cycle tour tuscany

Multi-Day Tours

• Bike & hotel tours
• Bike & boat tours
• Destinations
• Boats & barges
• View all tours
• Bike tour reviews
• Tulip tours
• E-bike tours
• Gravel bike tours
• Family-friendly
• First-timers
• Staff picks
• Top rated tours
• Client favorites
• Discounts/specials

General info

• How to book
• Terms & conditions
• How to choose
• Guided vs. self-guided
• A typical day
• What to bring
• Extend your trip
• Travel insurance
• Passports & visas
• Why our travelers love us
• Tailwinds (our blog)

Rich traditions and vineyards

Tuscany bike tours.

Tuscany is known for its beautiful landscapes, artistic history and cultural influence. The cultural heritage, which predates the Middle Ages, is expressed in Tuscany’s numerous churches, palaces, galleries, museums, and villages.

The mild climate, lush vineyards, and welcoming warmth of the Tuscan people are just a few reasons cyclists love to take their holidays in Tuscany. Cycling routes in Tuscany are diverse and are good for cyclists of most levels—from healthy novices to advanced riding.

The routes traverse plains along the rivers and coasts, rolling countryside and steep terrain in the mountains. The best time to plan your visit is from March to June and from September to October.

• Italy bike tours

“We were on lovely, narrow country lanes and roads with few cars. We loved passing through vineyards, olive tree groves, and the hill-top villages along the way.”

Learn more:

• Tuscany bike tour reviews
• VisitTuscany.com
• Bike tours for foodies + secret local recipes (shared!)
• Bike tours for romantics
•  Name (A–Z)
•  Name (Z–A)
•  Price (high)
•  Price (low)
•  Newest
•  Featured
•  Country (A–Z) 
•  Country (Z–A)
•  Rating (high)
•  Rating (low)
•  Num reviews (most)
•  Num reviews (least)
•  Most days/hours
•  Least days/hours
•  Most distance
•  Least distance
•  Miles/day (most)
•  Miles/day (least)
•  Difficulty (least)
•  Difficulty (most)

Italy — Enlighten the senses

Cycling and cooking in tuscany.

COUNTRY: Italy

Guided from EUR € 3200

Guided: May 10, 17; Jun 7; Sep 13, 27; Oct 11, 2024

Description: Embark on an irresistible bike tour through Tuscany, one that combines breathtaking bicycle routes with captivating cookery classes designed to give you an authentic overview of some of Tuscany's most tantalizing dishes. La Cucina Toscana is simplicity…

Florence to Rome

Self guided from EUR € 1139

Self-guided: Saturdays: Mar 30 -Jun 29; Aug 24 - Oct 12, 2024.

Description: Discover a new side of Italy - quiet, sometimes almost mystical! On this gorgeous bike tour, you will see cities like Assisi, Perugia, Spoleto, or Narni, which have incredible art treasures and carry visitors back into the Middle Ages. The aesthetic…

Umbria Road Cycling: Loop Tour Through Lush and Scenic Landscape

Self guided from EUR € 800

Self-guided: Daily: Apr 01 - Aug 03, 2024 and Aug 19 - Oct 31, 2024

Description: This tour is for those who would like to discover all aspects of Umbria, thanks to this combination of nature, history, and local traditions. In the beautiful Umbrian landscape, you will find rolling hills covered with woodland, vineyards, and…

Tuscan Wine Classic: Pienza to Castellina via Siena

Self guided from EUR € 1490

Self-guided: Daily: Mar 15-Oct 31, 2024

Description: Yes, there are hills, but your efforts on this tour will be rewarded with sunny Mediterranean ambiance and a spirited flair for hospitality. Tuscany nourishes the soul and leads you to rejoice in the earthly pleasures of daily life. The route takes you…

Tuscany Getaway: 4 Nights in Siena, Montalcino & Pienza

Self guided from EUR € 1150

Description: We put together this short bike tour for those who do not feel like taking a vacation entirely on a saddle. Each day there will be a choice for short easier bike rides and more challenging ones. Whether crowned by timeless villages, covered by vineyards…

Tuscany's Legendary Gravel Routes

Self guided from EUR € 1690

Self-guided: Daily departures, Mar 15 - Oct 31, 2024

Description: With its timeless landscapes, ancient towns, and vineyards, Tuscany offers unparalleled views of authentic Italian life. The region's simplicity, art, and cuisine make it an unforgettable destination in the heart of Italy. Gravel biking in Tuscany offers…

Tuscany and Umbria: Cycling in the Heart of Italy

Self guided from EUR € 877

Self-guided: Daily: Apr 1 - Aug 3, 2024 and Aug 19 - Oct 31, 2024 (minimum 2 persons)

Description: This evocative bicycle tour brings you through the Etruscan and Roman heartlands of Umbria and Tuscany. Water courses and magnificent scenery mark these regions, shaped by both the forces of nature and by human hand. Beginning in the most atmospheric and…

Back to Top

Narrow my search:

• Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec For multi-day tours only
• 2024 2025 2026 For multi-day tours only

Rider Level

• 0–19 mi/ 0–31 km 30–39 mi/ 48–62 km 20–29 mi/ 32–47 km 40+ mi/ 64+ km
• Day tours 1–4 nights 5 nights 6 nights 7 nights 8+ nights
• Up to € 1,000 € 1,500–2,000 € 1,000–1,500 € 2,000+
• Self Guided Guided
• Tulip tours E-bikes available Primarily bike paths Family friendly Client favorites Bike and boat Staff picks Top rated tours First timers Bike & Hotel Gravel Bike Tours
• Apply Filters Clear Filters

Bike tour regions

• Austrian Alps
• Danube River
• Elbe River Valley
• French Alps
• Lake Balaton
• Lake Constance
• Loire Valley
• Romantic Road
• Salzburg Lakes
• Bike day tours
• Family-friendly tours
• Discounts and special offers

Top destinations

• Switzerland

Top tour categories

• Great for first-timers
• Bike and boat

One Day Bike tours in Tuscany

The pleasure of cycling.

One Day E-Bike tours in Tuscany

Enjoy the tuscan hills with our e-bikes.

One Day Vespa tours in Tuscany

Drive a vespa through the tuscan hills.

Vespa Rental

Have fun with our vespa.

Florence City Bike Tour

All our Tours

See our complete offer, tuscany bike tours.

Tuscany Bike Tours offers bike, e-bike, and Vespa tours just south of Florence in the heart of the Chianti wine region. Our tours in Tuscany have everything: authentic Tuscan lunch, wine and extra virgin olive oil tasting, discover old villas and 12th century castles.

A Florence City Bike Tour is also available for those that want to explore the city center. Please note: on our countryside tours we offer one wine and extra virgin olive oil tasting.

Discover Tuscany with our experiences

Cycling tours, e-bike tours, vespa tours, private tours.

Change of pace on Florence stay. We enjoyed this trip as one day of our stay in Florence for our honeymoon. After days of sleeping in, walking around sight seeing and eating, we needed a change of pace and some real exercise. It was great to get out into the countryside and fresh air. Even the short and sudden rain storm was a fun part of the ride. And if you aren't looking to push yourself at all, then you can skip the hill climb and ride the van to the top. About half the group opted for this. Lunch was delicious and the castle tour with wine and olive oil tastings were the icing on the cake. I highly recommend this.

Highlight of my trip. What an amazing experience and exceeded my expectations hugely. Started off with a castle tour where our guide Alex/ Alessio told us about the history of wine production. Followed by wine tasting. I found this very interesting and you can really tell that Alessio knows his stuff. This was followed by a challenging but incredibly enjoyable bike ride around 25km. We managed to stop at the best view point to take pictures. I think what really made the difference was our tour guide. Alex went out of his way to reccomend the best places to eat in Florence and was very hospitable. This definitely the highlight of my trip I’m Florence.

Friendly staff, love adventure. Had a great day biking around the Tuscan hills and visiting a castle with great wine and olive oil tasting. The staff were very friendly and mindful of safety measures on the road. Highly recommend this tour

Mario was a great host! A brilliant was to see the city :-) I was the only person on the bike tour, but Mario was a great host and tour guide! We did the city bike tour through the streets of Florence and he was very knowledgeable and able to answer all my questions. I'm so glad the tour went ahead even though it was just me! A brilliant way to see the city. I was also able to reschedule to a different day at short notice :-) Thank you, Mario!

Wonderful Bike Tour in the Hills of Chianti. This tour was absolutely amazing. In the morning hours we did a nice bike tour along the streets of the Chianti region. The lunch was very tasty as well as the wine later in the castle. Our guide Alessio told us about the history of wine production and was very entertaining and fun to spend time with. If you want to experience the countryside of Toscana and the wine, we can definitely recommend this tour! Grazie mille Alessio, alla prossima Sven and Alessia.

Put the fun between your legs! I really enjoy wine and even more so, I love cycling! What better place to do so, than Tuscany! And what better group to do it with than Tuscany Bike Tours! Not only are the guides knowledgeable and safe but fun! All the guides brought their own unique and enjoyable personality to the day. They were keen to provide additional information about the area and didn’t hesitate to answer questions. Try it and make sure you do the hill climb! Wine will fuel you for it! Thanks for the fun day to all the boys at Tuscany Bike Tours! And a shout out to Tom for leading the peloton! Grazie! Miranda from Canada!

An absolute MUST! We had an absolute blast riding Vespas through Tuscany! The moment we walked in the door we were met with the guides' charming and witty personalities. The scenery was absolutely breathtaking, exactly how you would imagine it. I was nervous about driving a Vespa for the first time, but it was incredibly easy and the guides make sure you know what you are doing before they put you out on the road. The castle was stunning! There were only two of us on the Vespa Tour that day, so we had Angus all to ourselves. He was so fun and super knowledgeable. We loved his British accent:) Jacopo was our driver and guide through the castle. He was amazing and so fun! We enjoyed hearing him sing along to "nostalgic" American music and teaching him American slang (Bye, Felicia!) He was such a good sport! Definitely one of, if not the highlight of our 2 weeks in Italy.

