Supper by Domenico Ghirlandaio. If more earthly concerns are on your mind, then the abbey can also sustain you. The Antinori’s Michelin-starred restaurant occupies part of the vaulted abbey, with the so-called `historical cellars’ located immediately below the abbey. At the estate you can sample Antinori signature wines, whether Chianti Classico wines or Super Tuscans. Famous names are Tignanello, Guado al Tasso, and Solaia, as well as Chianti Classico Riserva Badia a Passignano. Book an Antinori wine-tasting and cellar tour, possibly even an oil-tasting, followed by lunch or dinner in their onsite fine-dining restaurant. L’Osteria di Passignano or their far simpler Trattoria della Fonte in a farmhouse nearby. Instead, L’Antica Scuderia is the best dining option for families or anyone fancying a pizza. Badia di Passignano (Passignano Abbey): T: (+39) 055 8072341 (English); (+39) 055 8071171 (Italian) Antinori Passignano estate: T: (+39) 055 8071278 www.antinori.it Address: Badia di Passignano Localita Badia a Passignano 50028 Tavernelle Val di Pesa Tel: (+39) 055 8072341 Web: www.osteriadipassignano.com

The Chianti is a region in which dining is not just a delightful activity but the focus of many an outing. With few exceptions, the inns specialise in traditional Tuscan fare, with different degrees of simplicity or sophistication. Beyond the restaurants that specialise in contemporary versions of Tuscan cuisine, the menus are not dramatically different throughout the Chianti. What they generally share is a charming mood, an attention to quality and a wine list that reflects the finest local estates.  What’s more, many of the most appealing inns are set in Chianti Classico wine estates. The grandest of these estates aim to showcase their wines by matching their favourite vintages to Tuscan menus with a twist. It’s a played-down version of fine dining. Other estates may offer simpler inns and a chance to combine the wine with cucina povera, the healthy but hearty `peasant’ cooking of the past. At the very least, you can usually expect tasting rooms and an enoteca (wine shop) where you can buy the wines. These princely wines have little in common with the folksy, straw-covered flasks of plonk that once symbolised Tuscany abroad. Always check what’s available online as the options may vary from a gourmet meal to a wine-tasting paired with bruschette or crostini. As with our favourite Chianti wine estates, it’s about drinking it all in. The experience is rarely about a quick slurp and moving on. Address: Consorzio Vino Chianti Classico (Chianti Classico Wine Consortium) Tel: (+39) 055 82285 Web: www.chianticlassico.com

Florence lies just north of the Chianti. Despite devouring the checklist of must-see sights, steer clear of suffocating under the weight of treasures. Allow time for aimless wandering. Beyond the selfie sticks and statuary awaits a funky foodie haunt with sleek cafes, superb cooking and seriously edible markets. Florence is not fusty. Nor has the greedy city lost its gutsy Tuscan soul: traditional inns still serve earthy peasant fare, including macho steaks. Beware of trying to do too much on a day trip. Balance visits to galleries with wanderings in search of the perfect trattoria or the perfect view. Begin in Piazza della Signoria, the city’s grandest square, with its copy of Michelangelo’s David and, beside it, the crenellated Palazzo Vecchio, with a well-presented collection. After a coffee at Rivoire, brace yourself for the Uffizi Gallery, the world’s greatest collection of Italian art. As such, the gallery is both a feast for the senses and an indigestible banquet so try and plan your visit in advance or even book a time slot online. After lunch, visit the Duomo, the biggest building for miles around. It is still Brunelleschi’s Renaissance dome that defines Florence. Out of respect for Brunelleschi’s achievement, the city forbade the construction of any building taller than the Duomo. Clear your head in the Oltrarno, across the river Arno, where the Giardino Boboli (Boboli Gardens) act as an excellent antidote to the suffocating splendours of the Pitti Palace. The Medici dynasty created these statuary-encrusted gardens, which became the model for Italianate gardens for centuries to come. Before dinner, explore the Oltrarno neighbourhood's craft heritage on the so-called Left Bank of the city. This bohemian district is studded with stylish bars and buzzy inns interspersed with antique shops, jewellery-makers, picture-restorers and bijou art galleries. Check our Florence guide to see what appeals most. If visiting a number of museums, consider buying a Firenze Card online ( www.firenzecard.it ) and also book a time slot at the Uffizi Gallery.

Siena frames the southern end of the Chianti and makes for a magical day trip. Siena is a Gothic city built on a human scale and is effortlessly civilised and at ease with itself.  All roads lead to Il Campo, the beguiling, shell-like central square, shaped like an amphitheatre. Sit at a terraced café on the sloping side of the square and spot the division of the paved surface into nine segments, recording the wise Council of Nine who governed Siena from the mid-13th century to the early 14th. Consider climbing the slender Torre del Mangia, with sultry views over a pink piazza and Siena’s rooftops, even if the views from the Cathedral rooftops are even better. After an early lunch, a leisurely stroll leads to the Duomo, Siena’s pinnacled Gothic cathedral. The facade is a riot of green, pink and white marble, like a glorious iced cake. Siena Cathedral and the Cathedral Museum should be seen as one entity as they share several spaces. The Museum displays Pisano’s original statues for the façade along with Siena’s best-loved work, Duccio’s Maestà, the Virgin Enthroned. For many visitors, equally impressive is the rooftop walk, known as the Panorama from the Unfinished Façade. These are arguably the finest views of Siena. Facing the cathedral is the Spedale di Santa Maria della Scala, the most extraordinary building in Siena. It began as a hospital a thousand years ago and continued as one until it was reborn as a magnificent museum in recent years. In medieval times, it was always far more than a hospital. The art-studded complex embraces a former pilgrims’ hostel, an orphanage, frescoed churches and granaries. Don’t let Siena’s art-studded museums blind you to the beauty of the backstreets. Here, the city history unfurls like a medieval banner. Walkable Siena has well-preserved walls and inviting gateways. Wind through a tangle of medieval streets and stumble across secret courtyards, fountains and surprisingly rural views. Check our Siena guide to see what appeals most. Centro Guide (guided walks) T: (+39) 0577 43273 www.guidesiena.it Address: Siena tourist office Spedale di Santa Maria della Scala Piazza Duomo Tel: (+39) 0577 280551 Web: www.terresiena.it

Eating and Drinking

The Chianti is one of the most appealing parts of foodie Tuscany. The Chianti wine route is a chance to enjoy Chianti Classico wines and T-bone steaks in cosy inns. Wine-growing dates back Etruscan times, as evidenced by the goblet found in an Etruscan tomb at Castellina in Chianti, and surviving Etruscan frescoes that depict Bacchus, the Roman god of wine.  Medieval monasteries established viticulture here – and some of these original wine estates survive, such as the Badia a Coltibuono and Antinori’s Badia a Passignano, with its fine-dining restaurant, L’Osteria di Passignano. Naturally, this is the homeland of Chianti Classico, even if Super Tuscans are also produced in the region. In 1716 a decree issued by the Grand Duke of Tuscany defined the boundaries of the Chianti area and established the laws governing the production and sale of wine. Today this region is the world’s oldest wine-producing league. The Chianti Classico area includes the areas of Barberino Val d’Elsa, Castellina, Greve, Gaiole, San Casciano and Tavernelle Val di Pesa. Cuisine from the Chianti is a hearty variant on classic Tuscan cooking, with borrowings from nearby Florence and Siena as well as local variants. Look out for ribollita, a thick bean soup, or other simple dishes that reflect Tuscany’s cucina povera (peasant cuisine). At the other end of the scale, fine dining is also available, especially in many of the grander castle and abbey estates. Here, dishes tend to be more sophisticated and often involve wine-pairing and tasting menus.

Set in an enchanting medieval hamlet just north of Radda, this charming family-run inn serves unfussy but still special Tuscan dishes. These are complemented by some of the best Chianti Classico wines, along with salads and vegetables from the kitchen garden. Mid-priced dishes include hand-rolled pasta, such as pici with duck or wild boar sauce, or ribollita soup followed by wild boar or Florentine T-bone steak. To be sure of grabbing a table on the shady terrace, book ahead and then enjoy view from the hilltop hamlet over the rolling plain below. Address: Piazza della Torre 1 Volpaia 53017 Radda in Chianti Tel: (+39) 0577 738001 Web: www.labottegadivolpaia.it

Combine a visit to the Badia di Passignano abbey with a prestigious but pricey wine-tasting and cellar tour linked to the Antinori wine dynasty. Surrounded by serried vineyards, this fancy Michelin-starred restaurant occupies part of the vaulted medieval abbey. After a tour of the `historical cellars,’ consider lunch in this fine-dining restaurant (booking required). The creative modern Italian cuisine still incorporates fine Tuscan ingredients. Typical dishes include artichoke-stuffed pasta in a Parmesan sauce, pork with black truffle puree, or lamb served with an asparagus-filled pastry.  The wines make the perfect accompaniment, perhaps including Antinori’s Riserva, which is oaky and spicy with notes of cinnamon and candied fruit. If won over, on another occasion, dine in a different Antinori establishment, such as their simpler La Trattoria della Fonte nearby, which also runs cookery classes. After preparing a Tuscan meal, students proceed to devour it in L’Osteria di Passignano. Address: Badia di Passignano Localita Badia a Passignano 50028 Tavernelle Val di Pesa Tel: (+39) 055 8071278 Web: www.osteriadipassignano.com & www.antinori.it

Set on the road between Panzano and Radda, this is a bastion of Tuscan home-cooking. With its white-washed walls, it’s an unpretentious but utterly reliable country trattoria. Come for the mid-priced home cooking, friendly service, short but seasonal menu and the extensive Tuscan wine list. Tuck into the Florentine tripe, roast rabbit, the pumpkin ravioli or any pasta in wild boar sauce. End with the panna cotta or the homemade, crunchy cantuccini biscuits, ideally dipped in Vin Santo. Address: Localita Lucarelli 29 53017 Radda in Chianti Tel: (+39)0577 733511 Web: www.lepanzanelle.it

The clue is in the name: this celebrated Panzano place is a meat-lover’s dream and the temple of Florentine T-bone steak. Although not for the faint-hearted, this Tuscan steakhouse is a memorable experience and is a place beloved by top Italian chefs. Here, the butcher Dario Cecchini is the local legend. Diners sit at a long, communal table and tuck into a meat feast, prepared on an open grill. This includes a succulent 7cm-thick steak. The vast fixed menu (itemised online) costs 50€ (vegetarian version too), including wine, coffee and grappa, and with two sittings at dinner, one at lunch. It’s best to book. Address: Via XX Luglio 11 50022 Panzano in Chianti Tel: (+39) 055 852020 Web: www.dariocecchini.com

Set south of Gaiole, on the lovely, rambling Castello di Ama wine estate deep in the Chianti hills, this inn is all about showcasing the wine in an 18th-century villa. The short but seasonal menu is perfectly matched to the estate wines. Authentic, good-value dishes include pasta with wild boar sauce, chicken with black olives in wine sauce or a summery carrot and courgette soufflé with pecorino sauce, and a hazelnut tart to finish. Pre-book a balcony table for sweeping views. To focus on the wine alone, choose the estate’s L’Enoteca. Address: Castello di Ama Localita Ama 53013 Gaiole in Chianti Tel: (+39)0577 746191 Web: www.castellodiama.com

In addition to superb wine and foodstuffs, Chianti shopping is also about local crafts and colourful markets. Art, table linen and hand-crafted shoes are all found locally. As for crafts, the Chianti towns showcase the local traditions of woodworking, basket weaving, terracotta and ceramics. 

Castello di Brolio, a famous Chiantishire castle, lies between Gaiole and Castelnuovo Beradenga.The Brolio wine-tasting experience and gift shop can form part of a great day out, as does the route there. This is classic Chianti countryside, with its mix of vineyards, olive groves, oak and chestnut woods. Records attest to the Ricasoli family having been in wine since 1141 so count on buying some fine vintages and possibly even some lovely wine glasses. Along with Chianti Classico, the estate also produces Super Tuscans, such as Casalferro. Even so, the market leaders in the Super Tuscan stakes are Ornellaia and Masseto, produced by the rival Frescobaldi wine barons. While at Brolio, book a visit to the castle cellars, tour the estate, taste the wines, and see the family museum. Address: Castello di Brolio Localita Madonna a Brolio 53013 Gaiole in Chianti Tel: (+39) 0577 7301 Web: www.ricasoli.com

In the ancient abbey of Badia a Passignano do a wine-tasting and shop for Antinori produce, such as the wine dynasty’s olive oil. The Bottega showcases Antinori wines, along with upmarket foodstuffs from Procacci, the renowned Florentine delicatessen now owned by the Antinori. Tasty souvenirs include Procacci jams and truffled delicacies. You can also buy wines from other Antinori estates, from solid Chianti Classico wines to acclaimed, pricey Super Tuscans. Address: Via di Passignano 33 Badia a Passignano Localita Badia di Passignano 50028 Tavernelle Val di Pesa Tel: (+39) 055 8071278 Web: www.osteriadipassignano.com & www.antinori.it

Most Tuscan towns operate a strict ZTL system, a Limited Traffic Zone. This means that the Centro Storico (historic centre) is essentially closed to traffic, particularly for non-residents. Cars will need to be left outside the walls. That said, the Chianti towns are small so present far less trouble than such cities as Florence and Siena. Parking tips: for advice on individual Chianti towns, please see our individual Destination guides, including those on Greve, Panzano, Castellina, Radda and Castelnuovo Beradenga. Advice on ZTLs: You may see other cars crossing the ZTL boundary (Limited Traffic Zone) and assume you can proceed. Not so. The drivers crossing into the ZTL zone will probably be locals and have residents’ permits. Visitors do not so are liable to fines. Zones are monitored by cameras, so tickets are issued immediately and automatically, as soon as (and each time) the car crosses the ZTL boundary.