Best day of our entire Italy trip! Book this Vespa tour!!! My husband and I will never forget the experience. We had a blast and we both agree it was the absolute highlight of our entire Italy vacation! The guides are fantastic... knowledgeable and funny! They also made me feel extremely comfortable and safe on the Vespa. I had never been on one before (or on anything similar) but they teach you how to ride it in a parking lot before hitting the road. I caught on quickly! The day was just such a blast. The castle/winery tour complete with a wine and olive oil tasting was wonderful. Lunch was delicious. And the ride itself through the Tuscan countryside was something I’ll never forget. Will recommend to anyone I know traveling to Italy!

Can't say enough. The vespa tour was the highlight of our trip. The guides were both knowledgeable, friendly and easy to talk to. The castle and the scenery were awesome. They quickly rearranged the tour due to impending rain. Lunch h was incredible. Best pasta I had in our entire stay. Highly recommend this tour, thanks to our guides and their attention to our safety.

Featured Contents

EXHILARATING BIKE TOURS IN TUSCANY

With elena & piero, fall in love with tuscany by bike, with elena & piero, take your time, it's your vacation..., enjoy biking with your family..., plunge into tuscany, exhilarating tuscany bike tours from florence.

WE BELIEVE THERE IS NO BETTER WAY TO EXPLORE TUSCANY THAN BY BIKE!

Our passion for cycling and Tuscany has allowed us to create itineraries that are ideal for all levels & types of experiences .

Ciao Toscana in bicicletta!  

As lovers of cycling and all things Tuscany, we are dedicated to sharing with you the many treasures of our beautiful land. Using our more-than-10-years experience and local knowledge, we have created a range of itineraries to showcase the best that Tuscany has to offer in just one day bike tour in the countryside that you will never forget! Mixed fitness levels? Family reunion ranging different ages & biking skills? Traveling solo? No Problem! Fully van supported, guided by the best knowledgeable, engaging local tour leaders thru most picturesque low‐traffic back roads, on the saddle of our comfy , high-end light frame fitness bicycles or adding the E‐bike option you’ll love joining   the best bike tours from Florence with Piero&Elena! Across all age‐groups and all fitness levels, we take care of all the planning, logistics, and equipment so that all you need to do is enjoy YOUR bike tours from Florence to discovery Siena, San Gimignano, the hidden gems of Chianti with us… SAFELY AND FUN !

Discover that Tuscany is not just Florence!

Please find below our most popular bike tours from florence to immerse yourself in the tuscany of your dreams.

Crossing Chianti to Siena

San Gimignano Easy Tour

San Gimignano to Siena

Tuscany Wine Lovers

Downhill to Florence

Chianti Classic

Enchanting Florence

Family biking tours

Customize your Tour

Why choose us

FLEXIBILITY & UNDERSTANDING

Everyone can ride at their own pace on our small group or private & customized biking tours in Tuscany. We have a tour for every skill level , from Novice to Expert!

PROFESSIONAL & KNOWLEDGEABLE TOUR LEADERS

Elena, Piero & the Bike Florence & Tuscany team are local to Tuscany, its trails, hills & vineyards & they have years of experience cycling.

QUALITY BIKES FOR EASY PEDALING

Chosen for their contoured seats, elevated handlebars & lightweight frames they seem to ride effortlessly Newest: e-bikes !

OUR VISION OF EXCELLENCE

Means extra value for you as we incorporate only the best in our tours: the best culturally intriguing and amazing cycling experiences in Tuscany, quality vineyards, organic food, gelato stops, full guidance & support vans.

BIKE FLORENCE & TUSCANY IT’S ALL ABOUT YOU!

• Tailor-made Tuscany bike tours , intimate & immersive
• Private options for families with children
• Engaging & fun tour leaders
• Tireless attention to details
• Three different skill levels
• Extraordinary itineraries
• Pristine support vans, helmets and bikes
• Professional and insured operation

WHAT OUR GUESTS SAY

San Gimignano to Siena Exceeded our expectations!

It all started with a convenient pick up by our fabulous hosts Elena and Piero in Florence. From there we had a pleasant (and informative) drive to the historic town of San Gimignano — amazing! Our family of four then enjoyed a bike ride though the Tuscan countryside. We rode at our own pace, stopping for photographs and snacks. The riding was all done on quiet (almost no traffic), picturesque country roads. After completing our ride, we were treated to a wine and cheese tasting in the walled village of Monteriggioni. From there we were driven a short distance to Siena (in the super comfortable support van) where we were able to spend some time exploring this incredibly beautiful Tuscan city. Things to note: We completed our tour in December and despite it being winter, it was very pleasant. Thanks again to Elena and Piero for a memorable experience. Craig, Myf and Family

Super Tuscan tour!

My friend and I booked the Crossing Chianti to Sienna tour a few weeks before our trip to Italy. We received an email response right away with answers to questions we had about the tour.

A perfect day in Tuscany

Buona sera Piero, I just wanted to thank you for a “perfect” day in Tuscany. The whole family enjoyed the biking and wine tasting immensely! The choices of villages, roads, wineries and the fantastic restaurant in Monterrigioni could not have been better. You and your staff, Elena and Simone made everyone feel at ease which enhanced the experience even more…

One of the great experiences I’ve had…ever!

My wife and I did the “Downhill to Florence” bike tour this week with Piero (riding along along in van) and Elena leading the bike pack. Start 2,600 feet up in a remote monastery and ride 22 miles down into the center of Florence through back roads and trails with just the most amazing vistas

Best day of our holiday, the only way to see Florence!

We were 2 families (4adults and 5 kids). Piero and Elena (our guides) were perfect! They prepared everything perfectly in advance, created a custom route for family with kids – adjusted the trip based on all of our ability, and overall created a perfect day. We were able to see all of the major sites of Florence without the feeling of fighting crowds, waiting in line…..

Excellent tour of beautiful Tuscany!

My partner and I did the full day San Gimignano to Siena bike tour yesterday with Elena and we had a great day! Elena picked us up near to where we are staying and she was wonderfully friendly and chatty, pointing out interesting things to us as we drove to pick up the other couple doing the tour. We drove to San Gimignano and reached it before the crowds – it is a beautiful old town on top of a hill with amazing views of the surrounding area. Elena also recommended a delicious gelato place to us ? We then drove a little further and started the bike tour. The bikes were light weight and had lots of gear choices so riding them was very easy, there are also helmets provided. Elena drove ahead of us so we knew the route and we could catch up at our own pace. We were lucky to have beautiful sunshine and the scenery was very picturesque ? I don’t cycle a lot so I did struggle a bit with the hills – please be aware that as it is Tuscany there are some hills on the ride, but the hills are great as you get the best views on top and coming down. If the hills are too much you can always hop in the van with Elena for a while to rest ? We really enjoyed the stop at the wine tasting and the afternoon in Siena, Elena recommended a great place for lunch. We really enjoyed our day as we felt we saw some lovely little towns, amazing views and Tuscan countryside. Thank you! Read more on TripAdvisor

One of the top highlights of our Tuscany trip!

My husband and I are active and were looking for a more adventurous way to explore Tuscany. Bike Florence was the perfect fit to satisfy my hubby (a cyclist) and me a wino. It was the best of both worlds! We selected the Chianti bike tasting and enjoyed a half day of wonderful cycling in the beautiful Tuscan hillside. I cannot say enough about Piero and Eleana and their wonderful hospitality. From booking the tour to helping with directions and selecting excellent wineries, we felt extremely taken care of. Both were gracious, witty and focused on safety. We had an amazing experience that we’ll treasure for a long time to come. If you’re looking to explore Tuscany on bike, you simply can’t go wrong with Bike Florence! Thanks again Piero and Elena for taking such good care of us. We’ll spread the word about our great experience to all our Texas friends! Grazie mille!

Great ride, flexible itinerary, super friendly capable guides

We had a great ride through Tuscany in autumn 2013. It was rainy in Florence, so Piero put the bikes on the rack and we hopped in the van and drove for half an hour to the south where it was dry. From there we had a great ride to Siena…

Great way to see parts of Floreonce and Tuscany that you would never see otherwise!

We went on 2 trips with Piero (second with his wife Elena). 1. Day trip of Florence. Saw Florence in whole new light- allowed us to explore Florence from 1 end to the other, avoiding the usual “tourist” areas (Duomo, Palazzo Signoria, Ponte Vecchio) that we had already done on foot. Only the 3 of us, yet Piero still did tour, incredibly infromative, adapted tour to our needs (stopped when we felt need), great lunch at hidden restaurant below Piazzale Michelangelo. Had a geat time! 2. Tuscany wine tour. This time did with son as well (initally not very enthusiastic, but even he admitted worth every penny). I am a regular cyclist, but others in group (total 6) “weekend warriors”. Tuscany can be challenging cycling, but Piero selcted route that everyone in group could do (picked us up at local drop off, since we were stayig in San Gimignano), drove to start of route, mostly downhill thereafter- abslolutely incredible countryside. Wine tasting incredible, espcially at Monteriggioni where we had wine tasting with matched food for lunch- informative. Shown how diferent local wines complement diferent foods. My wife (not usually a wine lover) “never going to drink cheap wine again”. Again Piero + Elena adapted tour to our needs. Again had great time- worth every Euro! Only downside- being from Canada, not practical to ship a case home!

Fantastic Family bike tour

I have nothing but good things to say about Bike Florence&Tuscany. Four of us did a day trip ride San Gimignano to Siena on November the 2nd. Piero treated us as a private group so we could enjoy the entire day as a family trip! Elena led the group and the ride was fabulous. The roads and scenery were beautiful, colors were typical of Tuscan fall and traffic was light. We always felt safe and Piero did a good job supporting us with the van. The day starts with a good hour for visiting San Gimignano, the so-called Medieval Manhattan. The first part of the ride ends in Monteriggioni, the small, well-preserved medieval village we met biking towards Siena. After a brief stop to see the village the ride continued, ending near Siena. The guys took us to the city entrance by van to avoid us having to face the busy traffic and.. for a little rest before the long walk around Siena. The whole BF&T team was extremely accommodating, kind, and knowledgable. The bikes themselves were top notch. I would recommend Bike Florence&Tuscany to everyone: this was one of the highlights of our whole Italian vacation for my family, who had come to Florence to see me after a long absence! Thank you Piero&Elena for making all this come true!

Biking experience in Florence

If you are remotely fit and want a unique experience biking around the unconventional Florence (or an escape day from crowds), then I strongly recommend the Bike in Florence&Tuscany city tour…

Great tour and excellent way to see Tuscany

Our bike tour from San Gimignano to Siena, led by Elena and Simone was over way to quickly. 6 of us, ranging from 75 to 17 years of age, enjoyed a wonderful day with beautiful sights, great gelato and wine tasting. Our guides were very informative and very sensitive and accommodated everyone’s abilities. They were very friendly and professional too. We loved it all! Thank you for a fun-filled day! Linda

Relaxing break from city sight seeing

I would highly recommend this experience. You not only get to see the beautiful countryside, but you really get a real taste of the Chianti region of Tuscany.

Thank you Piero and Elena, great trip

We booked for the “Downhill to Florence”. It was late in the season, November, so many others had closed their bike tours. We lucked out and found Pierro and Elana. Others have described the trip really well.. It is a well thought out perfect itinerary. My husband and I had a great…

Chianti bike tasting tour – Bike Florence&Tuscany

My husband and I choose the Chianti bike tasting ride October 3rd 2017…I must say it was hard to choose, they all look so good! We were delighted to have Elena as our host and guide. She is BEYOND engaging, so informative and the best guide and expert on Tuscan towns and Italy. The day was gorgeous and the stops delightful. There were just the two of us on the ride and we felt so special. I would highly recommend that you use this company…Italians running an Italian company that are expert riders themselves. We will definitely ride with them next year, can’t wait!

An amazing day and memories for a lifetime!

My family and I just returned from our 2 week Italy holiday and can say that our day spent with Piero, Elena and Costa was by far our most amazing experience! My review starts at the beginning…

It is more than a bike tour, it’s an experience for all involved!

Best biking tour in Italy. Piero and his team took us on 2 tours one in Chianti and one in Valdarno region. We had the best time ever and will never forget. It is more than a bike tour it’s an experience for all involved! The support team and van help all levels of bikers to enjoy. Run don’t walk to this experience! Brian and Maree

Beautiful way to see the Chianti countryside

We went on a picturesque bike tour in the fall and really fell in love with biking! Our tour was for beginners seeing as we had never done anything like that before and it turned out to be perfect…

Even better the second time! – Bike Florence & Tuscany

Last year, I did the San Gimignano to Siena bike tour with the beautiful and amazing Elena. I had such a wonderful time that i immediately planned to do it again this year, on my birthday, as I couldn’t think of a better way to spend the day than on this wonderful trip! Well let me just say it was even better than I remembered! Not only is the scenery absolutely breathtaking, and the towns visited (San Gimignano, Monteriggioni and Siena) absolutely beautiful, but the hospitality, generosity and kindness of your hosts, Elena and Piero, are nothing short of unforgettable. I had not mentioned to Elena that it was my birthday, however she realised and so planned a few extra surprises for me – one, that the bike tour would be just myself and my sister (amazing considering it was June, high season!) and secondly, organising an amazing wine tasting for us in Monteriggioni (not normally an inclusion in this ride)!! This was such a wonderful and completely unexpected surprise to us, and I was so touched at her caring and generosity! I was completely blown away and really couldn’t thank her enough. Needless to say, I had an absolutely wonderful and unforgettable birthday thanks to Elena. The scenery on this ride is unbeatable, and you have ample time in each town to explore, buy souvenirs and have a coffee or gelato (or lunch) as you wish. Elena provides maps and great information on what to see and do in each place, and also plenty of water and snacks as you bike. This is just such a great way to see and experience Tuscany with locals who love Tuscany and love to bike!! The bikes themselves are fabulous – super light but sturdy – and with full van support there is no issue if you become tired. As should be obvious, I absolutely love this company and am planning on many more rides with them in the future. Thank you so much Elena and Piero for yet more amazing and unforgettable memories, and for the best birthday ever! Rosalinde

Tuscany bike tours from Florence : ANDIAMO!

Bike tours from florence sounds great, andiamo, the one wine bike tour tuscany you don’t wanna miss, traveling with kids – one day bike tour in tuscany, must-do bike tour in tuscany discover the wonders of siena, bike tour of tuscany with teens: guest review, san gimignano hilltop town in tuscany made easy by bike.

Deals of the Week   European Long Weekends   Up to 50% OFF

Cycling Tours & Bike Trips in Tuscany

Explore a wide diversity of bicycle tours through Tuscany. We have 32 adventures that vary from 3 days to 11 days. With the greatest number of departures in September, this is also the most popular time of the year.

32 Tuscany bicycle tours with 46 reviews

Cycle Tuscany

The bikes were good,routes good however a few involved heavy traffic. Heavy rain requires some rescheduling

• Self-Guided Cycling

Tuscany based in one hotel

A Taste of Tuscany Cycling

• Wine tasting

Tuscany | Italy | Guided Ebiketour

Tuscany the cradle of the Renaissance: Pisa to Florence cat. A

Cycle Pisa to Florence

Tour de Tuscany Italy

Tuscany: Cycle Siena & Chianti

It was a wonderful tour, however, there were many inclines for which I was not prepared. The group was amazing. All were very nice. The guides John, David and Mario were very nice and supportive. Their expertise and patience were greatly appreciated. The stops during each days' ride was important. All meals and accommodations were perfect. Weather was a bit troublesome but we made it.

Bike Across Tuscany - Guided

We enjoyed excellent bikes, accommodations, and an informative guidebook as we biked routes with little traffic through gorgeous country. The regional architecture, art, agriculture and food was extraordinary, as was communication with our Cycle Europe contact, Sarah. She went out of her way to ease the planning and execution of our trip, including Rome Covid testing-related logistics.

Explorer: White Roads of Tuscany

• Sightseeing

Tuscany with charm 8/7

Pisa - Florence

Classic Chianti Cycling

Secrets of San Gimignano Cycling

Tuscany bike tour reviews.

Trip of a lifetime. Could not have been any better. Would recommend to others.

Had a fantastic time cycling around Tuscany. It was extremely challenging for me, but rewarding. I was well supported throughout the ride. The scenery, food, wine and small villages were amazing ?

Travel Styles

Other regions in italy.

• South Italy (629)
• Northern Italy (334)
• Central Italy (290)
• Sicily (232)
• Campania (180)
• Amalfi Coast (178)
• Puglia (126)
• Italian Alps (112)
• Apulia (110)
• Prosecco (110)
• Italian Lakes District (70)
• Veneto (69)
• Trentino Alto-Adige (64)
• South Tyrol (49)
• The Dolomites (48)
• Lombardy (47)

Mountain Bike Tours

• Self-Guided Cycling (8)

Other types in Tuscany

• Group (119)
• Explorer (97)
• Family (90)
• Fully Guided (84)
• Personalized (72)
• Private (54)
• In-depth Cultural (52)
• Partially Guided (47)
• Historical (45)
• Self-Guided (41)
• Wine tasting (32)
• Christmas & New Year (27)
• Sightseeing (21)
• Food & Culinary (19)
• Coach / Bus (15)
• Hiking & Trekking (15)
• What is the best time to visit Tuscany (Italy) in 2024/2025?
• Weather in Tuscany 2024/2025
• 10 Best Cycling Tour Companies 2024/2025
• 10 Amazing Private Bicycle Tours 2024/2025
• 10 Best Cycling Tours 2024/2025

ITALY BIKE TOURS In Picturesque Tuscany

TOUR TUSCANY Private and Group Tours

Your Tuscany Bike Tour Specialist

If there is ONE thing you should do while on vacation Italy that is to ride through the Tuscan countryside off the beaten path and ON a bicycle!  Tuscany bike tours  are the ultimate adventure to complete any trip to this beautiful area of Italy. Just think how exciting it is to ride through Chianti vineyards and secular olive groves, viewing first hand the secrets behind the harvest and world renowned wines and olive oil.  Enjoy pedaling around medieval castles and quaint stone hamlets dating back to the middle ages, stopping along the way for a well-deserved gelato.  A perfect way to truly enjoy magnificent Tuscan countryside and spend a day in the great outdoors.

Any time of year is great for a bike tour of Tuscany , the scenery you will experience on a Tuscany bike tour is always postcard perfect.  Great master painters like Botticelli, Caravaggio, and da Vinci himself painted the Tuscan landscape, defining it as a universal icon for beauty, and a bike tour in Tuscany will give you first hand vistas of what they were seeing and transferring to canvas.  The Etruscan countryside has remained unchanged for centuries so all of the backdrops you will see are just the way they were back in the renaissance.  Stone buildings and elegant villas blend perfectly with the greenery as a prime example of how humankind and nature can live together.  The seasons speak to visitors through fragrances that change four times a year: spring welcomes abundant wisteria and fluffy lavender bushes; summer sun shines on sunflowers and sweet fruits like figs and blackberries; fall is harvest, the most festive time of year when the air is inundated with the scent of san giovese grapes – the primary berry for Chianti wine – and later on, olives; winter brings colder temperatures and well-needed rain, but it doesn’t stop Tuscany bike tours!

Tuscany bike tours are the ultimate adventure

Miles – 1 day bike tour.

Bike through vineyards and olive groves, and around castles and villas.

Miles – 3 Day Bike Tour

Exploring the countryside of Tuscany, Chianti vineyards and lavish viewpoints.

Years of History

Experience a Tuscany tour that brings you face to face with history.

Enjoy pedaling around medieval castles and quaint stone hamlets dating back to the middle ages, stopping along the way for a well-deserved gelato.