Getting around

The Chianti can be delightful driving country. Its appeal lies in the rolling countryside, array of vineyards and olive groves, relatively quiet roads, and the mix of small medieval towns. Public transport in the Chianti is rather sporadic so car hire makes the most sense if you want to explore the area properly. Driving in the Chianti can be deeply enjoyable, especially with a detailed map or GPS navigator to hand. Greve, the main gateway from the north, lies on the SR222, commonly known as the Chiantigiana, about 30 km south of Florence and 40 km north of Siena. From Greve, the scenic Chiantigiana meanders through the Chianti, passing through many typical villages. This is a charming route to take by day. At night, however, you might encounter wild boars, porcupines or deer crossing the road. Instead, the Florence-Siena road (Superstrada Firenze-Siena) is a dual carriageway leading to the Chianti. Poggibonsi Nord is the Chianti exit. From there, follow your map or your GPS. The SR2 - Cassia is the old Roman road that runs parallel to the Superstrada and borders the Chianti, passing through Poggibonsi and Monteriggioni. The Chianti by train: the Chianti is not an easy place to reach by rail. The train service barely touches Chianti's attractions, which is part of the reason why the area is so peaceful. The main Chianti station is Castellina in Chianti, which is on the Siena-Florence line but you need to change trains at Empoli. The Chianti by bus: buses provide more useful services but the sporadic 365 service still means that bus schedules are not always convenient, with only a limited service operated on Sunday. Buses run from Florence to Greve, Radda, Castellina and Gaiole. On your bike: The Chianti is a lovely place to explore by bike. The combination of romantic Tuscan scenery and challenging gravel roads is what makes it so enjoyable. The cycling races also attract big crowds. Whether as a spectator or a participant, L’Eroica is worth following. This renowned amateur event that allows cyclists from around the world to experience the region while riding classic bikes.

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10 Best Chianti Towns to visit

The Chianti area is Tuscany’s main wine region . Located south of Florence, it’s remarkable for its rolling hills and sun-drenched vineyards. With scenic towns like Radda, Castellina and Castelnuovo Berardenga within its borders, it makes a perfect destination for those looking to enjoy countryside views , exceptional food and wine , and a traditional way of life. These are our top 10 small towns in the Chianti to help you organise your trip.

Chianti 10 Top Towns to visit

1. radda in chianti.

The hilltop town of Radda in Chianti was once the Capital of the ‘Chianti League’. In a way, this is still true today as few towns in the Chianti can match Radda’s charming Medieval layout . And its expansive views over the vineyards are quite remarkable. In Radda, Chianti Classico wine is king, the ruling tipple in all the town’s rustic enoteche , gorgeous shops and seasonal festivals. For a full immersion in Chianti Classico world visit during the Radda nel bicchiere wine festival in Spring, busy but definitely a must for all wine passionate.

TOP MARKS FOR: SCENIC, VIEWS, WINE

LOCATION: Radda in Chianti is halfway between Florence and Siena – 50 kms. from Florence, and 40 kms from Siena. Best way to get there: by car. No direct buses/train from Florence. There’s a direct bus from Siena.

Experience a Chianti Wine Tour leaving from Florence. Book yourself on this Classic half-day wine tour that immerses you in the vineyards of the Chianti. You’ll stop at a well-known vineyard, take a tour of the cellar and enjoy a guided wine tasting featuring the famous Chianti Classico’s and the Riservas  amongst others.

2. Castellina in Chianti

The ‘sister’ of Radda, Castellina lies 16 kms from Radda and features the intriguing Vie delle Volte, a Medieval cover passageway today dedicated to locally produced wine and food . Wooden barrels, the scent of grapes, inviting cellars to explore . Everything here is about enjoying Chianti wine. There’s a small Archeological Museum of the Chianti Senese hosted inside the impressive Medieval fortress that is well worth a visit.

TOP MARKS FOR: WINE, ARCHEOLOGICAL MUSEUM

LOCATION: 27 Kms. from Siena, 47 Kms. from Florence – Best way to get there: by car. There’s a direct bus from Siena, no direct bus/train from Florence.

=> Check out 12 Unique and Fun Activities to do in Tuscany during your trip!

3. Greve in Chianti

Greve’s welcoming main square is surrounded by loggia on all sides and hosts a statue of the town’s most famous son, the explorer Giovanni da Verrazzano. The square is a great space for markets that Greve in Chianti has been putting on for literally centuries.

Each Easter Monday there’s the popular antique market, plus you find the weekly market every Saturday, several festivals throughout the year including a music Spring Festival and the annual Chianti Classico Exposition. Check out the food mecca Macelleria Falorni and the Museo del Vino, a museum completely dedicated to wine.

TOP MARKS FOR: FOOD & WINE SHOPPING, LIVELY MAIN SQUARE

LOCATION: 30 kms. south of Florence, 43 kms. north of Siena – There’s a direct bus service from Florence.

=> Discover the Best Chianti Wine Festivals in September

4. Montefioralle

This diminutive hamlet and former castle is perched on the top of a steep hill above Greve in Chianti. You can walk there if you have the stamina (2 kms uphill!). Montefioralle is a delightful stone hamlet with a couple of restaurants and plenty of picturesque corners that make for great photos.

TOP MARKS FOR: PICTURESQUE, ATMOSPHERE

LOCATION: 2 kms. from Greve in Chianti – Best way to get there: car. No public transport.

=> Finding the most Picturesque Villages to visit in Tuscany

5. San Casciano in Val di pesa

San Casciano is one of the gates to the Chianti region , very close to Florence that is perfect for a day trip or even as a base from which to visit the city for those who want an authentic – and not overrun with tourists – small Tuscan town. Its charm lies in the authenticity . It’s lively despite its size, and can keep you entertained for a few hours; it has some nice shops, gorgeous trattorias and even a Sacred Art museum.

TOP MARKS FOR: TRATTORIAS, AUTHENTIC TUSCAN LIFE

LOCATION: 20 Kms. from Florence – Best way to bet there: car or direct bus from Florence.

There’s a reason Panzano is one of Chianti’s most appreciated food capitals . The poet-butcher (now TV celebrity) Dario Cecchini has his butcher shop here; a kind of Tuscan style fast food, done really well. Here you can have an incredible burger, or tuck into a juicy bistecca in front of an open fire. It’s the real thing. Meat lovers should book a table at Solociccia the restaurant just in front of the shop. Try the lardo , spread on toasted warm bread – a real meat eater’s delicacy. Then climb to the top of the hill to see the Church of Santa Maria. Definitely one of the top towns to visit in Chianti for foodies .

TOP MARKS FOR: MEAT

LOCATION: 40 kms. from Florence, 48 kms. from Siena – close to Greve in Chianti. Best way to get there: car. There’s a direct bus from Florence and from Greve in Chianti.

=> Check out this scenic Chianti Road trip with a lunch stop in Panzano.

=> Discover the 8 Top Experiences to have in the Chianti region !

Volpaia is not a town, but a tiny hamlet , with ancient stone walls and doorways framed by climbing flowers. Here you can discover, in a few square meters, what the Chianti is all about. The former castle today hosts a informal wine tasting spot in the Medieval tower , a couple of eateries and a lovely restaurant with views over the vineyards that have made this part of the world so famous. There are two little churches , plenty of picturesque doors and flowery corners to capture with the camera.

TOP MARKS FOR : ATMOSPHERE, WINE, VIEWS

LOCATION: 5 Kms. from Radda in Chianti. Best way to get there: car. No public transport.

8. Castelnuovo Berardenga

Very close to Siena and the scenic Crete Senesi , in the southern part of the Chianti region, Castelnuovo Berardenga is surrounded by a charming landscape and a few villas. The town used to serve as a defence for Siena in the 14th century, and the atmospheric Vicolo dell’Arco still speaks of its Medieval past . You can visit the parish churches and see (or even stay) in one of the splendid architectural complexes in the area, like Villa Chigi Saracini, Montalto Castle, or the Certosa di Pontignano. And enjoy the relaxed pace of life of this town that has joined the Slow City movement.

TOP MARKS: VIEWS, NEARBY VILLAS & CASTLES, WINE

LOCATION: 25 Kms. from Siena – Best way to get there: by car. There’s a direct bus from Siena.

9. San Gusmè

Very close to Castlenuovo, this is a miniature walled village surrounded by vineyards and more vineyards! Here you’ll find one tiny square , 100 inhabitants, one bar and two good restaurants . A beautiful village that seems to have been forgotten by history and the passing of time.

TOP MARKS FOR: ATMOSPHERE, RESTAURANTS

LOCATION: 5 Kms. from Castelnuovo Berardenga – Best way to get there: car.

=> 3 Magical Places immersed in the Chianti vineyards

10. Gaiole in Chianti

Located on the road that leads from Chianti to the Valdarno area, east of Radda, its buildings don’t tell us much about Gaiole’s past, as the town has been reconstructed many times. A market town for centuries, it has a triangular main square that hosts markets and various events during the Summer, mainly dedicated to wine and local food. If Gaiole in Chianti itself cannot be said to be pretty or picturesque, nearby you find some of the most impressive castles of the Chianti region, like Brolio, Meleto and Vertine.

TOP MARKS FOR: FOOD & WINE, NEARBY CASTLES.

LOCATION: 30 Kms. from Siena – Best way to get there: car. There’s a direct bus from Siena.

=> Tuscany itineraries made for your interests

=> 20 Great Experiences to have in Tuscany during your trip !

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One Day Road Trip Guide to Chianti, Tuscany

From San Gimignano, it was incredibly easy to take one day to road trip through the region of Chianti. It was easily one of the best days while in Tuscany, as the hilltop towns of Chianti are quieter, off-the-beaten path, and incredibly picturesque. The landscapes in Chianti are drastic, raging from thick green forests, to historic towns, and rolling vineyards and olive orchards. One day was plenty of time to hop through the towns, stop for a long lunch, and enjoy the scenery.

Using Google Maps, it’s easy to plug in the directions to get from one town to the next. If all else fails, just follow the road signs for the direction of the town you want to get to.

Here’s how we spent one day in Chianti.

We started the day in San Gimignano, leaving town at around 9:00 am. It’s about an hour and half drive into the first town.

To note: Most of the towns are meant for walking around, enjoying the view, so we often popped into one and if we felt like we saw it, we moved on to the next!

First stop: Castellina in Chianti

+ Took a quick stop to walk the small streets and checkout the town.

Second stop: Radda in Chianti

+ Grabbed a tasty focaccia with prosciutto and pecorino at the Casa Porciatti dal 1965. It’s a lovely shop where you can pickup snacks and drinks for the road. + Took in the panoramic views from the walls of the city, it was truly stunning.

Third stop: Gaiole in Chianti

+ This small town could or could not be skipped, there was not a whole lot going on. + We did find a beautiful winery at the top of the hill nearby inside an old castle called Castello di Meleto, that was beautiful spot to grab a glass of wine.

+ Lunch: As we made our way to Panzano, we stopped at this small town that was slammed with cars. We couldn’t figure out where all these people were going, then we saw everyone at this restaurant. Listed on the Michelin Guide, Osteria Le Panzanelle was a phenomenal meal and we spent two hours on the terrace eating delicious homemade pasta.

Fourth stop: Panzano in Chianti

+ This was on our list as we know Anthony Bourdain stopped at the famous world’s best butcher Officina della Bistecca. It is worth stopping for a taste! + At the top of the hill lies a picturesque church with panoramic views.

Fifth and final stop: Montefioralle

+ This was easily our favorite stop as the town was empty and incredibly picturesque. + There is not much here, just incredibly quaint and lovely winding roads.

Other possible stops you could add:

Greve in Chianti Volpaia Lamole La Panca Lecchi in Chianti

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Use Skyscanner to find the best flights. It searches 100s of airlines and websites across the globe to ensure you’re not missing out on any route options or deals.

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Use Booking.com for hotels and guest houses. They have the biggest inventory and consistently offer the best rates.

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Use Viator or Get Your Guide to find the best tours and experiences. They are my favorite tour search engines. I always check both as their inventory varies depending on the destination.

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Use Discover Cars or Rentalcars.com to find the best car rental deals. I recommend comparing rental agency reviews on Google to ensure you are booking with the best company in that destination, as the reviews are often more accurate than the car rental search engines.

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Chianti: Your Classico Guide to Tuscan Wine

Sean Finelli Last Updated: February 2, 2023

Home to beloved towns such as Florence and Siena, the Tuscany region is a staple when exploring wine in Italy. And, as most travelers know, a trip to Italy simply is not complete without delicious wine. When travelers envision their trips to Italy, many know they want to visit vineyards and drink delicious vino. However, they may not know the best places to do so. In this guide, you can discover the best sites and wineries in Tuscany.

Pro Tip: Planning to visit the wine regions of Tuscany? Bookmark this post in your browser so you can easily find it when you need it. Check out our guide to Tuscany for more planning resources, our best Florence and Tuscany tours for a memorable trip, and our guide to the Tuscany wine region .

Not ready to book a tour? See our best Florence tours to take and why .

Places To See in Tuscany

While we love Florence, the lesser known Tuscan towns just have a certain charm about them that make your vacation unforgettable. After a walking tour of Florence and a visit to the Uffizi Gallery , a visit to Tuscany’s hideaways is a perfect addition to your vacation.

San Gimignano

You can find countless charming towns and villages tucked away in the hills of Tuscany. Among the best towns in Tuscany is San Gimignano, a small town in the province of Siena. Perched atop a hill, San Gimignano looks like a medieval city from below. Its tall towers appear as medieval skyscrapers, coining the city’s nickname “Medieval Manhattan.”

Here you can explore a host of landmarks. We recommend visiting Piazza del Duomo, where you can find Palazzo Communale and Torre Grossa. Palazzo Communale is a beautiful municipal palace in the center of San Gimignano with a tall tower protruding from the top. This tower, Torre Grossa, is the tallest of the towers in San Gimignano. You can even climb it to get a beautiful lookout over the city.

After exploring the alluring town, stop into a bar to get a glass of the local goods: Vernaccia wine. With a fruity and revitalizing flavor, this wine has a DOCG designation, meaning it’s among Italy’s purest wines. This particular wine is the only white wine in Tuscany of this rank.

Tuscan Wine in the Chianti Region

Chianti isn’t just the name of a wine, it’s a magnificent wine producing region in Tuscany. Here, you can find miles of rolling hills and some of the finest red wine in Italy. The Chianti region produces seven different types of wine, each produced in a different section of the region.

The most famous strain of Chianti wine is Chianti Classico. For a wine to classify as Chianti, it must be produced at least 80% from Sangiovese grapes. To perfectly enjoy your Chianti wine, you can’t go wrong with a delicious meal to accompany.

If your perfect afternoon consists of leisurely wine tasting and a delicious spread of authentic food, you’re in luck. Our Chianti wine outing, you will be able to tour a family-owned vineyard, sip tasty wine and enjoy a fantastic Italian lunch. If you’re more into a solo wine adventure, you can check out towns such as Greve, San Casciano in Val di Pesa, Castellina in Chianti,  and Barberino Val d’Elsa.

Brunello di Montalcino Wine

Looking to live it up while on vacation? Brunello di Montalcino is one of the more expensive red wines. This type of wine becomes pricy due to its concentration of Sangiovese grapes. While Chianti wine must be at least 80%, Brunello di Montalcino is produced 100% using Sangiovese grapes.