Custom bike tours in tuscany.

Your custom bike tour in Tuscany goes for as far and as long as you like no matter level biker you are.  The sky is the limit with a little help from ‘magic’ bikes that ease the pain on untrained legs and make biking around Tuscany accessible to all. For expert riders there are plenty of mountain bikes or hybrids to choose from, as well as carbon fiber road bikes for a high powered workout after all that pasta you’ve been having.  Biking equipment includes your wheels, a helmet, a water bottle, and roadside service.  After your ride you will be sent road stats by email showing distance and altimetrics so you can brag about your adventurous Tuscany bike tour.

Half Day, 1 -2 & 3 Day Bike Tours

Half day, full day, two and three day excursions – choose your favorite bike tour in Tuscany and get ready to coast over breathtaking Tuscan ridges;  top off your half day ride at a family-run estate for wine tasting plus snack on Tuscan cheese and salami, then tour the cellars where it all begins.  The full day tour includes a stop for lunch in a Tuscan stone village surrounded by vineyards where you will be served a hearty dish of Tuscan ‘pici’, the pasta specialty in the Chianti region. The two- and three-day rides take you from Florence to Siena stopping overnight in two different Tuscan towns, your bags are moved by us.

All rides are personalized, no two are alike!  Your ride is led by Luca, a local biker and Tuscany bike tour enthusiast who loves to unveil the best scenery for picture perfect memories and tell endless stories about ancient legends and modern secrets of this phenomenal part of Italy.

Explore our Top Summer Bike Tours!

Heart of Tuscany

Dive into a renaissance landscape on this quintessential tuscany bicycle tour, download a detailed itinerary.

Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:

• A thorough daily itinerary
• Details for exact accommodations
• What to expect
• Travel planning tips

Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.

Destination

Perfect for the cycling newbies who already enjoy being active, or anyone who just wants to take it easy.

Pedal at a meandering pace, stopping to take pictures, savor a leisurely lunch and explore the surroundings. Enjoy quiet roads along flat and rolling terrain zigzagging through vineyards, olive groves and farmland.

• Average daily distance:  35-45 miles
• Terrain:  flat and rolling

Our Athletic Beginner tours are perfect for those who aren’t avid cyclists, but are fit and love to exercise regularly.

On these trips, you’ll enjoy a flowing pace with plenty of time throughout the day to indulge in the local specialties, take in the local culture and enjoy the magnificent views. There will be an occasional hill, more rolling terrain and higher mileage than an Easy tour.

• Average daily distance: 35-45 miles
• Terrain: flat and rolling
• Our guides will offer cycling clinics and one-on-one coaching in cadence, positioning and the art of shifting efficiently on rolling hills.

You love being active and cycling is your preferred way. You are in good physical condition and ride whenever you can.

Intermediate tours maintain a steady pace with opportunities to push yourself by tackling challenging climbs with great descents over stunning terrain. You’ll still have time to explore and enjoy the landscape and towns you’ll visit.

• Average daily distance:  40-50 miles
• Terrain:  rolling with some hills

You are an avid cyclist who trains regularly, participates in bicycling events and is eager to plan their next bicycling vacation. You enjoy a vigorous ride, challenging climbs and thrilling descents.

These “Epic” and “follow the race” tours are spectacular and have plenty of classic climbs and are perfect for cyclists who covet long mileage with lots of hills and varying terrain.

• Average daily distance:  45+ miles
• Terrain:  hilly with long climbs

There are few better ways to fully immerse yourself in this land of light, history, and vine than this quintessential Tuscany bike tour. Find yourself gliding down lanes gilded by the Tuscan sun for seven glorious days, as we bring you unforgettable cycling adventures in this most fabled of Italian regions.

From the quaint town of Radda in Chianti to Bagno Vignoni, we cycle through the Tuscan countryside along Via Chiantigiana (literally, Chianti Street). This classic and rustic route passes through the heart of the Chianti wine region. The landscape resembles a Renaissance painting alive with wildflowers in the spring and crushed grapes in the fall. Our Italian bike trip also features a visit to Siena, where a medieval air lingers amidst the twisting streets of warm, brown brick. Strolling Siena’s narrow maze of cobblestone walkways is a fantastic architectural journey – with its incredible masonry, delightful piazzas, a marble cathedral, Torre del Mangia, and breathtaking views from Siena’s famous tower!

Our Tuscany bike tour also features a visit to Siena, where a languid medieval air lingers amidst its twisting streets of warm ochre buildings. Strolling its narrow maze of cobblestone alleys you’ll make an amazing architectural journey. Explore delightful piazzas, intricate displays of masonry, and its superb marble cathedral, before climbing the Torre del Mangia, Siena’s most famous tower, to enjoy its breathtaking views.

Tour Essence

• Stay in luxury hotels and countryside inns
• Learn more about Tuscan cuisine, wines, and olive oil in exclusive visits to the home of local producers
• Enjoy memorable rides in the Chianti area
• Ride through the Crete Senesi on one of the most beautiful bike rides in Tuscany
• Discover the UNESCO World Heritage Sites of Val d’Orcia and Siena
• Immerse yourself in Tuscan lifestyle with a cooking class
• Ride to Montalcino, home of the most famous Tuscan red wine: the Brunello di Montalcino

Exclusive for our June Departure:

• Experience two events that you will never forget: the Tour de France and the Palio di Siena.  See the detailed itinerary!

What to Expect

Start location, end location.

What's Included

• Trip Planning
• On the Tour
• Bikes & Gear
• Accommodations & Meals
• Cultural Experiences & Activities

Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.

• Van support
• Service of local, professional guides throughout the program
• Ciclismo jersey and water bottle
• Cooking class by local chef
• Olive oil tasting
• 2 wine tastings
• Guided walking tour of Siena
• Cycling clinics
• Shuttle at the beginning and end of the tour

What’s Included

• Use of our exclusive carbon road bike, La Classica Ribelle (or Equivalent Carbon Road Bike)
• Garmin Edge Explore GPS loaded with the GPX tracks of your rides
• Two water bottles
• Saddle bag with repair kit
• Optional: Map holder on handlebar

Pedal Options

• Flat pedals
• Half-toe pedals (without straps)

What’s Not Included

• Optional: clipless/SPD pedals with shoes
• Optional: your own saddle

La Classica Ribelle

Bianchi C-Sport 2.5

Honey Bikes Tandem

Cannondale Road Tandem 2

Co-Motion Periscope Torpedo Tandem

• All accommodations
• All breakfasts
• 3 lunches + 1 picnic

Chianti is a wine practically synonymous with Italy, benefiting from an unparalleled terroir that nurtures the best in Italian reds—something you quickly appreciate on our Tuscany cycling adventures. We pedal first to Montalcino, the hometown of the most famous Tuscan red, the Brunello di Montalcino. We also track through Greve and Panzano, immersing ourselves in Chianti along the way!

Complemented by outstanding meals, you also learn from the experts about the finer points of Tuscan cuisine and its excellent olive oils. Visiting the homes of renowned local producers (some of whom are your Ciclismo Classico guides), you take part in cooking class in authentic Tuscan cuisine. We also visit the UNESCO World Heritage Site of Val d’Orcia and ride the “Crete Senesi,” one of the most beautiful Tuscany bike routes.

Confirmed tours are dates that have been selected by us that have a very high probability of reaching the minimum group size for us to run the tour and for you to receive the best Ciclismo Classico experience. These tours are confirmed as much as a year in advance, compared to our regularly scheduled tours which are confirmed around 90 days prior to departure.  When you place your deposit for a confirmed tour, you have the green light to make your pre and post travel plans and even book your flight with our personal guarantee that your tour will run!

If you are traveling alone, this optional single supplement will guarantee you a room to yourself at each hotel. The cost of a single room is often more than half the price of a shared room, so this additional supplement reflects that increased cost for each night over the course of the trip.

Radda warm-up ride

Meals provided, average mileage, elevation gain, riding terrain, accommodations, palazzo leopoldo.

A noble palace overlooking the vineyards of Chianti, in the heart of Radda that relives the charm and fascination of Tuscany of yore: today Palazzo Leopoldo is an elegant 4-star hotel, where antique furnishings coexist with contemporary amenities. The hotel has a captivating spa and wellness corner, a typical Tuscan restaurant, and a private wine bar.

The Chianti

Hotel palazzetto rosso.

Palazzetto Rosso Boutique Hotel is located in the heart of the medieval town of Siena. The red brick walls hotel has been hosting travelers since the Middle Ages when traders from all over the world came to Tuscany. A lot has changed since the hotel’s original days, but the original façade remains the same with its traditional wrought-iron ensigns and flares.

Siena & Monteriggioni Loop

Siena to bagno vignoni, posta marcucci.

The family-run 4-star hotel Posta Marcucci is located in the pedestrian village and spa town of Bagno Vignoni. It has simple, elegant, and cozy rooms, a large outdoor thermal swimming pool, and indoor pools. The Spa offers hydro-massages, a Finnish and bio-saline sauna, and a Turkish bath.

Loop to Montalcino

Arrivederci.

From the Blog

Pedal from celebration to celebration in 2024, 5 of our favorite spring bike tours in italy, our favorite bike tour moments, you might also like.

Taste of Tuscany

With a dash of umbria.

Tuscany Green

Experience the real tuscany in a family-run agriturismo.

Bike Across Italy

Pedaling coast to coast through italy’s cultural soul.

Cycle tours in Tuscany

Short information

The most beautiful cycle tours

Questions & Answers

Useful information

Cycle in the footsteps of great artists

Even the greats such as Goethe, Puccini and da Vinci chose this beautiful spot to spend their free time. Who can blame them? Tuscany still enchants today with its extraordinary landscape, hearty regional cuisine and unique culture. When cycling in Tuscany you’ll want to wield a brush yourself and become an artist to capture this unique location. Be part of this fantastic painting…but don’t forget your bike!