You can taste the authentic nectar in the region of Montalcino, located in the Siena province. With high tannin and acidity, Brunello wine reaches its peak taste after about a decade. Now, that’s a fine wine.

Things to do in Montalcino

This captivating town tucked away in the Siena province got its name from the beautiful oak trees once native to the area. Because Montalcino is situated on a hill, you can enjoy some of the best views in Tuscany during your visit.

If you’re visiting Montalcino, not just for the wine, there a few historical landmarks to explore. Discover the Fortress of Montalcino, which dates back to the 14th century. The fortress serves as the last fortress of the province of Siena’s resistance to the Medici family. You can also visit the Duomo di Montalcino, a beautiful church with a neoclassical structure and facade.

Tours of Chianti and Florence

Top-Rated Experience

Chianti Day Trip from Florence with Vineyard Lunch

Want to have an epic experience in Tuscany? Remove the guesswork and the hassle of transportation by joining us on a day trip to Chianti from Florence. You’ll enjoy time in the enchanting cities of Siena and San Gimignano with lunch and wine tastings too. Make your Tuscany day trip one to remember!

Best-Selling Tour

Florence in a Day Combo Tour with David & Uffizi

This tour is your best value in Florence. See Michelangelo’s David statue in the Accademia Gallery with a licensed guide before exploring the Uffizi Gallery. You’ll also have plenty of time to see the outside of the Florence Cathedral, Baptistry Doors, Ponte Vecchio, and more. All your skip-the-line admissions are included along with an English-speaking guide.

Not ready to book a tour? Check out our article on the best Florence tours to take and why .

How to Go Wine Tasting in Tuscany

When visiting Tuscany, most people decide to stay in Florence. Not to worry though, making a day trip from Florence to Chianti is quite easy. On our Chianti wine outing , you will not have to worry about transportation to Chianti or choosing the best vineyards to visit. If staying within Florence is more your style, check out our Florence evening food tour to explore Florence’s best wine and cuisines.

Where To Stay in Florence

Florence has a small historical center packed with iconic landmarks to explore. Plan where to stay in the best neighborhoods in this beautiful city.

About Sean Finelli

Sean is a co-founder and owner of The Tour Guy and its subsidiary The Roman Guy. He studied finance and statistics, but that is his "Dr. Jekyll" side! His "Mr. Hyde" is in love with travel, art, history, and culture. Sean has read libraries of historical text and believes that all internet content should come from books. A practice he follows!

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• Itineraries

Itineraries in Chianti

In Tuscany, between the beautiful cities of Florence and Siena, there is this stunning hills region famous all around the world for its panoramas and wines, Chianti. Even though is not a big area, Chianti offers many things to see, such as medieval cities and villages, castles and parish churches. It offers also many things to do such as wine tastings and local products.

Here you find our suggestions and advices, as well as ideas, to discover this enchanting region in Tuscany for planning your holidays in Chianti.

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• Salogi Villas, Tuscany, Italy

Travel Guides

Chianti guide, chianti travel guide: everything you need to know about the land of vineyards.

Embark on a journey through the picturesque landscapes of Chianti ; only a few regions can offer such a beautiful and rich panorama . Find yourself surrounded by rolling green hills, vineyards, olive groves, ancient villages and winding roads that lead to breathtaking views.

Immerse yourself in natural beauty, rich history, and world-renowned wines, whilst enjoying a bike ride or a walk among the numerous castles and learning about the history of this region: the heart of Tuscany awaits!

Chianti Classico Villages

Although the area of production of Chianti wine is actually quite large, people usually identify Chianti with the Chianti Classico wine zone. This picturesque, oval-shaped territory situated between Florence and Siena , includes the municipalities of Greve, Panzano, Radda, Gaiole and Castellina.

These cities and villages saw their brightest time during the Middle Ages which thanks to their strategic position, played a central role in the conflict between Florence and Siena. Centuries-old tradition and stunning landscapes are what characterise these villages, which are definitely worth visiting.

Greve in Chianti is considered the gate into Chianti. This lively town is famous for its triangular shaped piazza, with large porticos on the side. This square has hosted the local market since the Middle Ages.

Panzano in Chianti is the most populous town in Chianti, and from the 12th century the town played an important defensive role for Florence and its county. But even more relevant, thanks to its strategic position, was Castellina in Chianti . Confirming this glorious past, the massive Rocca (castle) stands proudly over the city. When in Castellina, we also recommend you visit the Archaeological Museum of Sienese Chiant i, where many archaeological findings, particularly Etruscan, are displayed.

Radda in Chianti is a well-preserved mediaeval town, with ancient walls that defend the centre and maze-like streets. Gaiole in Chianti also dates back to the  medieval period, when it used to be an important marketplace in the area. In the surroundings there are many castles and fortified towns that deserve a visit, keep reading if you want to know more.

A perfect way to discover the many gems scattered in the Chianti area is to take the SS222 Route, also known as Chiantigiana . This beautiful panoramic road goes from north to south through the Chianti hills, crossing numerous inhabited centres and vineyards.

       | Do you want to know which are The Best Restaurants in Chianti ? Read our dedicated article.

Chianti Castles

The castles of Chianti are the clearest evidence of this area as a borderland, disputed by the powerful cities of Florence, Arezzo and Siena during the Middle Ages .

Very important to discover from both an architectural and historical point of view, various Chianti manors can also be visited following a route called the Strada dei Castelli del Chianti . The route is divided into 6 itineraries:

• Brown Route : Pieve di Spaltenna, Vertine, Uliveta, S. Donato in Perano, Vistarenni
• Red Route : Tornano, Morelline, Cacchiano, Monte Lodoli
• Yellow Route : Gaiole, Barbischio, Capannelle, Cancelli, Castello di Montegrossi, Badia a Coltibuono
• Purple Route : Vertine, Meleto, Rietine, Castagnoli, Starda, Monte Luco della Beraredenga, Montecastelli
• Orange Route : Campi, San Sano, Monteluco di Lecchi, San Polo in Rosso, Galenda, Le Selve
• Blue Itinerary : San Giusto a Rentennano (alle Monache), Lucignano, La Torricella, Castello di Brolio

All of these routes can be travelled on foot or by bicycle, which is a great opportunity to fully appreciate the Chianti landscape and nature. Furthermore, some of these castles are wine producers, perfect if you want to combine sightseeing and wine tasting - more to come on the next section.

Among the numerous options, we suggest visiting Monteriggioni , a walled village, Castello di Volpaia and Castello di Fonterutoli , both wine producers. If you need help in organising your visit, whether that be a travel itinerary specially tailored to you, or simply bicycle rental to explore the Chianti landscape, please don’t hesitate to contact our team ; we will be happy to support you.

Chianti Classico Wine

The Chianti region is characterised by a combination of almost perfect weather and soil that produces a precious wine, considered one of the best wines in the world.

The tradition of cultivating vines in Chianti goes back a long time in history to the Etruscans that inhabited the area before the Roman Empire. Today Chianti wine is produced in several areas in the region, and the area of production determines the denomination:

• Chianti Classico , also called “Gallo Nero'' is the more well-known of the Chianti wines and is produced in the area between Florence and Siena.
• Chianti Colli Aretini , produced in the hills towards Arezzo.
• Chianti Colli Fiorentini , produced in the hills around Florence.
• Chianti Colli Senesi , produced in the hills around Siena.
• Chianti Colline Pisane , produced in the hills towards Pisa.
• Chianti Montalbano , produced in the Montalbano hills around Pistoia.
• Chianti Montespertoli , produced in the Montespertoli, near Florence.
• Chianti Rufina , produced in the hills near Rufina, to the east of Florence.

While enjoying your dream vacation in Chianti, you can’t miss taking a wine tour and tasting the region's delicacies. Here’s our dedicated article on The Best Chianti Vineyards You Must Visit where you will find all you need to start planning your tour.

L’Eroica: a vintage bike race

Last but not least, Chianti is also the homeland of Eroica, a unique cycling event.

L'Eroica was born in 1997 in Gaiole in Chianti, and it combines challenging routes (hence the name, the Italian for “heroic”), magnificent Tuscan landscapes, and a love for vintage. In fact, all the participants ride vintage bikes and wear old fashion garments accordingly.

It is inspired by Coppi and Bartali , two of the greatest Italian cyclists, who had a heroic approach to sport and life. In addition to his legendary career - and rivalry with Coppi - Bartali is also known for playing an active role in helping the Jewish community during WW2, carrying documents and passport photos inside the bicycle frame, to help Jewish refugees escape.

From the original event in Gaiole, Eroica has grown into a global movement, a network of events attracting tens of thousands of cyclists and fans of all ages around the world. It has become a real lifestyle for locals and tourists alike.

Chianti offers the best of Tuscany countryside, encompassing stunning landscapes and historic castles with wine tasting and vintage cycling routes, the perfect combination for your dream holiday. Don’t wait any longer and start planning your perfect stay, contact us to find out more about our range of villas to rent in Chianti with a private pool .

The Salogi Team of local experts will be happy to support you in tailoring your dream vacation. Please feel free to contact us to explore our Tuscany villas to rent , and discuss your next Italian adventure today.

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Panzano In Chianti: Tuscany Travel Guide

Published: October 9, 2023

Modified: December 28, 2023

by Blinni Berglund

• Plan Your Trip
• Travel Guide
• Travel Tips

Introduction

Welcome to Panzano in Chianti, a charming village nestled in the heart of Tuscany, Italy. Known for its picturesque landscapes, centuries-old vineyards, and rich cultural heritage, Panzano is an idyllic destination that offers a truly authentic Italian experience. With its central location in the Chianti region, Panzano serves as an excellent base for exploring the surrounding countryside and indulging in the renowned Tuscan cuisine and wine.

Located between Florence and Siena, Panzano is easily accessible by car or public transportation, making it a convenient stop for travelers venturing through Tuscany. The village is perched on a hill, offering stunning panoramic views of the rolling hills adorned with vineyards and olive groves. From its ancient cobblestone streets to its medieval ruins, Panzano exudes a timeless charm that transports visitors back in time.

One of the highlights of Panzano is its lively Sunday market, where locals gather to sell their fresh produce, artisanal products, and homemade delicacies. The market is a perfect opportunity to immerse yourself in the local culture and take home some authentic Tuscan flavors. Additionally, Panzano is renowned for its winemaking traditions, and visitors can embark on wine tasting tours and discover the secrets behind some of Italy’s finest wines.

For those seeking adventure, the surrounding Chianti Hills offer ample opportunities for hiking, biking, and exploring nature. The trails winding through vineyards and woodland provide breathtaking vistas and a chance to reconnect with the beautiful Tuscan countryside.

Panzano is also home to a variety of charming restaurants and trattorias, where you can savor traditional Tuscan dishes and indulge in the local specialties such as bistecca alla Fiorentina, a mouthwatering Florentine steak. The warm hospitality and genuine love for food make dining in Panzano an unforgettable experience.

Whether you’re a history enthusiast, wine connoisseur, nature lover, or simply seeking a peaceful getaway, Panzano in Chianti has something to offer for everyone. In this travel guide, we will delve into the best things to do and see in Panzano, recommend day trips to nearby attractions, provide insights on where to stay, and offer practical tips to make the most of your visit. So pack your bags and get ready to discover the enchanting beauty of Panzano in Chianti.

Getting to Panzano in Chianti

Panzano in Chianti is conveniently located in the heart of Tuscany, making it easily accessible from several major cities in Italy. Here are the most popular ways to reach Panzano:

If you prefer the flexibility of driving, renting a car is a great option. Panzano is approximately 35 kilometers (22 miles) south of Florence and can be reached in just under an hour by car. From Florence, take the Raccordo Autostradale Firenze-Siena (RA3) and exit at San Casciano Val di Pesa. Follow the signs to Greve in Chianti and continue on the SP118 until you reach Panzano.

If you are arriving from Siena, take the Raccordo Autostradale Firenze-Siena (RA3) and exit at Poggibonsi Nord. Follow the signs to Castellina in Chianti and then continue on the SP51 until you reach Panzano.

By Public Transportation:

If you prefer to use public transportation, there are buses that connect Panzano to Florence and other nearby towns. From Florence, you can take the SITA bus from the Florence Bus Station (located next to the Santa Maria Novella train station) to Panzano. The journey takes approximately one hour and a half, depending on traffic and connections.

It’s important to note that the bus service in the Chianti region can be limited, especially on weekends and holidays. It is recommended to check the schedule in advance and plan accordingly.

While Panzano does not have a train station, you can still reach the village by train and then continue by bus or taxi. The closest train stations to Panzano are in Florence and Poggibonsi.

From Florence, you can take a train to either the Santa Maria Novella station or the Campo di Marte station. From there, you can catch a bus to Panzano or arrange for a taxi transfer.

If you are coming from Poggibonsi, you can take a train to the Poggibonsi-San Gimignano station and then continue by bus or taxi to Panzano.

Regardless of the mode of transportation you choose, the journey to Panzano in Chianti is a scenic one, offering glimpses of the captivating Tuscan countryside. Once you arrive in Panzano, you can easily explore the village on foot as most of the main attractions are within walking distance. So sit back, relax, and get ready to embark on your Tuscan adventure in Panzano in Chianti.

Things to Do in Panzano in Chianti

Panzano in Chianti may be a small village, but it is filled with a myriad of activities and attractions that will keep visitors entertained. Here are some of the top things to do in Panzano:

1. Explore the Historic Center:

Take a leisurely stroll through the winding streets of Panzano’s historic center, and discover its charming medieval architecture. Admire the well-preserved buildings, quaint shops, and family-run trattorias. Don’t miss the opportunity to visit the Church of Santa Maria Assunta, a small but beautiful church dating back to the 12th century.

2. Visit the Panzano Market:

Immerse yourself in the lively atmosphere of the Panzano market, held every Sunday morning. Browse through the stalls filled with fresh local produce, handmade crafts, and delicious food products. Sample some of the region’s specialties, such as pecorino cheese, salami, and honey. It’s a perfect place to mingle with the locals and experience the vibrant spirit of the village.

3. Wine Tasting at Local Vineyards:

No visit to Panzano in Chianti would be complete without indulging in some wine tasting. The village is located in the heart of the Chianti wine region, renowned for its exceptional red wines. Visit one of the local wineries to learn about the winemaking process, and savor the renowned Chianti Classico wines. Enjoy a guided tasting session and appreciate the intricate flavors and aromas that make these wines so special.

4. Hike in the Chianti Hills:

Explore the breathtaking natural beauty of the Chianti Hills by embarking on a hike through the vineyard-covered landscapes. Follow the well-marked trails that wind through forests and meadows, offering stunning panoramic views along the way. Choose from a variety of routes that cater to different fitness levels, and enjoy the tranquility and serenity of the Tuscan countryside.

5. Indulge in Tuscan Cuisine:

Treat your taste buds to the flavors of Tuscany by dining at one of Panzano’s local restaurants. Enjoy traditional Tuscan dishes prepared with fresh, locally sourced ingredients. Don’t miss the opportunity to savor the famous bistecca alla Fiorentina, a thick, juicy Florentine steak, perfectly paired with a glass of red wine.

These are just a few of the many activities and attractions awaiting you in Panzano in Chianti. Whether you’re a history buff, a nature enthusiast, a foodie, or simply seeking a peaceful getaway, this charming Italian village has something to offer for everyone. So come and explore the beauty of Panzano in Chianti and create lasting memories in the heart of Tuscany.

Exploring the Historic Center

One of the key attractions in Panzano in Chianti is its well-preserved historic center, where you can step back in time and immerse yourself in the rich history and charm of the village. Here are some highlights of exploring the historic center:

1. Church of Santa Maria Assunta:

Start your exploration by visiting the Church of Santa Maria Assunta, a small but beautiful church dating back to the 12th century. Admire its Romanesque architectural features, including the intricate façade and elegant bell tower. Step inside to marvel at the stunning frescoes and sculptures that adorn the interiors, providing a glimpse into the village’s religious heritage.

2. Piazza Bucciarelli and the Central Square:

Head to the Piazza Bucciarelli, the central square of Panzano, where you’ll find a lively atmosphere and a range of quaint shops, cafes, and restaurants. Take a seat at one of the outdoor terraces and soak up the surrounding ambiance while sipping on a cappuccino or indulging in a gelato. Marvel at the ancient well in the square, a testament to Panzano’s history as a rural village.

3. Medieval Architecture:

As you wander through the streets of the historic center, admire the medieval architecture that defines the village’s character. You’ll encounter buildings with stone facades, arched doorways, and terracotta roofs that showcase the traditional Tuscan style. The narrow cobblestone streets add to the charm and make for a pleasant and picturesque stroll.

4. Artisan Shops and Boutiques:

Browse the artisan shops and boutiques that line the streets of Panzano. Discover unique handmade crafts, ceramics, leather goods, and other local products that make for perfect souvenirs or gifts. Support the local artisans and take home a piece of Panzano’s craftsmanship.

5. Cultural and Historical Exhibits:

Don’t miss the opportunity to visit the cultural and historical exhibits in Panzano. The Museo della Civiltà Contadina is a museum that showcases the traditional rural life and agricultural practices of the region. Learn about the historical significance of wine production in Chianti and gain insights into the local culture and traditions.

Exploring the historic center is a delightful experience that allows you to appreciate the rich heritage and architectural beauty of Panzano in Chianti. Take your time, wander the streets, and soak up the ambiance of this charming village in the heart of Tuscany.

Local Vineyards and Wine Tasting

Panzano in Chianti sits in the heart of the Chianti wine region, world-renowned for producing exceptional wines. A visit to Panzano offers the perfect opportunity to explore local vineyards and indulge in the art of wine tasting. Here are some highlights of experiencing the world of Chianti wines:

1. Wine Tasting at Local Wineries:

Embark on a wine tasting journey at one of the local wineries in and around Panzano. These wineries range from small family-run estates to larger, well-established producers. Each offers a unique experience, allowing you to sample a variety of wines made from different grape varietals, such as Sangiovese, Canaiolo, and Colorino. Take the time to appreciate the intricate flavors, aromas, and characteristics that make Chianti wines so beloved.

2. Chianti Classico Consortium:

For a comprehensive wine tasting experience, visit the Chianti Classico Consortium headquarters located in Panzano. This organization represents and promotes the winemakers of the Chianti Classico region. The consortium offers guided tastings and educational activities where you can learn about the unique qualities of Chianti Classico wines and the strict regulations that govern their production.

3. Wine Tours and Tastings:

If you’re looking for a more immersive experience, consider joining a wine tour. These tours typically include visits to multiple vineyards, where you can learn about the winemaking process, explore the vineyards, and sample a range of wines. Knowledgeable guides will provide insights into the history, terroir, and subtle nuances that contribute to the distinctiveness of Chianti wines.

4. Wine and Food Pairings:

Enhance your wine tasting experience by pairing your wines with selected local food delicacies. Many wineries offer guided tastings that include perfectly paired food samples, such as cured meats, cheeses, and traditional Tuscan dishes. This combination allows you to fully appreciate the harmony between the wines and the local gastronomy.

5. Wine Festivals and Events:

If you happen to visit Panzano during a wine festival or event, be sure to participate and immerse yourself in the vibrant wine culture. These events often feature live music, traditional dances, and a wide selection of wines to taste. It’s a fantastic opportunity to embrace the jovial spirit of the locals, meet winemakers, and celebrate the rich heritage of Chianti wines.

Exploring the local vineyards and indulging in wine tasting experiences is an essential part of a visit to Panzano in Chianti. Immerse yourself in the flavors and traditions of Chianti wines and discover why this region has gained international acclaim. Raise a glass, savor the aromas, and toast to the beauty and sophistication of Chianti wines in this picturesque Tuscan village.

Visiting the Panzano Market

A visit to the Panzano market is a must when exploring this quaint Tuscan village. Held every Sunday morning, the market offers a vibrant and lively atmosphere where locals and visitors come together to experience the flavors and traditions of the region. Here’s what you can expect when visiting the Panzano market:

1. Fresh Produce and Local Products:

Stroll through the market stalls and discover a wide array of fresh produce grown by local farmers. From colorful fruits and vegetables to aromatic herbs and spices, the market offers an abundance of delicious ingredients that showcase the seasonal bounty of Tuscany. Don’t forget to pick up some juicy tomatoes, fragrant basil, and extra virgin olive oil to create your own Italian feast.

In addition to the fresh produce, you’ll also find an array of locally produced food products. Sample artisanal cheeses, cured meats, and freshly baked bread. Indulge in the flavors of the region and embrace the slow food movement that celebrates the quality and authenticity of locally sourced ingredients.

2. Handmade Crafts and Artisanal Products:

The Panzano market is not just about food; it’s also a treasure trove of handmade crafts and artisanal products. Explore the stalls to find unique ceramics, leather goods, textiles, and other locally crafted items. Admire the skill and creativity of the artisans and take home a truly special souvenir that reflects the traditions and heritage of the region.

3. Local Wine and Olive Oil:

No visit to the Panzano market would be complete without indulging in some of the region’s finest wines and olive oil. Many local producers showcase their wines and olive oil at the market, giving you the opportunity to taste and purchase these exceptional products. Sample different varieties of Tuscan wine, from Chianti Classico to Super Tuscans, and select a bottle to enjoy later or to bring back home as a memento of your time in Panzano.

4. Soak Up the Atmosphere:

Beyond the mouthwatering gastronomic delights, the Panzano market offers a chance to immerse yourself in the lively atmosphere and the spirit of the village. Interact with the locals, engage in friendly conversations, and learn about their customs and traditions. The market is a meeting place where people come together to celebrate the rich agricultural heritage of the region and to forge connections with the community.

A visit to the Panzano market is not just a shopping experience; it’s a cultural and culinary adventure that allows you to embrace the essence of Tuscany. So come and explore the stalls, savor the flavors, and soak up the vibrant atmosphere of this bustling market in the heart of Panzano in Chianti.

Hiking in the Chianti Hills

The Chianti Hills surrounding Panzano offer a breathtaking natural landscape that is best explored on foot. Hiking in this picturesque region allows you to immerse yourself in the beauty of the Tuscan countryside and discover hidden gems along the way. Here’s everything you need to know about hiking in the Chianti Hills:

1. Trails for All Levels:

Whether you’re an experienced hiker or a beginner, the Chianti Hills offer a variety of trails suitable for all levels of fitness and experience. From leisurely walks through vineyards and olive groves to more challenging hikes up the hills, there’s something for everyone. Choose a trail that matches your abilities and allows you to fully appreciate the stunning panoramic views and the serene atmosphere of the region.

2. Vineyards and Ancient Villages:

As you hike through the Chianti Hills, you’ll be rewarded with enchanting vistas of vineyards stretching as far as the eye can see. The rolling hills dotted with cypress trees, ancient farms, and centuries-old villages will make you feel like you’ve stepped into a postcard. Take the time to explore the charming hamlets along the way, such as Montefioralle, and immerse yourself in the rich history and rustic beauty of the area.

3. Wildlife and Nature:

The Chianti Hills are home to a diverse array of flora and fauna, making it a haven for nature lovers. Keep an eye out for wild boars, deer, and a variety of bird species as you trek through the trails. Marvel at the vibrant wildflowers, listen to the soothing sounds of nature, and breathe in the fresh air. The Chianti Hills provide a peaceful and rejuvenating setting for hiking enthusiasts seeking a connection with the natural world.

4. Guided Hiking Tours:

If you prefer a guided experience, consider joining a hiking tour led by knowledgeable local guides. These tours provide insights into the region’s history, culture, and natural wonders. Guides will share stories and point out interesting landmarks along the way, enhancing your hiking experience with their expertise and enthusiasm.

5. Pack Essentials and Stay Safe:

Before setting off on a hike, make sure to pack essentials such as sturdy walking shoes, a hat, sunscreen, and plenty of water. It’s also a good idea to bring a map or a GPS device to navigate the trails with ease. Stay on designated paths, respect the environment, and be mindful of any regulations or instructions provided by local authorities.

Exploring the Chianti Hills through hiking is a wonderful way to connect with nature, breathe in the fresh air, and appreciate the natural beauty of the Tuscan countryside. So lace up your hiking boots, grab your backpack, and embark on an unforgettable journey through the stunning Chianti Hills surrounding Panzano in Chianti.

Dining and Restaurants in Panzano

Panzano in Chianti is not only known for its scenic beauty and historic charm, but also for its exceptional food and wine. The village is home to a variety of restaurants and trattorias that showcase the rich culinary traditions of the region. Here’s a guide to dining and exploring the local food scene in Panzano:

1. Tuscan Cuisine Reinvented:

Experience the flavors of Tuscany with a modern twist at the restaurants in Panzano. Talented chefs take traditional Tuscan dishes and elevate them with innovative techniques and creative presentations. Indulge in dishes like homemade pasta, grilled specialties, and locally sourced ingredients that highlight the authenticity of Tuscan cuisine.

2. Bistecca alla Fiorentina:

No visit to Panzano is complete without savoring the renowned bistecca alla Fiorentina, a mouthwatering Florentine steak. This thick-cut T-bone steak is grilled to perfection, resulting in a juicy and flavorful meat that pairs perfectly with local Chianti wines. Several restaurants in Panzano specialize in serving this Tuscan delicacy, making it a must-try for meat lovers.

3. Farm-to-Table Philosophy:

Many restaurants in Panzano embrace the farm-to-table philosophy, ensuring that the ingredients used in their dishes are locally sourced and of the highest quality. From fresh vegetables and herbs to organic meats and cheeses, these establishments prioritize sustainability and support the local community. This commitment to fresh and seasonal ingredients guarantees an unforgettable dining experience.

4. Wine Pairing:

With its location in the heart of the Chianti wine region, Panzano offers an excellent selection of local wines to accompany your meal. The sommeliers at the restaurants can suggest the perfect wine pairing based on your preferences and the flavors of the dishes. Whether you prefer a velvety Chianti Classico or a robust Super Tuscan, the wine list in Panzano will not disappoint.

5. Trattorias and Family-Owned Eateries:

For an authentic and cozy dining experience, head to one of the many trattorias and family-owned eateries in Panzano. These establishments exude a warm and welcoming atmosphere, with rustic interiors and friendly service. Indulge in homemade pastas, hearty stews, and traditional Tuscan desserts prepared with love and care by the local families who have been perfecting their recipes for generations.

When dining in Panzano, prepare your taste buds for an extraordinary journey through the flavors of Tuscany. From the signature bistecca alla Fiorentina to the innovative interpretations of Tuscan classics, the restaurants in Panzano offer a delightful gastronomic experience that will leave you craving for more. So take your time, enjoy the ambiance, and relish in the culinary delights that await you in this charming Tuscan village.

Day Trips from Panzano in Chianti

While Panzano in Chianti is a captivating destination in itself, its strategic location in the heart of Tuscany makes it an ideal base for exploring the surrounding region. Here are some wonderful day trip options to consider when staying in Panzano:

1. Florence:

No visit to Tuscany is complete without a trip to Florence, the birthplace of the Renaissance. Just a short drive or bus ride away, Florence offers a wealth of cultural and historical wonders. Visit iconic landmarks such as the Duomo, the Uffizi Gallery, and the Ponte Vecchio. Explore the charming streets lined with boutique shops and indulge in some mouthwatering Italian gelato. Florence is a treasure trove of art, architecture, and culinary delights that will leave you enchanted.

Immerse yourself in the medieval charm of Siena, another must-visit city in Tuscany. Wander through the narrow streets of the historic center, marvel at the stunning Piazza del Campo, and visit the magnificent Siena Cathedral. Discover the history and heritage of the city at the Museo Civico, and don’t forget to try the local specialty, panforte. The drive from Panzano to Siena takes around 45 minutes, making it an ideal day trip option.

3. San Gimignano:

Embark on a journey to the medieval hilltop town of San Gimignano, known for its iconic towers and well-preserved city walls. Explore the picturesque streets, visit the San Gimignano Cathedral, and enjoy panoramic views of the Tuscan countryside from the town’s towering heights. Treat yourself to some of the famous Vernaccia di San Gimignano wine and sample artisanal gelato from one of the many gelaterias. San Gimignano is located approximately 30 minutes from Panzano by car.

4. Greve in Chianti:

Take a leisurely drive through the scenic countryside to Greve in Chianti, a charming town known as the gateway to the Chianti wine region. Stroll through the historic Piazza Matteotti and visit the Museo del Vino to learn more about the winemaking heritage of the region. Enjoy wine tastings at local vineyards or indulge in a traditional Tuscan meal at one of Greve’s delightful restaurants. Greve in Chianti is just a short drive from Panzano.

If you’re looking for a longer day trip adventure, consider visiting Pisa and its famous Leaning Tower. Admire the architectural marvels in the Piazza dei Miracoli, including the stunning Cathedral and the Baptistery. Take the opportunity to climb to the top of the Leaning Tower for panoramic views of the city. Pisa is approximately an hour and a half drive from Panzano, making it a feasible option for a full-day outing.