The most beautiful cycle tours in Tuscany

• Tuscany roundtrip

Our classic Tuscany Tour takes you up and down Tuscany on a 350kilometre cycle path past historic cities such as Pisa, San Gimignano, Siena and Florence. Whether in our Charm category , or in our select hotels in the categories of A and B – you can’t go wrong with this tour!

More information about the Tuscany Tour can be found here!

• Tuscany - based in one hotel

Comfort on the one hand, and challenging cycles to interesting destinations on the other are the attraction of this tour! If you want to discover the most beautiful parts of Tuscany, but do not want to re-pack your bags daily, you are well advised to choose this trip! Art, culture and nature await!

• Here you will find all information about the Tuscany - based in one hotel !

• Tuscany Coastline

From the Leaning Tower you start cycling southwards along the Tuscan coast. Here you follow one of the most beautiful cycle paths in Tuscany! Enjoy sun, sand and sea, hotels with a special character and the beauty of the Italian coastal landscape!

• Interested in the Tuscan Coastline cycle tour ? Find out more here!
• Pisa - Florence

Find a slightly simpler variation of our Tuscany cycle tours in the Pisa – Florence Tour. This tour suits less experienced cyclists who can tell those at home of their wonderful cycle tour in Tuscany. Well-selected cycle paths lead you to Pisa, Lucca, Pistoia, Florence…this original Eurobike tour can compete with the other cycle tours!

• Click here for more information about the Pisa – Florence Cycle Tour .

• Florence - Rome

Cycle from one historical setting to the next and immerse yourself in Italian flair. This tour takes you from the cultural metropolis of Florence through small medieval villages to the eternal city of Rome, where the Colosseum, the Trevi Fountain and other highlights await you.

• More tour tips for the Florence - Rome cycling tour are available here.
• Pisa - Cinque Terre

The Tuscan hills, culinary delights, Pisa, Lucca, Cinque Terre and and and - all this awaits you on our cycling tour through Tuscany from Pisa to Cinque Terre. This tour on two wheels simply offers everything you could wish for in Tuscany. So get on the saddle and let's go!

• Interested? Then read more about the cycling tour Pisa - Cinque Terre .

Questions and answers about your cycling holiday in Tuscany

We offer these individual cycling tours with luggage transfer in Tuscany:

Our cycling tours in Tuscany are mainly for experienced, passionate cyclists who also like to go on a cycling tour including several climbs in their free time at home. Because our tours are assigned to the  difficulty level challenging  or  athletic .

Pizza, pasta and vino! You can find this delicious combination all over Italy. But Tuscany is also known for its delicious meat, game and fish variations. One dish that is famous far beyond its borders is bistecca alla Fiorentina. A T-bone steak from Chianina beef. Even though it is not too cheap, meat lovers should definitely not miss this speciality.

The best time to visit Tuscany is from  April to October .

Useful information about your cycling holiday in Tuscany

Cycle paths in tuscany.

Admittedly, there are only a few official cycle paths in Italy south of Lake Garda. Of course, this isn’t a problem for Eurobike! We are masters of finding the most beautiful low traffic cycle paths and routes for you. Low-traffic side roads and freight roads lead you to your destination. And that’s exactly what makes Tuscan cycle tours so special: they take you right through small villages full of character, through fields and along rivers! Pure romance!

The Tuscan climate

How do you imagine the weather in Tuscany? Warm and sunny, right? That’s not a cliché. In general, in a Tuscan spring the sun shines for up to 8 hours a day. From April, it often gets pleasantly warm. Then the temperatures are around 18-19 degrees Celsius. In summer we recommend setting off in the early morning then taking a break, as the thermometer can quickly reach above the 30 degree mark. The autumn months provide the best cycling weather! On the Tuscan coast you can often swim in the sea until October! But don’t be disappointed if it rains – because it’s possible at any time! But on the most part the sun will shine the next day, or even a short while later!

Tuscany’s famous cuisine

The Tuscan cuisine is a very down to earth, simple and nutritious cuisine. It is still very much influenced by rural traditions. So it isn’t surprising that you can still find rustic food historically eaten by poorer people. The main dishes are cooked with lots of meat, especially game, and of course with fish. Tuscany is famous internationally for products such as olive oil, wine (especially red), pecorino (hard sheep cheese) and moreish Lardo di Colonnata (cured pork fat). Discover some specialities of the Tuscan cuisine here!

You’ve never experienced Tuscany if you haven’t seen these 10 places :

• Florence – the capital of Tuscany and cradle of the Renaissance
• The hanging gardens of Lucca
• The Siena horse race (UNESCO World Heritage Site)
• Pisa – home of the famous leaning tower
• The ancient city wall of Lucca
• San Gimignano – the city of towers
• The Maremma and the National Park
• A wine tasting in the Chianti area
• Volterra – the city of vampires

Did you know...

• … that Florence is considered the birth place of spoken Italian today?
• … that Pinocchio comes from Tuscany?
• … that the Leaning Tower of Pisa is not the only building that leans? There are other bell towers with a slight imbalance.
• … that the Cathedral of Florence is the third largest in the world?
• … that Florence was the first city in Europe to abolish the death penalty?
• … that Florence had the first ‘baby hatch’ in history? It dates back to 1445.

I am looking forward answering your questions about our cycle tours in Tuscany!

More cycling destinations in Italy

South Tyrol

A symbiosis of rugged mountain landscape, Mediterranean hills and living traditions

Fragrant citrus groves, glittering waves and strong cycler’s calves

Get to know Piedmont from the bike perspective

Veneto – Where you can get that Italian feeling for yourself

It’s so green when Umbria is in bloom!

Friuli Venezia Giulia

An indulgent holiday in northern Italy

Twice a month you will receive the latest information about our tours, our team and lots of travel inspiration. When you register, you will receive a €20 credit towards your next cycle holiday!

Cycling in Tuscany – an expert guide

Touring by bicycle is an ideal way to explore Chianti country. Gregor Brown of Cycling Weekly recommends an itinerary - and the best places to stop off for authentic food and wine

• Sign up to our newsletter Newsletter

In partnership with The Platinum Card® from American Express ®

Cypress trees lining rolling hills, fresh pasta served with ragu di cinghiale (wild boar stew) and deep red wines flowing - what's not to love about a cycling tour through Tuscany? Italy, and more precisely Tuscany, is like a trip to Mecca for the cycling, food and wine faithful. Nowhere else can you find such a mix of history, food and - what everyone needs on a holiday - a take-it-easy attitude.

A bicycle tour provides the best way to connect the dots because those two wheels changed the country.

They helped locals to build a nation in the Industrial era. Once known only locally Sangiovese wines spread throughout Italy with the help of the bicycle, then on to Europe and eventually the world.

On the bike, you can stop and put your foot down to smell the warm Tyrrhenian breeze blowing over rows of vines or spot a local to ask: 'Dov'eun buon trattoria qua vicino?' ('Where is there a good restaurant nearby?')

Getting started

Florence, known as the cradle of the Renaissance, offers a good base with its endless museums and monuments to visit Florence by Bike (www. florencebybike.it) rents bicycles for those who need them and if you want a guide, contact Riding with Cosimo (www.ridingwithcosimo.com).

Get The Leadout Newsletter

The latest race content, interviews, features, reviews and expert buying guides, direct to your inbox!

The truly cycle-minded must visit Filofficina (www.facebook.com/ biciepocafirenze) and its Eroica vintage bikes on the south side of town. Stay there for the day, finding a local bar to tuck into Brunello and porchetta cold cuts.

One popular restaurant in this artisan Oltrarno zone is II Santo Bevitore (www.ilsantobevitore.com) where, judging by the 'holy drinker' name, wine-lovers are served well.

Book one or two days ahead to ensure you have a spot. If ribollita - a Tuscan vegetable and bread soup - is not your thing then consider any dish with a lampredotto (tripe) sauce, for those who like adventure, or the famous bistecca Fiorentina (a healthy loin steak, served rare to medium-rare).

The Platinum Card ® from American Express ® offers worldwide travel insurance that covers you, your partner, your dependent children and your Supplementary Cardmembers. This comprehensive cover includes skiing, scuba diving and gap-year cover for children under 25, giving you support that offers peace of mind as you, or they, embark on that next adventure.

For more information and to apply for The Platinum Card click here .

Annual Fee £450. Terms and Conditions apply.

Important Information:

If you’d prefer a Card without any rewards, other features or a Cardmembership fee, an alternative is available – the Basic Card. Applicants must be 18 or over. Approval is subject to status and Terms and Conditions apply.

Terms and Conditions apply. Full details of the travel protection benefits currently available can be found in the Terms and Conditions at americanexpress.co.uk/PlatinumInsurance

Promoter: American Express Services Europe Limited is authorised and regulated by the Financial Conduct Authority.

From Florence

The rolling hills south of Florence towards Siena flow like a sea of green and golden waves. A challenging hill rewards you with a breathtaking view and descent to another wine valley.

Ride south through lmpruneta. Depending on your abilities, you could either go up through La Panca to Passo de Sugame then down to Greve or through Chiocchio to Greve. In Panzano, you'll be rewarded with a couple of great restaurants.

If you haven't indulged in a Fiorentina steak yet, now is your chance at the Officina Della Bistecca (www.dariocecchini.com). To start, share a carpaccio di culo and a bottle of II Molino di Grace Chianti Classico.

Back-track down the road to Lamole and turn up to Vignamaggio (www.vignamaggio.com) to stay for the night or if the steak gave you extra strength, push on to Radda. From Radda, you can decide to make it a two- or three-day tour.

Given the extra day, you can ride a loop around the Radda countryside. Cycle out towards Badia a Coltibuono (www.coltibuono. com), turning first to descend then climb to Castello di Brolio (ricasoli.com). A tour of the castle's gardens is a must with its wine tasting included.

Around Radda

Ride on to Carlino d'Oro (+39 0577 747 136), a simple and honest Tuscan trattoria with views of the rolling countryside. Pair a plate of tagliatelle and ragu with Brolio wine.

Dessert? The spectacular road down through San Regalo towards Pianella. At the main road, turn right and climb back through Gaiole to reach Radda.