With its central location, Panzano in Chianti offers easy access to some of the most iconic destinations in Tuscany. Whether you choose to immerse yourself in the Renaissance beauty of Florence, explore the medieval streets of Siena, or venture to other nearby towns, each day trip promises to be a memorable experience filled with history, art, and the irresistible charm of Tuscany.

Where to Stay in Panzano in Chianti

Panzano in Chianti is a picturesque village that offers a range of accommodation options to suit every traveler’s needs. Whether you’re seeking luxury accommodations, rustic charm, or a cozy bed and breakfast, Panzano has something to offer. Here are some recommendations on where to stay in Panzano:

1. Boutique Hotels:

Immerse yourself in luxury and elegance by staying at one of the boutique hotels in Panzano. These hotels offer stylish rooms, personalized service, and often feature amenities such as swimming pools, spa facilities, and on-site restaurants. Enjoy the comfort and tranquility, and indulge in the stunning views of the surrounding vineyards and countryside.

2. Agriturismos:

For a more authentic and rustic experience, consider staying at one of the agriturismos in Panzano. These farmhouse accommodations provide a unique opportunity to experience the charm of the Tuscan countryside. You’ll be surrounded by vineyards and olive groves, and often have the chance to participate in activities such as wine tastings and cooking classes. Enjoy the warmth and hospitality of the local hosts while immersing yourself in the agricultural traditions of the region.

3. Bed and Breakfasts:

For a cozy and personalized stay, opt for a bed and breakfast in Panzano. These accommodations offer comfortable and charming rooms, often with a delicious homemade breakfast to kickstart your day of exploration. The owners of these establishments are often locals who can provide insider tips and recommendations for your stay in Panzano.

4. Vacation Rentals:

If you prefer the flexibility and convenience of a home away from home, consider renting a vacation property in Panzano. There are various options available, ranging from apartments to villas, allowing you to have your own space and fully immerse yourself in the village life. Enjoy the freedom of cooking your own meals and living like a local during your stay.

5. Luxury Resorts:

If you’re looking for a truly indulgent experience, consider staying at a luxury resort in the surrounding Chianti region. These resorts offer world-class facilities, impeccable service, and breathtaking views of the Tuscan landscape. Unwind at the spa, dine at award-winning restaurants, and create unforgettable memories in the lap of luxury.

No matter where you choose to stay in Panzano in Chianti, you’ll be surrounded by the natural beauty of the Tuscan countryside and have easy access to the village’s attractions and culinary delights. So, select the accommodation that best suits your preferences and immerse yourself in the charming ambiance of Panzano as you explore all that this enchanting village has to offer.

Practical Information

Before embarking on your trip to Panzano in Chianti, it’s helpful to be aware of some practical information to ensure a smooth and enjoyable visit. Here are some essential details to keep in mind:

1. Best Time to Visit:

The best time to visit Panzano in Chianti is during the spring and autumn months, from April to June and September to October. During these times, the weather is pleasant, and the landscape is vibrant with blooming flowers or the changing colors of the vineyards. These seasons also tend to be less crowded compared to the peak summer months.

2. Currency and Exchange:

The official currency in Italy is the Euro (EUR). It’s advisable to exchange your currency for Euros before your trip or upon arrival at the airport. Many businesses in Panzano accept credit cards, but it’s always a good idea to carry some cash, especially for smaller establishments or when visiting the local market.

3. Language:

The primary language spoken in Panzano in Chianti, as well as throughout Italy, is Italian. While English is commonly spoken in larger cities and tourist areas, some knowledge of basic Italian phrases can be helpful, especially when communicating with locals in smaller villages.

4. Transportation:

Panzano in Chianti is easily accessible by car, and having a vehicle allows for more flexibility in exploring the surrounding area. Alternatively, you can also reach Panzano by public transportation. There are regular bus services connecting the village to Florence, Siena, and other nearby towns. It’s advisable to check the bus schedules in advance, as the frequency of service can vary, especially on weekends and holidays.

5. Local Etiquette:

It’s customary to greet people with a polite “buongiorno” (good morning/afternoon) when entering shops, restaurants, or encountering locals. Tipping in Italy is not obligatory, but it’s appreciated for exceptional service. It’s common to round up the bill or leave a small amount as a gesture of appreciation. Additionally, it’s important to dress appropriately when visiting churches or religious sites, ensuring shoulders and knees are covered.

6. Safety and Health:

Panzano in Chianti, like most of Tuscany, is considered a safe destination. However, it’s always advisable to take standard precautions such as keeping an eye on your belongings and using well-lit paths when walking at night. It’s also recommended to have travel insurance that covers medical expenses, as well as familiarize yourself with the local emergency numbers and healthcare facilities available in the area.

By keeping these practical tips in mind, you can make the most of your visit to Panzano in Chianti and ensure a memorable and worry-free experience. Enjoy the beauty of the Tuscan countryside, indulge in the local cuisine and wines, and embrace the warmth and hospitality of this enchanting village.

Panzano in Chianti is a hidden gem nestled in the heart of Tuscany, offering visitors an authentic Italian experience. From its charming historic center to its picturesque vineyards and rolling hills, Panzano captivates the senses and leaves a lasting impression. Whether you’re a wine enthusiast, a history buff, a nature lover, or a foodie, this enchanting village has something to offer for everyone.

Delve into the rich history of Panzano as you explore its well-preserved medieval center and visit the ancient Church of Santa Maria Assunta. The vibrant Sunday market provides an opportunity to immerse yourself in the local culture and savor the flavors of Tuscany.

Indulge in the world-renowned Chianti wines through wine tastings at local vineyards, and embrace the beauty of the Chianti Hills through invigorating hikes amidst vineyards and olive groves. Panzano’s exceptional dining scene offers a chance to experience Tuscan cuisine at its finest, including the iconic bistecca alla Fiorentina.

While Panzano in Chianti is captivating in itself, its central location allows for easy day trips to nearby cities such as Florence, Siena, and San Gimignano, where you can further immerse yourself in the rich cultural heritage of Tuscany.

When staying in Panzano, you have a range of accommodation options to choose from, whether you prefer a luxury hotel, a cozy bed and breakfast, or a rustic agriturismo. Whichever you choose, you’ll experience warm Italian hospitality and be surrounded by the enchanting beauty of the Tuscan countryside.

As you explore Panzano in Chianti, keep in mind some practical tips, such as the best time to visit, the local language, and transportation options. By being prepared, you can fully enjoy the beauty, flavors, and experiences that Panzano has to offer.

In conclusion, Panzano in Chianti is a destination that will capture your heart and leave you with lasting memories. Whether you’re sipping Chianti wines, hiking through vineyards, savoring Tuscan dishes, or immersing yourself in the local culture, Panzano offers a truly authentic and unforgettable experience in the heart of Tuscany.

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Tourism Guide for your visit to Chianti, Tuscany - accommodation, hotels, places to stay, what to see - sights, attractions, monuments, landmarks

• Vacation Rentals in Chianti
• Bed & Breakfast in Chianti
• Luxury Villas and Villa Hotels
• Wine Tasting & Vineyard Vacations
• Tuscan Wine & Photography Excursions
• Private and Shared Minibus Wine Tours
• Shore Excursions from Livorno
• The Major Tuscan Festivals
• Other Festivals, Fairs, Processions & Jousts in Tuscany
• Umbrian Festivals
• Festivals in Lazio and around Rome
• Chianti Villas to Rent
• Villa Gamberaia Luxury Villa Rental
• Vitigliano Relais & Spa
• Villa Vignamaggio
• Castello di Meleto
• The Chianti Castles Routes
• Castello Vicchiomaggio
• Castello di Uzzano
• Castello di Querceto
• Castello di Brolio
• Chianti Tourist Information
• Chianti vacation villas and villa hotels
• Vacation farmhouses, apartments and rooms
• Real Estate in Tuscany
• Map of Chianti
• Chianti Italy
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• Great places to stay in Chianti
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• Getting around Chianti

Sights of Chianti

• Things to do in Chianti
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• Tuscan Wine Tours
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• Chianti Travel Guide

Visitors guide to what to see and where to stay in Chianti, Tuscany.

Chianti vineyards and a classical Tuscan villa – a visitors’ paradise!

The area of Tuscany commonly known as “Chianti” corresponds more or less to the Chianti Classico wine zone and is an oval area covering the hilly territory lying between Florence to the north and Sienna to the south. Within this area there are around eight Chianti towns and among the things to see are innumerable ancient villages, castles, villas, abbeys, churches, vineyards, olive groves and tower houses. The greater Chianti wine area covers much of Tuscany but is not generally the area referred to by the geographical and historical term “ Chianti “. In any case, Chianti is and has been for fifty years the most popular rural area of Tuscany for visitors , and for good reason. When you’re visiting Tuscany, if at all possible spend a few days touring this beautiful area. While tourism is definitely a very important part of the local economy, traditional farming, especially wine making and olive oil production are the mainstay providing Chianti with the living culture that makes it so attractive to tourists.

A Chianti farmstay – “agriturismo”

For the most part, the inhabited areas and vineyards are elevated and provide a welcome refuge from the summer heat and humidity of Florence and the valleys.

Almost every corner of Chianti is within easy reach of Florence and Sienna so there is no shortage of things to do, even for those not enthusiastic about country life. Lucca, Pisa and the Val d’Orcia are further away but can easily be toured by car from a base within Chianti.

Restaurants are plentiful and especially those out in the country provide excellent value. (Contrary to a widely-held misconception, the cost of eating out in Tuscany is very reasonable .)

Grilled meat and beans – a Chianti favorite

Above all, there is a huge range of comfortable and inexpensive self-catering vacation accommodation available in Chianti . Why stay in a pokey hotel in boiling hot and noisy Florence when you can rent a village or country apartment or an entire farmhouse with a swimming pool for less than the price of an equivalent hotel room?

You can avoid the traffic and parking issues of the cities by relaxing in the quietness of the Chianti countryside with panoramic views out over the vineyards and forests, and by taking the comfortable buses in to Florence to enjoy the art and architecture.

The Chianti village of San Donato in Poggio, Tuscany

The aim of this blog is to provide an up-to-date Chianti travel guide covering not just the classical sights but much that is off the beaten track, including places to see and events in other parts of Tuscany. In addition, while this is a Chianti travel guide, I’m quite knowledgeable and very enthusiastic about Umbria so you’ll be seeing posts here about the Region of Umbria from time to time.

• Towns, villages, wines, food of Chianti, Tuscany .
• Tourist information on the sights and culture of Tuscany .
• Useful information of choosing your vacation accommodation in Tuscany .
• Events, festivals, market days, restaurant prices, Tuscan olive oil .
• Tuscany blog for news and tips for tourists in Tuscany .
• The Via Chiantigiana, air conditioned vacation rentals in Chianti .
• Greve in Chianti and the Chianti Classico wine area between Florence and Sienna .
• Castles of Chianti .

Click here for an excellent range of owner-direct vacation accommodations in Chianti .

And don’t forget our sister sites where you will find even more useful tourist information:

www.bella-toscana.com       www. chianti.info        www.bella-umbria.com

Elena Spolaor

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The best wineries in Chianti

Browse through the best selection of outstanding wineries.

Campochiarenti

Explore the history of the ancient town through it’s wines in Chianti, Tuscany

San Fabiano Calcinaia

Discover the Wines Made at One of the Best Regions in Italy

Fattoria Majnoni Guicciardini

A Tuscany Winery on the Crossroads of Trade Routes and

Pieve De' Pitti

Discover a winery in an ancient castle

Marchesi Gondi - Tenuta di Bossi

Meet the most ancient Florentine family making wines since the 1500s.

Castello di Tornano

Explore the wine-making legacy and historic allure at Castello di Tornano's Enoteca, nestled near Gaiole in Chianti

Az. Agr. Il Sole Verde

Producers of Excellent Organic Sangiovese Wine

Castello Di Meleto - Viticola Toscana Società Agricola Per Azioni

Beautiful Wines, born in the heart of Chianti

Castello Sonnino

The most historic wine estate in the Chianti Region

Castello Di Monsanto

Collecting grapes from around 360000 to 400000 vine plants to produce Italian Wines

Taste organic wines and olive oil on the imposing terrace in front of San Gimignano Towers.

Villa Il Pozzo

Beautiful winery in Chianti camouflaged by authentic Tuscan landscape and olive groves

Choose your local wine tour guide to visit Chianti

Discover Chianti's wine scene together with knowledgeable local wine tour guides.

Hello! My name is Michel. I'm a professional English and French-speaking wine guide in Chianti...

I am a travel addict and I like sharing with my hosts my passion. I love nature and everything...

Best Cities to Visit in Chianti, Italy

Map Of Chianti Wineries

Discover more about wineries in chianti.

Tuscany, with its cypress trees and olive groves on picturesque hills, blown by the sea winds, has given famous Chianti to the world. More than half a millennium ago, this herbaceous-spicy, moderately fruity wine was poured into bottles called Fiasco (fiasco). The thin glass was braided with bast, which protected the bottle from sunlight and shocks. Wineries in Chianti have passed the test of time, and today their wines can be proudly presented at any table. 

Wineries in Chianti are presenting the history, traditions and character in every bottle they produce. Bellow you will find a list of the best wineries in Chianti that are open to any visitor to share their culture. All of the region's wineries and vineyards offer cellar door sales and a wide range of wine tourism activities. Near Siena and Florence, there are a number of reputable wineries where you may sample wines and local delicacies in a magical setting. You'll also find answers to some of the most frequently asked questions about Chianti's wineries. We hope you enjoy your journey of renowned Chianti and discover what makes the region unique.

Where to stay in Chianti?

How to reach wineries in chianti, what do wineries in chianti offer, the best season to visit wineries in chianti, the most common grape varieties and style of wines produced in chianti, which wineries in chianti produce organic wines, what are the best wineries in chianti to visit, what travellers says about chianti wineries.

What are the best wineries to taste Chianti wine at?

How many wineries are in chianti, what is the most beautiful vineyard in chianti, what region has the best chianti wine, what is the main city in chianti, read more about chianti.

Get more information about Chianti wine subregion located in Tuscany , Italy . Explore other nearby subregions, like Chianti Classico and San Gimignano to discover tips and suggestions for your next trip.

Discover more wineries near Chianti

Check out the best Wineries in Tuscany . If you are looking for more nearby wineries to visit, you can explore Wineries in Chianti Classico or Wineries in San Gimignano .

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15 Best Wine Tastings And Tours In Chianti

The wine tastings and tours in Chianti are something you should try at least once (or many times – no judgement here!) in your life. That’s because Chianti is famous for its wine, particularly the Chianti Classico , a red wine made primarily from Sangiovese grapes.

This region’s winemaking process is embedded into its cultural heritage and the traditions that have established the wineries and companies that are offering the best Chianti wine tours.

Our team has lined up 15 of their favorite wine tastings and tours in Chianti. Check out their ratings for yourself! You just have to pick the one that appeals to your preferences and level of curiosity.

Chianti Wine Tour from Florence

Region: Chianti, Tuscany, Italy

2500 five-star ratings can’t be wrong. On this Chianti wine tour from Florence , you’ll pass through the Sienese Chianti Classico region along the historical “Via Chiantigiana” and be rewarded with a family-run organic winery and stunning views of the undulating hills that have made this region of Tuscany so well-known. A passionate winemaker will greet you here and take you on a little stroll through the vines and down the slope. 

Upon arrival, you’ll be greeted with a tasting of four distinct wines and exclusive local products followed by a guided tour of the cellars and the beautiful, aromatic garden.

Why we love this tour: Can I just say first that the garden is so pretty! Also, I love that it’s very convenient and comfy because they pick you up from Florence in an air-conditioned coach.

From $49.59

Greve in Chianti Wine Tasting and Winery Tour

There is no better joy for a true wine enthusiast than discovering how their favorite Tuscan red wine is produced. This comprehensive wine-tasting and winery tour in Chianti is of a family-owned, organic winery. They’ll teach you everything there is to know about Chianti Classico. 

Explore the picturesque vineyard and savor four distinct red wines within the ambiance of the on-site cellar . Enjoy your tasting with some salami and fresh cheeses that are produced locally.

Why we love this tour: I personally loved the extra virgin olive oil – I took one (OK, three) home.

From $55.10

Private Wine Tours VIP: Wines and Wineries of Chianti Classico

Take advantage of this exclusive wine trip in a Mercedes E-Class with onboard Wi-Fi and a driver who is an expert on local wines. Discover Chianti in style straight from your Florence vacation rental/hotel. Pay-as-you-go tickets for entry, lunch, and samples while you dine at the upscale Poggio Amorelli winery and savor wines like Super Tuscans and Chianti Riserva. You can also sample extra virgin olive oil and balsamic vinegar.

Why we love this tour: Aside from the wine tour itself, you’ll stop at places that have the most breathtaking views, and you can take some photos. Make a stop at the FAMOUS Antinori nel Chianti Classico winery . It’s part of this luxurious tour!

From $837.48

Semi-Private Chianti Wine Tour, Siena Underground & San Gimignano

Region: Florence to San Gimignano

Join this small-group, private trip from Florence to San Gimignano to sample some of the most well-known white wines in Italy. All-day transportation is included while you explore a boutique vineyard, Piazza del Campo, medieval caves, and other lesser-known Siena attractions. Indulge in the region’s renowned ice cream, cheese, bruschetta, and salami, as well as Chianti wine.

Why we love this tour: Visiting lesser-known Siena attractions was one of the highlights for me on this tour. You’ll get to explore a medieval cave, the medieval square, and the beautiful Gothic cathedral in the area.

From $154.34

Chianti Wine Tour with Tuscan Lunch, Open Top Van, Max 6 Pax

Take an open-air minivan tour to experience famous Chianti cuisine while soaking up the Tuscan sun. Your group will drive across the countryside after leaving Florence, stopping at a local cellar for a tour and tasting. 

After taking a tour through the Chianti towns of Montefioralle and Greve, enjoy a traditional Tuscan lunch at a second cellar where each course is paired with a different wine.

Why we love this tour: We had quite a hard time booking this tour because it’s always sold out! Who doesn’t want to experience driving through Italy in an open-air minivan???? It was really cool.

From $198.35

Chianti Wine Tour: Tuscan Reds

The purpose of this five-red wine tasting is to give you a thorough understanding of the Chianti Rufina region. The robust character of Sangiovese grapes in a Chianti Rufina vintage will greet you at the start of your voyage, followed by the allure of Super Tuscans and Chianti Rufina Reserves.

Why we love this tour: This is a one-of-a-kind experience because the villa belongs to the most ancient Florentine family. This family has been producing wine for 25 generations!!

From $38.57

Half Day Chianti Wine Tour with Private Luxury Van

Enjoy a fascinating half-day exploring the historic vineyards, medieval towns, and renownedly beautiful scenery of the Chianti wine area. When you hire a private luxury car from Florence , you can have a knowledgeable local driver take you to some of the best family-run wineries in the region. There, you can sample the region’s produce, such as extra-virgin olive oil and well-known wine varietals like Chianti Classico, and learn about traditional production methods. 

You can tailor the private tour to your preferences, for example, by including a stop at a nearby farm for a traditional Tuscan lunch.

Why we love this tour: It’s very flexible because you can choose where you want to go. We definitely stopped for a traditional Tuscan lunch at a farm, and it was worth it.

From $550.98

Sunset VIP Chianti Wine Tour

Come along for a 4-hour tour of Tuscany’s renowned Chianti Valley, a culinary utopia for foodies. This semi-private tour will demonstrate what foodies and wine enthusiasts go from all over the world to enjoy. 

As you tour local wineries for special samples straight from their cellars and vineyards, your guide will share information on the history and enology of the area. To top it all off, there can be an optional lunch.

Why we love this tour: We had free time to explore the narrow alleys and cute boutique shops along Castellina In Chianti. That’s where I bought a souvenir!

From $247.94

Small-Group Chianti Tradition Wine Tour

One of the most well-known wine regions in Tuscany is only a short drive from Florence, yet the majority of Chianti’s small, independent producers are hidden away in the picturesque hills and are only well-known to locals. With this tour, you may visit family-run Chianti Classico wineries without having to drive. With the assistance of a knowledgeable wine guide, take advantage of two stops for wine tastings and a winery dinner.

Why we love this tour: Do you know that Tuscan delicacies are fantastic? I didn’t! That’s why I was very fascinated with the winery dinner. And the delicacies are paired with Chianti Classico.

From $292.02

Off-Road Wine Tour in Chianti from Florence

Wine and driving don’t go together, so take advantage of this guided tour and let your guide take you on an off-road adventure through the Chianti Valley . Enjoy 15 wine tastings, honey and olive oil tastings, and a traditional Tuscan picnic lunch in a vintage SUV while touring three distinct wine caves.

Why we love this tour: They were not kidding when they said ‘wine tour’ because we literally tasted 15 wines along with honey and olive tastings. The traditional Tuscan picnic lunch is the cherry on top. Just perfect.

From $444.09

Chianti Half-Day Wine Tour in the Tuscan Hills from Pisa

Take a half-day tasting tour from Pisa to the well-known Chianti wine area and indulge your senses. See the sloping vineyards and olive groves of the Tuscan countryside while stopping at a winery to taste the nearby produce. 

Take an olive oil tasting and sample a variety of wines, including the well-known red Chianti, while learning about organic and traditional winemaking techniques and taking cellar and estate visits.

Why we love this tour: They say it’s the Italians’ traditional way of life – after taking a tour of the vineyard, we tasted a selection of wines with typical bruschetta, pecorino chees, and ham.

From $98.07

Walking Tour of Siena with Food & Chianti Wine

Tour Siena with a local guide to gain insight into the city that the guidebooks are unable to provide. In a small, ten-person group, you will stroll through Siena, learning about the background of the adjacent monuments and the UNESCO-listed Piazza del Campo while also enjoying traditional Tuscan fare and Chianti wine.

Why we love this tour: Get the best vantage points in Siena with this walking tour. I might have taken millions of selfies and landscape photos because the neighborhood is just so beautiful!

From $68.05

Siena, San Gimignano, and Chianti Wine Small-Group Tour from Pisa

This 10-hour day trip from Pisa to Siena and San Gimignano allows you to spend a day discovering two enchanted Tuscan towns. Savor a wine tasting while exploring the allure of these ancient medieval cities.

Why we love this tour: If you haven’t seen the movie ‘Tea with Mussolini,’ then you should before joining this trip. They filmed at one of the shops in San Gimignano.

From $175.21

San Gimignano: Original & Fun Wine Tour in Chianti by TukTuk

On a traditional Ape Calessino, an Italian tuk-tuk with three wheels, tour the Tuscan countryside near San Gimignano. Leave the Poggibonsi, which are close to San Gimignano and Siena, and go through the Chianti hills and Tuscany’s expansive roadways, passing by rural homes, cypress forests, and vineyards. After that, make a stop at a nearby winery for a traditional Tuscan lunch and tastings of wine and olive oil.

Why we love this tour: This trip was really fun since it was my first time riding a tuk-tuk. It was very easy to see the scenery while feeling the breeze from the wind. It’s a core memory for me.

From $220.39

Chianti Half-Day Wine Tour in the Tuscan Hills, Small Group from Lucca

Take a leisurely half-day tour from Lucca to sample real Tuscan wine directly from the source. Try some sweet, white, and red wines, as well as regional goods like extra-virgin olive oil. Discover the processes involved in producing some of the most sought-after wine in the world and learn about classic wine production techniques.

Why we love this tour: You can have lunch at one of the wineries, and it was fantastic!

Get The Best Of Chianti Wine Tours

A visit to Chianti is incomplete without indulging in the local nectar, and what better way to do so than by joining a delightful wine tour and tasting? Imagine the joy of sipping on velvety Chianti Classico while basking in the warm Tuscan sun, surrounded by panoramic views of lush landscapes.

Whether you’re a wine enthusiast or just eager to experience the authentic flavors of Italy, Chianti’s wine tours offer a welcoming embrace into the world of Sangiovese and culinary delights.

Let the charming villages, delectable cuisine, and the clink of glasses filled with exceptional wine create core memories for you like they did for me!

Wine Tastings And Tours in Chianti FAQs

Is chianti a good place to visit.

Absolutely! Chianti is a fantastic destination for those seeking a blend of breathtaking landscapes, rich cultural heritage, and, of course, world-class wines. The region’s picturesque vineyards, charming villages, and warm hospitality make it a delightful experience for travelers.

What time of year is best for wine tours in Chianti?

The best time for wine tours in Chianti depends on personal preferences. However, many visitors find spring (April to June) and early fall (September to October) ideal. The weather is generally pleasant during these months, and the vineyards are lush and vibrant. Harvest season in the fall is particularly popular, offering a chance to witness the winemaking process.

What is the prettiest town in Chianti?

Many visitors consider Radda in Chianti, with its medieval architecture, winding streets, and panoramic views, to be one of the prettiest towns in the region. Greve in Chianti, known for its central piazza and historical significance, is also highly regarded.

How far is Florence from Chianti?

Florence is conveniently close to Chianti, making it a popular day trip or a base for exploring the region. The distance between Florence and the Chianti region varies depending on the specific town you’re visiting, but on average, it’s around 20 to 30 kilometers (12 to 18 miles). The journey takes approximately 30 minutes to an hour by car, depending on the specific location within Chianti.

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Gaiole in Chianti

The “road of castles”, contemporary art installations and the spiritual home of modern chianti winemaking, gaiole in chianti travel guide.

A giant Black Rooster guards the entrance to Gaiole’s small historic centre. Which can mean only one thing: this is  wine country . The Chianti Classico winemaking consortium adopted the Black Rooster as their symbol, just as the military Chianti League had done more than 500 years earlier.

Gaiole is the main market town of south-eastern Chianti, and is 20 miles north-east of Siena. Grapes for some of Italy’s most prestigious red wines grow in the hills in almost every direction.

In the Beginning…

Florentines and the Sienese, Guelphs and Ghibellines, fought over the terrain around Gaiole for centuries. Castles that once controlled access to trade or pilgrimage routes, or even produce markets, crown almost every high vantage point. Several are now ruined, their stones poking above the wild holm oak forests typical of this part of Tuscany. A few have been taken over by modern wineries. They’re linked on the so-called Strada dei Castelli di Chianti ( Chianti Castle Road ).

Barbischio  (2 miles south-east of Gaiole) and  Vertine  (a mile west) are mentioned in records of Coltibuono Abbey dating to the early 11 th  century.  Meleto Castle , 2 miles south, is probably even older. It was reckoned virtually impregnable, until an invading Aragonese army stormed it in 1478. You can see inside, including the ancient cellars, on daily tours. The  Castello di Meleto  estate produces wine, olive oil and cured pork from the Cinta Senese (a prized local breed of pig).

Fortified Romanesque parish churches at  Spaltenna  and  San Polo in Rosso  date to the same volatile period of Tuscan history. It all feels so peaceful now, but there’s a very good reason all those fortifications were built.

Gaiole’s main drag, Via Ricasoli is a pedestrian street lined with pleasant pavement cafes and wine bars. It’s named after Baron Bettino Ricasoli, united Italy’s second prime minister in the 1860s and a pioneering winemaker who developed the modern recipe for blending Chianti wine at his nearby estate, Brolio (see below).

Enoteca Montagnani  is one of Chianti’s best wine shops (and doubles as a wine bar). They also offer guided tastings. Gaiole also has one of Chianti’s top butchers:  Macelleria Chini   on Via Roma has been in business since the 1600s.

In almost every direction, these hills produce the grapes for some of central Italy’s most prestigious red wines.

Out of Town: Two Stellar Wineries

In a stunning location in remote countryside between Gaiole and  Radda ,  Castello di Ama  occupies the stone houses and chapel of a 12 th -century hamlet. The estate’s 185-acre vineyards produce renowned Chianti Classico Gran Selezione, as well as outstanding Super-Tuscan “Haiku”, a blend of Sangiovese, Merlot and Cabernet Franc.

The estate has a wine shop. They also operate a tour of Ama’s extensive site-specific contemporary art installations. The collection has been 20 years in the making and includes works by Anish Kapoor, Louise Bourgeois and Daniel Buren that speak to and interact with the landscape.

Seven miles south of Gaiole,  Castello di Brolio  owes its distinctive, hybrid appearance to centuries spent on the front line: between  Florence  and Siena, between Tuscany and the Spanish, and between the Allies and retreating German forces during World War II.  

Parts of the original structure date to at least the 1000s, and embellishments continued until 19 th -century, with additions in the neo-Gothic style. Parts of the castle and its historic Ricasoli wine cellars — where Chianti wine was first blended in its “modern” recipe — are open to public view on a guided tour and tasting.