Villa Campomaggio Resort & Spa (www.hotelvillacampomaggio.it) in Radda offers a perfect base for your trip. Its bar serves the best wines from the Val d'Arbia and Val di Pesa to accompany a light dinner.

Travel north on the third day via Castellina and the hilltop town of San Donato in Poggio. Just before San Donato, you can stop at one of the many wineries that offer tastings and have restaurants.

Try Casa Emma (www.casaemma.com), which is surrounded by Sangiovese and Merlot vines. Then continue through to San - Casciano to reach Florence. Once there take a seat outside a bar and reflect on the day.

Perhaps ask the owner for a dinner recommendation; chances are there is an authentic trattoria nearby.

Gregor Brown is based in Florence, writes for Cycling Weekly and covers major cycling races including the Giro d'ltalia and Tour de France

Thank you for reading 20 articles this month* Join now for unlimited access

Enjoy your first month for just £1 / $1 / €1

*Read 5 free articles per month without a subscription

Join now for unlimited access

Try first month for just £1 / $1 / €1

Gregor Brown is an experienced cycling journalist, based in Florence, Italy. He has covered races all over the world for over a decade - following the Giro, Tour de France, and every major race since 2006. His love of cycling began with freestyle and BMX, before the 1998 Tour de France led him to a deep appreciation of the road racing season. 

Patrick Casey got his chance to ride the Hell of the North after going through the Red Bull Junior Brothers programme

By Adam Becket Published 10 April 24

Riding on cobbles is fun - you should try and find the pavé in your town and go on a silly ride with a club

Looking for a winter getaway? Take a short hop to Gran Canaria where it's spring/summer conditions all year round

By Michelle Arthurs-Brennan Published 17 January 23

Nestled against the Swiss border, Morzine offers up a portion of French alps climbing with a side of off-bike resort entertainment

By Michelle Arthurs-Brennan Published 15 August 19

Looking for a spring getaway? Mainland Spain's coastline could be the answer...

By Michelle Arthurs-Brennan Published 26 March 19

For cyclists, there always seems to be one climb that has eluded them, and which figures highly in the imagination.

By Richard Windsor Published 25 March 19

Planning a trip abroad? Here's what you need to know about the law in top European destinations

By Michelle Arthurs-Brennan Published 22 March 19

Going for a quick getaway? Here are some suggestions...

By Michelle Arthurs-Brennan Published 26 February 19

The highest summit finish in Grand Tour history... Paul Knott headed to the Passo dello Stelvio to tick this bona fide bucket-list climb off his list

By Paul Knott Published 12 January 19

If you like climbing, you’ll love Madeira

By Paul Norman Published 22 November 18

Useful links

• Tour de France
• Giro d'Italia
• Vuelta a España

Buyer's Guides

• Best road bikes
• Best gravel bikes
• Best smart turbo trainers
• Best cycling computers
• Editor's Choice
• Bike Reviews
• Component Reviews
• Clothing Reviews
• Contact Future's experts
• Terms and conditions
• Privacy policy
• Cookies policy
• Advertise with us

Cycling Weekly is part of Future plc, an international media group and leading digital publisher. Visit our corporate site . © Future Publishing Limited Quay House, The Ambury, Bath BA1 1UA. All rights reserved. England and Wales company registration number 2008885.

• Meet our team
• Our direct offices
• Work with us
• Let's plan your next trip
• What to pack
• Cycle Tours in the Italian Alps
• Cycle Tours in the Dolomites
• Cycle Tours in Corsica

• Cycle Tours in Sicily
• Cycle Tours in Valle d'Aosta
• Cycle tours in Sardinia
• Cycle Tours in Lombardy

Epic Tuscany

• Epic Sardinia
• The North Sardinia Circle Tour
• Sicily's Baroque Ring Biking Tour
• On the Roads of Giro d'Italia in Sicily
• West coast Sicily by bike: In search of the 'real' island
• Sicily Circle Tour
• Epic Sicily
• Epic Corsica
• Italian Alps
• On the roads of Tour de France
• Como lake Bootleggers' paths
• A luxury journey along bootleggers' paths of Como lake
• On the roads of Giro d'Italia in the Alps
• Legendary climbs of the Alps
• Piedmont treasures
• Spectacular Climbs of the Dolomites
• Taste of Dolomites, an E-bike tour
• How to Book a tour
• Orobie Alps: a gem waiting to be discovered
• Bike rental in Lombardy
• Bicycle rental in Sardinia
• Daily guided rides in Sicily
• Bike fitting service

Biking tours in Tuscany

A region created to amaze cyclists.

• useful info

Welcome to Tuscany

Americans who visit Tuscany or Umbria love the landscape: the silvery olive groves, the fields of sunflowers, the vineyards, the stone houses and barns.

anthony Lewis

When it comes to history, art, culture, food, spectacular wines and amazing cycling tours, Tuscany is one of the most interesting parts of the world. While riding in this unique region of Italy, you will enjoy its incredible natural landscapes with scenic views. Towns, roads, vineyards and olive groves are integrated with the environment so that everything appears designed by the hand of a Renaissance artist. Along each of our road or gravel tours you'll be surrounded by natural and artistic masterpieces scattered through the whole territory. We're here to help you discovering this sophisticated part of Italy, full of uniqueness and unparalleled cycling background.

Meet Giovanni

Get in touch by email, phone or reserve a video call with us.

OUR CYCLE TOURS IN TUSCANY

• Days/nights:
• Guided € 1899
• Self guided € 1149
• Supported € 1899

Highlights from our rides

Because it's not just cycling

Wine tasting in Tuscany

Gravel cycling: a very Tuscany thing

Dante Alighieri

Via Francigena by bike

The land of exciting cycling events

Medieval hamlets

Thinking of visiting tuscany, find out why you should, when and where.

• Where to ride

When is the best time for cycling?

Tuscany is a large region and offers diverse conditions for cycling. The cycling season is quite long and runs from the beginning of April to the end of September. October can also be good, but as is the case everywhere, there may be some extra risk of weather variability.

Weather stability is best between late April and late June and again between late August and late September. The summer months (second half of July and August) are not the best time to tackle the hilly roads of Siena or Chianti, as the temperatures can make cycling uncomfortable: the Tuscan wine region, with its low vegetation, provides little shade for cyclists.

Traffic is never a critical problem, and we always choose the best and safest roads to reach the must-see places. Bars or restaurants along the way are never a problem: Tuscany is super touristic and services never shut down.

What's the best cycling area in the region?

Tuscany offers a lot. We can say that the areas around Lucca, Siena and Chianti are the first places to visit. The entire region, and these areas in particular, not only offer a large number of options for all levels of difficulty, but also allow you to enjoy one of the best assets of this Italian region: its dirt roads.

A paradise for cyclists who like to eat dust on a gravel bike, they are also absolutely enjoyable on a road bike and are in fact one of the most famous routes in the World Tour or amateur races: just think of the Strade Bianche for professional road racers or the Eroica in Gaiole in Chianti. The most typical roads in Tuscany are hilly, with an endless series of climbs and descents always with similar gradients, around 5-6%.

Where can I fly to?

Traveling to Tuscany is quite easy: Florence, the capital of Tuscany, is one of the most visited art cities in the world, making its airport a landmark, well-connected to many European or international destinations. To check connected destinations and how to reach major destinations from Florence airport, check the airport's website: https://www.aeroporto.firenze.it/en/

Another excellent option is to fly into Pisa airport. It covers many European destinations even with low fare flights and is very close to our headquarters in Lucca. Check out the airport's website: https://www.pisa-airport.com/en/

How are roads?

Asphalt quality varies from average to excellent. The strong agricultural vocation of this region means that heavy vehicles and tractors use the small roads, putting them under stress. This is not a widespread phenomenon and is not too worrisome. There are many roads that connect small rural towns and farms.

These are roads that run through some of the most manicured landscapes in the world, where every cypress tree or bush is there to create a breathtaking aesthetic.

This vast network of winding, slow-moving ancient roads offers many choices for cyclists to enjoy cycling on relatively traffic-free roads.

But remember that if you want to enjoy the roads where cycling was born, and totally free of traffic, there is an endless number of dirt roads that are also perfect for road riding.

Our tours are designed to explore the island using the most scenic, safe and fun roads, regardless of the time of year.

Weather and rainfall in Tuscany

• Need help? Let's Chat
• Design team / HQ / Sardinia Giovanni Online
• Design team / Sicily Simone Online
• Design team / Lombardy Daniele Online

Design team / HQ / Sardinia

Is there anything I can help you with?.

Design team / Sicily

Design team / Lombardy

We have (so far) four offices accross Italy. Contact us via email, call us or drop by.

Costa smeralda, italy-cycling | sardinia.

Via Vittorio Emanuele, 43 Quartu Sant'Elena, Cagliari

Italy-Cycling |Sicily

Italy-cycling | lombardy.

• +39 070 204 10 29
• How to book
• Booking conditions
• Cookie policy

• 14 Day Tour
• Cycling Tour
• Cooking Tour
• Walking Tour
• Tailored Tour
• Make Enquiry
• Confirm Booking
• Make Payments
• Terms and conditions
• Accommodation
• Testimonials

Australia (+61) 400 191 511

Italy (+39) 331 4253965

• Download brochure

[email protected]

Tours of Tuscany is Celebrating 10 Years!

More than just a holiday, live the dream in tuscany, experience the region as a local not a tourist, we offer the finest tours in tuscany.

Our leisurely cycling tour will meander through this beautiful land of vineyards, olive groves and stunning scenery with medieval villages in the distance shaping the landscape and mesmerising you to another time. Stopping for a picnic lunch or lunch at a local trattoria will energise the body for your onward journey. This tour combines your cycling passion with an authentic experience of the Tuscany highlights.

• Tuscan Villa Accommodation (one location)
• Cycle through the countryside of Tuscany
• Wine Tastings & Picnic lunches along the way
• Cooking Experience in Chianti
• Iconic locations & Medieval towns
• Authentic regional Food & Wine daily

Tour Experience

Quality of Amenities

Dining Experience

Quality of Accommodation & Grounds

Tour Locations

Important Information

• Pricing / Date
• Getting There
• Accomodation

Our leisurely cycling in Tuscany tour allows you to experience the Tuscan countryside in a unqiue way. Cycle through the hills and valley of Cortona, from Cortona to Lago Trasimeno and take the ferry across to Isola Maggiore, stopping for a picnic lunch in the olive groves or a wine tasting at a family run Cantina along the way. During this tour you will also experience the best of our 7 day Taste of Tuscany tour connecting you with the locals and indulging in traditional food and wine daily.

We transfer you to your accommodation and allow you to settle in and familiarise yourself with your new surroundings which will be “home” for the next 7 days. Dinner in Cortona.

Cortona Hillside Cycling & Township

Today we will spend the morning cycling the Hillside of the Medieval Cortona, the setting for the movie and book “Under the Tuscan Sun”. We will stop for lunch at a trattoria in Cortona to indulge in some regional dishes. After lunch you will have some free time to explore and get to know this beautiful township; Visit the many boutiques, art galleries, stroll to the “high point” and visit Chiesa di Santa Margherita, where the Saint’s remains are encased high on the altar. Return to the villa by bike or car mid to late afternoon for a little relaxation by the pool before dinner in Cortona.

Siena & San Gimignano

We travel to Siena, a visit to the spectacular Piazza del Campo, where the famous bareback horserace is held. Visit Il Duomo and The Mangia Tower or simply stroll the streets and enjoy the ambience and the various delights Siena has to offer, from the little food stores which offer lots of tempting treats to the beautiful stores offering hand painted ceramics and leatherware. From there we visit San Gimignano for the afternoon. This is a beautiful medieval township which really is a step back in time. This township houses many stores which offer a very broad range of painted ceramics as well as leatherware and alabaster. Two wonderful piazzas where you can simply stroll, visit a museum or climb a tower for a breathtaking view of the Val d’Elsa, or simply sit and enjoy a delicious gelato. Dinner in Cortona

Cycle Lake Trasimeno

Today we spend the day exploring the beautiful Lake Trasimeno by bike. Departing from Cortona we will ride approx. 15 – 20km before arriving at our lunch spot. We will then explore the lake area before catching a ferry across to Isola Maggiore where we will spend a few hours. There will be the option to then ride back to Cortona or to be picked up by car. Dinner in Cortona

Tour Free Day

Today you may choose to “stay in” enjoy the pool and relax. Alternatively you may choose to visit a local township where you can spend the day “exploring”. We will arrange transportation to and from our local train station. Dinner in Cortona.

Chianti & Cooking Experience

This morning we will head towards the Chianti area and spend the morning with Laura in a 15th century Italian Cottage where she will impart her knowledge and passion of cooking. During the course of this day we will interact with the winemakers of this family run establishment. Lunch will be enjoyed overlooking the spectacular undulating landscape of vineyards and olive groves.

Location for dinner will be decided on the day.

Cycle Montepulciano Countryside

Spend the day exploring the stunning countryside of Montepulciano. We will ride to a local Vineyard where we will meet the wine makers, and of course enjoy a wine tasting & lunch. Return to the villa mid afternoon. Dinner in Cortona

After a leisurely breakfast we transfer you to the local train station for your onward travels.

INTERNATIONAL CLIENTS

Tour Cost: USD $3,895 per person, twin share.

Single Occupancy : USD $300

TOUR SCHEDULE 2018 TOUR DATES

Available for commencement every Saturday through to 8th September. Minimum 2 participants required for departure.

2019 TOUR DATES Available for commencement every Saturday from 4th May through to 7th September. Minimum 2 participants required for departure.

Chat to us more if you are looking for a tour outside these dates

Tour cost includes:

• Accommodation for 7 nights’ in a Tuscan villa (one accommodation for the duration of the tour) with all modern facilities and a fantastic swimming pool with stunning views of the surrounding countryside and the Medieval township of Cortona on the hilltop. The apartments within the villa are fully self-contained and will be entirely for your use, either one, two or three bedrooms, spacious living area and fully equipped kitchen, bathroom and laundry facilities.
• Bi-Lingual Hosts for the duration of your tour
• 5 day tours to itinerary locations
• All breakfasts (continental)
• Welcome pack of local delicacies and seasonal fruit
• Complimentary bottle of wine & beer
• 5 Light lunches (eg.pizza/panini/ salad)
• 7 dinners (a-la-carte) at a local trattoria or restaurant. Wine included with dinner
• Bikes and helmets for cycling days
• Drink Stops for cycling days
• All travel to and from tour locations as detailed on itinerary
• Ferry tickets for travel to Isola Maggiore
• Wine tasting at selected vineyards/ establishments
• Maps for all itinerary locations
• Transfers to local train station or Cortona on tour free days
• Transfers to and from the local train station on your arrival and departure days
• Free access to Wi-Fi at the villa

What is not included in tour cost:

• All items not detailed in inclusions
• Personal spending
• Tickets for museums/monuments
• All transfers other than to the local train station

TOUR BEGINS – CORTONA

We are located near Cortona; 2.5 hours by regional train from the main train station in Rome (Roma Termini) and 1.5 hours by regional train from the main train station in Florence (Santa Maria Novella).

PRIVATE TRANSFERS TO AND FROM THE VILLA:

Please contact us for prices.

TRAIN TRAVEL TO THE VILLA:

If you are already in Italy connection to either Roma Termini or Firenze Santa Maria Novella train stations is easily accessible via other train stations.

Either of these two major cities are a good option for your arrival into Italy and then travel to our location. We will meet you at our local train station Camucia-Cortona and will transfer you, via vehicle to the villa, which is a short drive into the countryside.

Arrival from Rome Airport:

• Take the Leonardo Express Train from Rome Airport to Roma Termini Train Station
• (This is a 30min journey and will cost approximately 15 Euro)
• From there take a regional train to Camucia-Cortona
• (This is a 2.5hr journey and will cost approximately 15 Euro)

Arrival from Florence Airport:

• Take the bus that goes to Firenze Santa Maria Novella Train Station
• (This takes approximately 30mins and will cost approximately 15 Euro)
• (This is a 1.5hr journey and will cost approximately 13 Euro)

Located in the valley, near the historical centre of Cortona (approx. 10km), the accommodation, a Tuscan villa with old world rustic charm, is your home base for the duration of the tour. Unpack, settle in to your own private apartment and commence your Tuscan experience.

Set on wonderful grounds with a spectacular pool and all modern facilities, including laundry, it overlooks the Val di Chiana and the historical centre of Cortona. On your tour free days take advantage of the country setting, pick fruit from the trees, stroll through the lush Italian countryside or simply enjoy reading a book by the pool under the Tuscan sun.

Learn More About Accommodation >

Enquire About this Tour

• Full name *
• Where did you hear about us? * Where did you hear about us? Word of Mouth Facebook Ad Google/Search Engine Social Media Other

Share with a friend

A taste of Tuscany

Soggiorno in tuscany, flavours of tuscany, tuscany on a vespa, walk in tuscany.

After travelling through Europe for four weeks and having some amazing experiences like witnessing the July 14th fireworks at the Eifel Tower, and standing on snow-capped Alps, we didn’t think our trip could get any better. But we were wrong! Spending a week in a beautiful Tuscan Villa, with magical views and two fantastic hosts, has definitely been a highlight. Ines & Monique took care of everything and nothing was too much trouble. Thank You Monique & Ines for an unforgettable week in beautiful Tuscany.

- Linda & Paul - Australia

We had a magic week with Ines & Monique. Everything was provided for and we enjoyed our travels in Tuscany. We would come back any day. Try it!

- Jenni & Lawrie - Australia

1086/340 S Lemon Ave - Walnut CA 911789, USA 21 Christine Avenue, Eltham 3095, Victoria. Australia

Australian Company. Registration No. ACN 130 860 089

Copyright 2024 - Tours of Tuscany Pty Ltd - All rights reserved.

Privacy Statement | Disclaimer | Web Design by GMG Web

Get in touch with us

Alternatively, fill in the form to enquire about our tours

•  +39 3288264014
•   [email protected]

• Self guided bike tours in Tuscany
• Bike Tours in Tuscany

Tuscany Bike Tour - Self Guided

Enjoy a real cycling adventure in Tuscany, experience the rolling hills and medieval hill top towns. You will cycle through the paradise of Tuscan landscape and explore the region including Val d’Orcia, Pienza, Montalcino and Chianti.

Bike Tour of UNESCO sites

Cycling tour to discover four of the UNESCO world heritage sites in Tuscany and ride surrounded by beautiful views. Discover the city center of Siena, San Gimignano and Pienza, the Val d'Orcia region.

Tuscany Gravel Bike Tour

Self-guided gravel bike tour to discover the most authentic part of Tuscany, riding on secondary and best gravel roads of the region.

Self-guided bike tour from Florence to Siena

3 days bike tour where you will discover the history of Tuscany, cycling all the way from Florence to Siena through San Gimignano and Chianti region.

Strade Bianche Bike Tour

Discover the route of the Strade Bianche professional race in 2 days from Siena, the Northern Classic in the South of Europe.

Via Francigena bicycle trip from Lucca to Siena

4 days bike trip to discover the Via Francigena from Lucca to Siena, cycling through country roads and woods, always surrounded by the typical Tuscan hills.

Via Francigena bicycle tour from Siena to Rome

Discover the Via Francigena pilgrimage route by bicycle, with a beautiful bike trip from Siena to Rome biking through the Val d'Orcia region and Bolsena Lake.

Via Francigena bicycle trip from Lucca to Rome

Bike trip to discover the Via Francigena route from Lucca to Rome in 8 days, cycling surrounded by different landscapes each day, crossing medieval villages and UNESCO protected sites.