If you just want to taste Castello di Brolio’s wine, you can pull up at its roadside Enoteca, which stocks the full range. Tasting usually costs a few euros, reimbursed if you buy a bottle.

Brolio Castle

It may not look it from the outside, but a roadside house between Radda and Gaiole is home to one of Tuscany’s most celebrated ceramics workshops. At Rampini everything sold by the family business is modeled, fired, glazed, and hand-painted on the premises. Designs typically feature bold colours and motifs inspired by the Tuscan countryside.

They can arrange shipping; quality is first-rate.

Three Excursions from Gaiole

Siena :   a labyrinthine mini-city of red-brick palaces and ethereal art, also site of the world-famous Palio horseraces in July and August

Castellina in Chianti :   medieval Florentines erected defenses you can still explore, including an underground street, plus there’s an Etruscan burial mound close by

Badia a Coltibuono:   this deconsecrated Benedictine abbey with a Romanesque church, 3 miles north of Gaiole, oversees production of its own excellent Chianti Classico and has a famous cooking school founded by Lorenza De’ Medici

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Guide to Chianti Towns: Driving The famous Italian Wine Region

This post may contain affiliate links. We may receive a small commission, at no cost to you, if you make a purchase. Read Disclosure .

Chianti is a famous wine-growing region in Tuscany Italy. Its rural location makes it an ideal destination to escape to if you’re feeling overwhelmed by the city.

It’s one of the most beautiful settings that would make for the perfect Italian honeymoon .

Located between Florence and Siena , Chianti is characterized by its medieval towns and picturesque rolling hills covered in forests, vineyards, and olive groves, making it one of the most beautiful regions in Italy.

It also has a huge gastronomy culture, having produced world-class cheeses, olive oils, and cured meats.

The best way to explore all the fine Chianti towns is on a road trip. As you drive from place to place, you can soak in the incredible scenery that has made the region famous. But what’s the best route to take and where do you stop? This guide will tell you everything you need to know.

Where is Chianti?

Chianti, or Chianti Classico as it’s sometimes referred to, is a region in Tuscany .

You may hear some locals refer to it as Monti del Chianti, or Chianti Mountains in English, as it’s the mountainous area around Tuscany.

It combines the cities of Florence , Siena, Greve, and Arezzo, and includes some small towns and villages in the countryside location.

The territory of Chianti first began in the 12th century, but was recognized as a wine region in 1716 and was the first legally binding region in the world to be defined as a wine production area.

Book a wine tasting tour of Chianti from Florence here!

Where to Stay in Chianti?

While you can drive from place to place and stay the night in each Chianti Town, doing this can cause some level of stress as you need to pack and unpack all the time, as well as plan when you are going to get to your hotel to check-in.

The region is small enough that you can drive from town to town without the need to do this. It takes one hour to drive from Florence to Siena (about 78 kilometers), so we recommend you get a base and drive.

You could easily base yourself in Florence or Siena if you don’t plan to spend much time exploring Chianti, or you can book yourself a rural countryside villa surrounded by vineyards and backed onto the wineries, which, let’s face it, sounds way more fun!

Here is our dream Tuscan farm stay at Tenuta di Mensanello only 30 minutes from Siena. And here’s our guide on things to do in Siena .

Check out these great accommodation options in Chianti on Booking.com!

Getting Around Chianti

Since there is no public transport in Chianti, you will need to hire a car and drive . If you don’t drive, your best option is to stay in Florence and take buses to each Chianti town for a day trip.

There is no train to Chianti. The train takes you around the region, but not through it.

What is driving in Chianti like?

On a fresh Autumn morning, my wife and I awoke in our rented Tuscan villa to see amazing blue skies outside our window, the sun lighting up the vineyard across from our terrace. It was the perfect setting to wake up to on the first day of our road trip.

Although driving in Italy can at times be quite hair-raising, I found driving through the Tuscan countryside to be relaxing .

The roads twist and turn up hills and down through valleys, passing peaceful forests and small farms with their centuries-old farmhouses, all with their own vineyards, olive groves, and vegetable gardens.

Check car rental prices and availability here.

The Best Chianti Towns to Visit

Once you’ve got your rental car booked and you know where to base yourself, it’s time to plan your route. Here are the Chianti towns you might want to stop off at.

We first went to the larger town of Greve in Chianti to stop and explore.

Walking down the narrow cobble-stoned medieval streets, we made our way to the main town square.

The main square is where you will find the Church of S. Croce, a medieval church that has been restored into a Renaissance Revival style. The inside is just as stunning, featuring a few sacred works of art depicting Madonna and Saints by Bicci di Lorenzo.

The village seems to have remained as it has always been, its main piazza surrounded by tiny shops and cafes, with its beautiful medieval church dominating one end.

We walked around the piazza checking out local handicrafts, sampling meats, and cheeses, and sitting down to enjoy a cappuccino.

Of course, we couldn’t forget about what Chianti is famous for, its amazing wine . And there is plenty of it to taste and purchase.

We spent the early afternoon exploring the little streets and climbing up a steep path to get a nice view out across the town, before driving back to our villa.

2. Castellina in Chianti

A couple of days later we got to take another drive through the beautiful Chianti Classico on our way to Siena , this time taking us past Greve to another main market town in the region, Castellina in Chianti.

Since we were passing by I just had to stop and spend some of our mornings exploring the village. Castellina in Chianti is dominated by its amazing 15th-century fortress in the center of town.

Winding our way through the tiny cobble-stoned streets, we stopped at a cafe for a cappuccino and passed by Castellina’s old 16th Century church, Church of Saint Salvador, which was rebuilt after the second world war.

The most notable street in Castellina is Via delle Volte, which translates to “way of the times.” It’s a largely covered pedestrian pathway that joins the main street.

There are several other shops, wine cellars and galleries along the tunnel route and we particularly like the photography shop which has a great display of photos of the Tuscan landscape.

When we have people stay with us we always take them to Castellina in Chianti as it is so pretty and show them the Via delle Volte as it is so unusual

It seemed as though everyone hadn’t even woken up yet as we explored the town, apart from the cafe nothing else seemed to be open yet and very few locals were out and about.

From first impressions, it seems like a cozy, sleepy little town with a lot of character and history dating back to the Etruscans.

The remains of the Etruscan Tombs, Tumulo di Montecalvario, which date back to the 6th and 7th century, can be visited by tourists here.

We walked through a tunnel that runs through one of the ancient walls that surrounded the town, before continuing our drive through the Chianti countryside.

On our way back from Siena in the warmth of the late afternoon, I took a different route through Radda in Chianti , another beautiful-looking village.

The village dates back to around 2000 BC and was traditionally a shepherds village. Remnants of Radda’s historic past can be seen from all corners of the village, from the old town walls to the Propositura di San Niccolò church.

Another notable attraction in Radda is the Palazzo del Podestà, which isn’t actually a palace but a government building that was used as the headquarters of the League of Chianti for over 400 years.

The village is sleepy and quaint, the perfect place to sit in a cosy restaurant and people watch.

Panzano is one of the best places to visit in Chianti for food. Dario Cecchini, a famous poet and butcher, has his butcher shop, Antica Macelleria Cecchini, in Panzano. The shop is famous for its Tuscan-style fast food dishes.

Panzano is the most populous Chianti town, just south of Greve. It’s historically important since it played a defensive role in the 12th century, which you can still see today at The Castle of Panzano.

The castle was used by the Florentine Republic during the battles between Florence and Siena.

Other notable landmarks in Panzano are the churches. The Church of St. Maria is an excellent example of Romanesque architecture and is just as old as the castle.

Then there is Pieve di San Leolino, a catholic church belonging to the diocese of Fiesole, which dates back to the year 982. The inside contains beautiful works of sacred art by local masters.

Just 7km away from Radda is the tiny village of Volpaia, which is known for its Castello di Volpaia.

The castle belongs to the Mascheroni Stianti family, who maintain the castle and look after its restoration, ensuring its characteristics remain true to its Middle Age conception.

The castle is now a winery, offering tours of the cellars , where visitors can taste four types of wine and extra virgin olive oil.

It was said that the village of Volpaia was once home to artists and builders who created armillary spheres and solar clocks. Leonardo da Vinci’s friend, Lorenzo, had a home here. He was famous for building the planetary clock on the Palazzo Vecchio in Florence.

Gaiole in Chianti is a delightful area in the Siena province of Tuscany known for its stunning view of rolling hills and vineyards, as well as its picturesque castle ruins.

The area is steeped in history — those interested in castle-hopping can visit the 11th century Castle of Meleto, the Castle of Vertine dating back to the year 1000, or the Castle of Brolio that was built in 1009.

In addition to immersing yourself in these historical sites, you can take part in local wine tastings and tours of the many local vineyards.

There are also multiple hiking trails in Gaiole in Chianti, providing travelers with plenty to do in this idyllic region.

Whether it is cycling through the village’s streets or trekking along its picturesque trails, there is something for everyone to do here.

7. Barberino Tavarnelle

Barberino Tavarnelle is one of the oldest comunes in Chianti. The town was renamed after the municipalities of Barberino Val d’Elsa and Tavarnelle Val di Pesa merged in 2019, but historians believed the town has been settled here since the Etruscan Period.

Barberino Tavarnelle isn’t just a historical landmark; it also offers plenty to do, from wandering through the gardens of Castello della Paneretta, where you can admire Barberino’s lush landscaping and views of Chianti’s scenic rolling hills to visiting the historic Pieve Di Sant’Appiano church.

And of course, wine tasting and vineyard tours are a must here.

Between its stunning nature spots and fascinating past, Barberino Tavarnelle is an absolute must for any traveler visiting Tuscany.

Want to explore Barberino Tavarnelle in a unique way? Check out this e-bike tour!

8. San Casciano in Val di Pesa

San Casciano in Val di Pesa is the perfect oasis for nature lovers. The comune village of San Casciano has remained largely unchanged since Medieval times, and so provides plenty of history to explore.

Archaeological finds from San Casciano highlight that this area has been occupied since Etruscan and Roman times, showing just how ancient the region really is.

San Casciano is tiny and sweet and offers an idyllic rural escape, but it’s also a great place to rent a bike and explore the surrounding countryside.

Before You Go

The lifestyle here is so relaxed and peaceful that I think the Chianti region is a place where I could live for a while.

Driving through the forested hills on the way back to our villa, a deer leaped across the road and continued its way up the slope. This place just has beauty written all over it.

Having a villa to base ourselves in whilst in Tuscany, meant that we could truly experience this area. There is nothing better than sitting out on your terrace, watching the sunset over the vineyards whilst sipping the finest quality glass of wine in Italy.

If you’re going to Tuscany, I highly recommend hiring a car and exploring the countryside . Chianti is truly a beautiful place.

Popular Tours of the Chianti Region of Tuscany

Wine and food tours of Tuscany are very popular things to do in the Chianti region. If you don’t have your own car, you can join some of these day trips from Florence.

Dean is an intrepid traveller from Australia. He travels whenever and wherever he can to explore new places, experience new cultures and taste new food. He hopes to inspire other people to travel through his articles and photos on his travel blog,  The Road to Anywhere . You can connect with him on  Facebook  and Twitter.

More Italy Travel Guides

Are you visiting other parts of Italy? Then you may find the following resources helpful! don’t miss our 2-week Italy itinerary from Rome to Venice.

• ITALIAN LAKES : To help you with your trip to Italy’s largest lake, read our suggestions for  things to do in Lake Garda  and for Italy’s most famous lake, a  guide to things to do in Lake Como.
• VENICE:  Is it a trip to Italy without exploring these  best things to do in Venice ? Here’s how to fit them into a one day in Venice.
• FLORENCE:  For one of Italy’s most beautiful cities, here are  16 amazing things to do in Florence  and enjoy this  food and wine tour of Florence , don’t forget to explore the Oltrarno neighborhood, and l earn the history of Florence on a guided walking tour.
• CINQUE TERRE:  Here’s our  top things to do in Cinque Terre  including our favorite  Cinque Terre boat tour , and here’s a little insight into the personalities of the  Five Towns of Cinque Terre.
• ROME:  There is something incredibly special about Rome. Here is our list of  memorable things to do in Rome , a  food walking tour in Rome,  and  what to do with kids in Rome in 72 hours , and our  guides to the Vatican  and the  Colosseum and Roman Forum ; and  essential things to know before visiting Rome.

Have you been to Tuscany before? Share your experiences in the comments below.

About The Author

Craig makepeace.

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13 Perfect Looks to Pack if You’re Going to Tuscany or Want to Emulate Italian Summer Style — From $10

Starting with a breezy sundress and comfortable walking sneakers.

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As a travel editor who’s been to more than 40 countries, I’ve seen a lot of the world — but I still haven’t found anywhere that compares to Italy in the summer . My sun-kissed memories of cruising around Capri, leather-shopping in Florence, and bike riding through Chianti vineyards are some of my fondest, which is why I can’t wait to get back there in May. This time I’ll be focusing on Tuscany, and you can bet that I plan to live out my dreams of lounging by the villa pool with a spritz in hand.

Of course, I’m going to need a wardrobe that lives up to the glam of this trip (but that fits in a carry-on since I haven’t checked a bag in four-plus years , and I’m not about to start now). With past Italy visits under my belt, I already know I’ll need comfortable walking shoes and a breezy sundress , but I’m adding a few new looks to my suitcase, including wide-leg pants and a matching set . Here’s what I’m eyeing for my trip to Italy — and hopefully, it’ll inspire all of your out-of-office adventures near and far, too.

The Perfect Sundress

I can see it now: I’m walking through Florence with a gelato and admiring the Duomo, wearing the perfect sundress. For this, I’ve already picked up the Melody Smocked Midi Dress from Madewell in black knowing it’ll take me from day to night — city walk to aperitivo — effortlessly. Thanks to its ultra-flattering fit with a smocked top and gentle A-line flare, I wouldn’t doubt if you see this midi dress way beyond Italy this summer. I’m going to pair it with white sneakers during the day and my platform sandals in the evening. I’m also eyeing this beautiful white sundress and this aptly named “Tagliatelle” dress from Reformation .

Comfortable White Sneakers

I’ve been a loyal fan of the celeb-loved Veja Campo sneakers for years now, but after reading rave reviews of these cushioned, platform Dr. Scholl’s Time Off Sneakers , I may just make the upgrade before my trip. Even Oprah loves this brand , with shoppers saying they feel like “walking on clouds.” Sounds like they’re worth it, especially since they’re on sale. I plan to wear these with everything from my breezy sundresses to casual shorts. 

Leather Crossbody Bag

Lo & Sons

It’s practically shameful to walk through Florence’s leather market without your own nice leather bag, and this one from Lo & Sons recently changed my world . The stylish, versatile Lo & Sons Waverley 2 4-in-1 Bag has a convertible strap that makes it four bags in one. I can wear it on my shoulder, crossbody for more security, as a belt bag to keep my hands free, and as a wristlet for a night out. That covers pretty much everything on my itinerary — and cuts down on packing space.

Tailored Shorts

These high-waisted shorts are so classy and elegant, they practically scream “Italy vacation.” French-girl-favorite and T+L editor-loved brand Sézane must’ve thought so too because they named this style “Rome.” I love the elevated, tailored details like pleating and cuffs. For the same look for less, I’d spring for these casual $26 linen shorts or classic $25 white shorts from Amazon.

Oversized White Button-down Shirt

I’m convinced there’s no trip I can’t use this Hotouch oversized white button-down shirt for, which is why it’s a permanent part of my travel capsule wardrobe . I can use it to cover up in the morning or evening if it’s chilly or if I enter a church, or I can throw it on over a bathing suit by the villa pool in Tuscany. (Psst, you can shop more of our favorite oversized button-downs here!)

Maybe it’s the White Lotus Tanya McQuoid in me, but I can’t imagine my Italy trip without a silk scarf to tie around my neck or hair (while riding a Vespa, probably). I’m eyeing this pretty, neutral one from Fonyve from Amazon since it’s a steal at $10. I was sold the moment I read this five-star review from a fellow traveler: “Elegant, well-made scarf…The colors of these are very vibrant and look like expensive scarves from Italy.” 

I always had a lot of trouble finding sunglasses that fit my narrow face (I used to buy kids’ sizes!) — until I tried these frames at Warby Parker, the same affordable brand that makes my eyeglasses. I love that they have narrow, medium, and wide sizes to fit pretty much any face, and you can add polarization and your prescription to them, all for way less than you’d normally pay for name-brand sunglasses. There’s far less guilt than if I lost my Ray-Bans, but they’re still nicer than super cheap ones. If you’re still not ready to shell out $95 for a quality pair, you can’t go wrong with these Sojos vintage sunglasses at Amazon, which look just like them but are only $15. 

Wide-leg White Linen Pants

I’ve written before about how Madewell’s Harlow wide-leg pants are the comfiest pants I own and go with absolutely everything (I even purchased another color after originally buying them), but I’ll sing their praises again and again. They are made from a luxuriously soft lyocell-linen blend that keeps things cool even on hot days, and I’ve found they wrinkle far less than my 100 percent linen pants.

Thin Leather Belt

Sometimes crafting the perfect travel outfit is all about accessories, and the right belt can take a good outfit from good to bellissima. This thin, understated option from Jasgood adds just the right amount of polish to a look whether it’s cinching a billowy dress or adding the cherry on top of the perfect pants. Adding a belt is also great for switching up looks from day to day.

Cardigan Sweater

Nights can get chilly in the Tuscan hills — even June and July see lows of 60 degrees Fahrenheit. That’s why I pack a versatile cardigan that pairs with all my looks in case I get cold. To pass my Italy packing list test, I usually ask myself, “Would Audrey Hepburn have worn this?” And this one from J. Crew passed the test . There’s something decidedly European about its classic stripes, and its neutral palette will match with anything I pack. While the 100 percent cotton sweater is on sale for less than $100 (and has an impressive 4.7 rating), I found a more affordable lookalike at Amazon for just $40.

Matching Set

Matching sets are the epitome of no-fuss, one-and-done outfits that look put-together for any event on the itinerary, whether you’re sipping Chianti at a vineyard or exploring town. Plus, you can mix and match them with other shorts and tops in your suitcase for maximum outfit potential. I splurged on the Noah Two-piece Set from Reformation (look how perfect that “linguini” print is for an Italian wedding weekend event!) but I also have and would recommend something very similar to this $33 matching set from Amazon.

Wide-brim Packable Sun Hat

I plan to soak up the Tuscan sun on this trip and to make sure I’m protected and looking stylish, I’ll pack my trusty J.Crew Packable Sun Hat that’s taken me from Egypt to Greece and back. It easily folds right up into my carry-on, and only takes minimal zhuzhing to get back to its original shape. I’d snap one up while they’re still 62 percent off if I were you.

High-waist Yoga Shorts

One of the most magical moments of my last trips to Tuscany was a bike ride through Chianti. I’m planning to convince my travel partners to re-create that, and I know for that I’ll need some athletic shorts like this pair I swear by from The Gym People. They’re perfect when strolling through markets paired with my oversized white button-down, sun hat, and sneakers. 

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The Insider’s Guide to Portofino

Portofino’s charming piazza, high-end shopping and dining, and natural splendor result in a memorable Italian vacation spot that caters to travelers who want to unwind and enjoy the finer things in life.

The Italian Riviera is dotted with beautiful seaside towns, but perhaps none as lovely as Portofino. The harbor locale, known for its colorful pastel buildings, Old World allure and famous visitors, is a popular summer destination for good reason. Its charming piazza, high-end shopping and dining, and natural splendor result in a memorable vacation spot that caters to travelers who want to unwind and enjoy the finer things in life. Like so many Italian Riviera locations , Portofino isn’t the easiest place to get to, but it’s accessible from the airports in Genoa and Milan , and the Santa Margherita Ligure–Portofino train station is just about three miles from the main town.

Located on the Ligurian Sea, Portofino is adjacent to several other Mediterranean coastal towns, including Paraggi, Rapallo and Santa Margherita Ligure. Visitors can also combine a getaway to Portofino with a day trip exploration of Cinque Terre, found to the south, or to Lake Como , a short drive north. Ferries and private boats connect many of the local destinations during the summer months, and the area welcomes hikers, golfers and cyclists. Although Portofino itself is small, travelers can find a lot to see and eat in the fishing town and in the surrounding Ligurian coast region, including kayaking, wine tasting and shopping. Whether you want to relax on a private beach, explore the rugged coastline or indulge in the best Italian food , here is your complete travel guide to Portofino. 

The Luxury Traveler's Guide to Portofino

Belmond splendido mare, grand hotel bristol resort and spa, eight hotel portofino, grand hotel miramare, piazza martiri dell'olivetta, bagni fiore, abbey of san fruttuoso, la portofinese, outdoor portofino, ristorante da i gemelli, langosteria, cracco portofino, ristorante puny, where to stay.

• Via Roma, 2, 16034 Portofino GE, Italy

Belmond’s opulent Splendido Mare is one of Portofino’s top hotels, a haven for jet-setters and Hollywood A-listers. Located in the heart of town, it features only 14 rooms and suites, giving it an intimate, guest house vibe and ensuring a high level of service. It’s a sister property to the larger Belmond Hotel Splendido, located in the Portofino hills, and guests at both hotels have access to the Dior spa, saltwater swimming pool and restaurants. Splendido Mare’s eatery, DaV Mare, showcases Italian cuisine in a casual fine dining setting alongside the harbor. Guests can also take advantage of the free shuttle between the hotel and Bagni Fiore beach in nearby Paraggi. Book the top-floor Ava Gardner Suite for the best amenities and beautiful views of Portofino. 

• Via Aurelia Orientale, 369, 16035 Rapallo GE, Italy

Many of the hotels right in Portofino are small and lack high-end offerings, but the adjacent town of Rapallo welcomes many luxury travelers to the historic Grand Hotel Bristol Resort and Spa. The grand dame hotel, home to the expansive Erre Spa, embraces holiday indulgence with an outdoor pool and the private Marina di Bardi Beach Club, which makes its debut this May. The rooms and suites are contemporary, with memorable views of the sea and coast (opt for a Panoramic Suite for the best scenery), and guests can expect personable, discerning service. There are several restaurants and bars, including poolside pizzeria the Flamingo and rooftop fine dining spot Le Cupole.

• Via Milite Ignoto, 30, 16038 Santa Margherita Ligure GE, Italy

Italian brand Eight Hotels has a centrally-situated property in Portofino, a short walk from the main piazza. It’s chic and intimate, with rooms and suites that are more about comfort than they are about views. The vibe is relaxed, although guests can expect amenities like butler service, an outdoor Jacuzzi, and its own Porsche electric charging station. The hotel has a charming sister property in Paraggi (this one has the best views) and guests of both can enjoy the private beach club in Paraggi Bay.

• Via del Fondaco, 11, 16034 Portofino GE, Italy

Located in nearby Santa Margherita Ligure, Grand Hotel Miramare is a good option for travelers who want the full resort experience without the crowds of Portofino. The seaside hotel has 72 modern rooms and suites, with historic flourishes and the option for a sea view. There’s a saltwater pool, an expansive garden, a private beach and the e’Spa’ce spa. Guests can dine at several on-site restaurants, from fine dining to poolside, and the chic Bar Le Colonne is perfect for an aperitif. Intrepid visitors can walk to Portofino alongside the coast in less than an hour, although there are also direct buses or taxis.

Portofino’s scenic main square is the hub of the action. It connects to the town’s vibrant harbor, and many of the best restaurants and cafes offer outdoor seating with water views. It’s perfect for an aperitif or a coffee, or to take advantage of the many shopping options. Portofino is known for its designer boutiques, from Dolce & Gabbana and Dior to Louis Vuitton and Brunello Cucinelli, and there are also several independent brands with stores that sell high-end goods, like cashmere and jewelry. Visitors and locals tend to gather in the piazza when the sun comes out (which is often), and it’s a great place to sit and watch the comings and goings. Don’t forget to stop for a scoop of gelato at one of the local gelaterias.

• Via Paraggi a mare, 1, 16038 Paraggi GE, Italy

Because Portofino is set on a harbor, the town itself doesn’t have a good beach. But Paraggi, which is a quick walk or taxi ride away, boasts a row of private beach clubs that embrace luxury and exclusivity, where you can book loungers and umbrellas. Bagni Fiore, owned by Belmond, has previously hosted Dior pop-ups, and has been visited by Brigitte Bardot and Elizabeth Taylor over its storied life. It’s a tough invite if you’re not staying at one of Belmond’s nearby hotels, but worth it if you can swing it. There are also several beautiful public beaches in Santa Margherita Ligure.

• Via S. Fruttuoso, 13, 16032 Camogli GE, Italy

Hop a boat from Portofino to the historic Abbey of San Fruttuoso, found in a secluded bay in the between Camogli and Portofino. It sits above a small beach, which is popular with visitors and locals alike during the summer months, and travelers can explore the Romanesque abbey’s rooms for a low ticket price. Guided tours are available for those who want the full experience, and the abbey, which is home to the tombs of members of Genoese Doria family, owns a traditional Ligurian house that can be rented for up to four people. Those who prefer getting in some steps can also hike between Portofino and San Fruttuoso Bay, which takes about two and a half hours. Otherwise, daily ferries and private boats run from Recco, Portofino, Santa Margherita Ligure, Rapallo, Sestri Levante, Lavagna, Chiavari and Genoa.

• Località Mulino del Gassetta, 16034 Portofino, Italy

La Portofinese is an eco-farm nestled high on the coastline above Portofino in the natural park. It’s home to bees, vineyards and a butterfly garden, and it welcomes visitors for picnics, cooking classes and wine tastings. The tours and experiences are private with advance reservations, and it’s a great way to taste the local wares without restaurant crowds. The company also helms Coppelli’s Osteria, a restaurant serving dishes with ingredients from the local area, and Portofino’s Lighthouse, which serves aperitivo and snacks.

• Via Duca degli Abruzzi, 62, 16034 Portofino GE, Italy

Head into nature with Outdoor Portofino, a tour company that hosts kayaking, snorkeling, paddleboarding and hiking excursions. It’s a great way to be active and see the Portofino coast from the water, and visitors can even book sunset kayak and wine tasting tours for something extra special. If you prefer to go alone, Outdoor Portofino rents their kayaks, snorkeling equipment and paddleboard, which can be booked in advance.

Where to Eat and Drink

• Calata Marconi, 7, 16034 Portofino GE, Italy

The seafood is impressively fresh at Da I Gemelli, a beloved, family-owned restaurant found directly on Portofino’s scenic harbor. Grab an outdoor table to immerse yourself in the buzzy area and to taste Italian dishes like spaghetti ai frutti di mare and pesce alla Genovese, which showcase local catch. The family owns a second restaurant across the piazza, Da I Gemelli al Molo, as well as Da I Gemelli Milano in Milan. Reservations can be made in advance and are recommended during the high season.

• Via Paraggi a mare, 1, 16038 Santa Margherita Ligure GE, Italy

Part of Bagni Fiore, Langosteria offers unparalleled views in an exclusive setting. Both the outdoor and indoor tables embrace the beachside locale and the menu focuses on fresh fish and seafood, from oysters to its signature scampi pasta. It’s a place to see and be seen, but the food is on point and the bar offerings include a discerning selection of Italian wines. A reservation is essential, especially during busier holiday periods, and it’s worth dining early to enjoy the Paraggi inlet with fewer people. 

• Molo Umberto I, 9, 16034 Portofino GE, Italy

Found in the heart of Portofino, Cracco is led by chef Carlo Cracco , who embraces regional tradition with sophisticated flair. The restaurant opened in 2021 and has since attracted guests with its welcoming atmosphere and views of the yachts in the harbor. The wine cellar is equally impressive, boasting more than 800 labels from around the world. Visitors can also indulge in craft cocktails or bubbles on the restaurant’s scenic terrace. Reservations are available online and highly recommended.

• Piazza Martiri dell'Olivetta, 1, 16034 Portofino GE, Italy

DaV Mare, part of Belmond Splendido Mare, is helmed by chef Davide Galbiati , who combines inspiration from Lombardian and Ligurian cuisine to create contemporary, seasonal dishes. The food pairs with Ligurian wines and local seafood, particularly shellfish, is on display throughout the menu. The flavors are augmented by the trattoria di pesce’s charming terrace setting, which overlooks Portofino Piazzetta. Reserve a table in advance if you’re not staying at the hotel.

• Piazza Martiri dell'Olivetta, 5, 16034 Portofino GE, Italy

Celebrity-favorite Ristorante Puny sits directly in the center of Portofino’s main piazzetta, offering patio seating with unparalleled views. It’s the town’s most famous eatery, but the food is actually worthwhile. The family-owned spot is known for its pasta and its seafood (the pappardelle al Portofino, featuring a tomato and pesto sauce, is the must-order dish) and its notable guests, who have included everyone from the Kardashians and Jennifer Lopez to Magic Johnson and Jeff Bezos . Reservations can only be made over the phone, so have your concierge give them a call.

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