Terra Eroica Bike Trip

Bike trip to discover the routes of terra eroica, pedaling on the historic routes of L'Eroica Gaiole and Eroica Montalcino.

Permanent route of L'Eroica in 3 stages - Self Guided

Discover the adventure of L'Eroica all year round, riding along the Permanent Route and the best region of Tuscany. The route is long 209 km in the heart of the Terre di Siena region, through Chianti, Crete Senesi and Val d'Orcia.

• Small Group Bike Tours 2024
• Guided bike tours in Tuscany
• Permanent route of L'Eroica

Via Francigena by bicycle

• Weekend bike tours
• One Day Bike Tours in Tuscany
• Wine e bike tours

Registration to L'Eroica 2024

Look at the travel packages with guarante...

Strade Bianche 2024

Ride like a pro on the Strade Bianche of ...

TripAdvisor

Thank you for your review on TripAdvisor!...

The Via Francigena Route passes through u...

You are using an outdated browser. Please upgrade your browser .

City bike Florence tour

City bike Florence tour   Don’t be a tourist, be cool!  Skip the bus that can only take you down

Touring bicycle rental Florence

Touring Bicycle rental Florence Tuscany Cycle is your touring bicycle rental Florence! The shop is located in the city center

Tuscany Bike Tour

Our Tuscany Bike Tour is the perfect option for visitors seeking a fun and exciting tour in the beautiful Tuscan countryside.

Florence Cooking Class

Florence Cooking Class     Our Florence Cooking Class takes place in the heart of the Tuscan countryside at an ancient private

Tuscan Off-Road Wine Tour

Tuscan Off-Road Wine Tour Looking for the adventure, but want to sit back and enjoy the scenery a little bit

Wine tasting tour Florence

Wine tasting tour Florence An authentic wine tour at a private family-run winery in Tuscany Join us in the Chianti

Half-Day Tuscany Vespa Tour

The Half-Day Tuscany Vespa Tour offers you the possibility to experience the beauty of the Tuscan countryside and the adrenaline of the Vespa, even if you don't have time for a full-day tour!

Sunset Vespa Tour in Tuscany

Sunset Vespa Tour in Tuscany   An Adventure on Italian Wheels   In addition to our Tuscany Vespa Tour, you can

Tuscany Vespa Tour

Welcome to Tuscany Vespa Tour Escape from Florence and the crowds                  

Tailwind on every ride? – See e-bike trips

Book your fall training now – see Ride Camps

European Classic booking fast – see the trips

• Request a Catalog
• 866-464-8735

Select Date Range

Modal title, popular searches.

California Wine Country Bike Tour

Croatia and The Dalmatian Coast Bike Tour

Mallorca 7-Day Ride Camp Bike Tour

Tuscany Bike Tour

Tuscany 3-Day Weekend Self-Guided Bike Tour

Val d'Orcia — Explore the beating heart of the Tuscan countryside

Tour Duration

Self-Guided

Activity level.

Hotel Level

Trek Domane SL 7 Gen 3 Trek Electric-Assist Verve+

Starting from

$ 1,199.00 per person

Have a question?

Enjoy a weekend getaway in Tuscany on this self-guided bike tour for a taste of unparalleled riding, exquisite landscapes, and culinary delights.

Discover for yourself the incomparable beauty of Tuscany's Val d'Orcia on a trip perfectly designed for those seeking an adventure at their own pace. Ride through iconic landscapes with cypress-lined roads and rolling hills, and indulge in the world-renowned wines and cuisine known for its authenticity and freshness. As you explore by bike, let the tranquil beauty of ancient farms, vineyards, and valleys envelop you, creating cherished moments. Our 3-day curated itinerary offers flexibility and the freedom to choose, promising an experience filled with simplicity and the serenity of the Tuscan landscape. Learn more about Self-Guided trips and if they're right for you » Also see our 5-day Tuscany Self-Guided bike tour »

Ride along quiet roads lined with cypress trees in the beautiful Tuscan landscape

Stay in a historic property which has been transformed into an elegant and charming hotel

Explore the unique cultural landscape of Val d'Orcia designated a UNESCO World Heritage Site

Pamper yourself with the world-famous Brunello di Montalcino wine and the noble 'vino nobile' di Montepulciano

Indulge in fresh Tuscan pasta dishes and discover local pecorino cheese

Vineyards sprawling across hillside in Tuscany

What Guests are Saying

All was great. Traveling without the hassle of bikes was worth every penny. Having the routes pre-loaded made for ease when unsure where to go ride safely.

Liz, Trek Travel Guest

The rides were phenomenal. Great conditions, great views, great challenges, all very rewarding. Even with selecting the long option ride, I still found the balance of down time to be great. There's enough flexibility within to make the trip YOUR OWN trip. Excellent job.

Carolyn, Trek Travel Guest

The place was fantastic and couldn’t have been more comfortable and enjoyable.

Jeff, Trek Travel Guest

The staff at the Palazzo del Capitano were top notch! We loved our rooms and the amenities. Breakfast was fabulous.

Peggy, Trek Travel Guest

Could not imagine a more perfect place to stay. In the middle of the village, the history of the buildings and the hotel, the picturesque surroundings, lots of restaurants, perfect start for the routes, and large comfortable, updated, functional rooms. Breakfasts were very good, restaurant was unforgettably unique. Restaurant service was great.

Elaine, Trek Travel Guest

Loved this hotel and the friendly and helpful staff! Accommodations were excellent, setting was lovely, breakfast was delicious and efficient. So fun to have drinks and snacks in the garden.

Diane, Trek Travel Guest

San Quirico to San Giovanni d'Asso Loop

The 'Crete Senesi' offers one of the most photographed rural landscapes in the world: cultivated fields crossed by rows of cypresses and unparalleled views.

Dates & Pricing

Book early for the best price

Join Waitlist

Limited Availability

April 20-22, 2024 limited availability.

Hotels you`ll stay at on this date:

• Hotel Villa Liberty

Available bikes:

• Trek Electric-Assist Verve+ 3

$ 1199.00 per person

Double Occupancy

Single Occupancy from: + 499.00

May 11-13, 2024 Limited Availability

• Trek Domane SL 7

June 8-10, 2024

June 15-17, 2024, june 29-july 1, 2024, september 7-9, 2024, september 14-16, 2024 limited availability, september 21-23, 2024, september 28-30, 2024, october 12-14, 2024 limited availability, april 19-21, 2025, $ 1299.00 per person, april 26-28, 2025, may 3-5, 2025, may 10-12, 2025, may 17-19, 2025, may 24-26, 2025, may 31-june 2, 2025, june 7-9, 2025, june 14-16, 2025, june 21-23, 2025, june 28-30, 2025, september 6-8, 2025, september 13-15, 2025, september 20-22, 2025, september 27-29, 2025, october 4-6, 2025, october 11-13, 2025.

You have another booking already in progress

Booking a new trip will cancel all of your previous booking progress. Continue your previous booking or proceed with your new booking.

Arrival / Departure

Where to Arrive

Amerigo Vespucci (Florence) Airport (FLR)

Pick-up location :

Villa Liberty Boutique Hotel, San Quirico d'Orcia

Pick-up time :

Where to Depart

Drop-off location :

Drop-off time :

Additional Arrival Information

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Florence’s Amerigo Vespucci Airport (FLR) and rent a car for the duration of the trip. Most major rental car companies are available at FLR. Advance booking is recommended. If you are not renting a car, the Florence airport is about three miles from the town center. You can take a taxi (approximately €20) to the centre of town, or a bus which departs hourly. From Florence (Santa Maria Novella train station) there are frequent direct trains to Siena. The trip takes about 90 minutes and a one-way ticket costs about ten euros. Italian train schedules can be found on www.TrenItalia.com .

The trip takes place in the Tuscan countryside that is not well served by public transportation. For this reason, if you have not rented a car, we suggest you take a taxi ride from Siena to San Quirico d'Orcia. A private transfer from Siena to San Quirico takes about one hour and costs approximately €150. We suggest you contact our local driver ahead of time to arrange the transfer. Our Trip Consultant can provide you with our recommended local contact information.

Your Trek Travel host will meet you at your trip hotel Villa Liberty (Via Dante Alighieri, 119, 53027 San Quirico D'orcia SI) at 11:00 AM on the first day of the trip. Depending on the number of guests booked for your departure date, it is possible we will ask you to shift your meeting time by approximately 30 minutes. Please have your riding gear readily accessible to avoid having to unpack your luggage. After a trip overview, you may change into your cycling gear where you will then be fitted to your Trek bike ensuring you will be comfortable for the week. Following a safety talk and a review of the details of the route, you'll begin your ride through the Tuscan countryside.

If you will be late for the meeting or are going to miss it altogether, please inform your host. You will receive an email a week before the trip start with their name and contact details. If you cannot reach them, please call our hotel, Villa Liberty (+39 0577 899028) and leave a message with your expected arrival time and contact details.

Additional Departure Information

Your Trek Travel host will meet you at 12:30 PM at the trip hotel to take your bike and equipment before your departure. The hotel staff will be happy to reserve a taxi for you for Florence or other destinations. The trip to the airport in Florence takes approximately two hours. Please allow adequate connection time for any ongoing travel to accommodate possible traffic delays.

Day 1 Welcome to the breathtaking landscape of the Val d'Orcia

Welcome to the breathtaking landscape of the Val d'Orcia

Meet your Trek Travel host at your hotel, Villa Liberty, located in the heart of the medieval village of San Quirico d’Orcia. They'll give you a brief orientation of the adventures ahead and will fit you to your Trek bike, ensuring you total comfort on your bike for the week. Then, it's off on your first self-guided adventure in the enchanting landscape of the Val d’Orcia, famous for the unique and pristine views where cypress-lined country roads have become the... Meet your Trek Travel host at your hotel, Villa Liberty, located in the heart of the medieval village of San Quirico d’Orcia. They'll give you a brief orientation of the adventures ahead and will fit you to your Trek bike, ensuring you total comfort on your bike for the week. Then, it's off on your first self-guided adventure in the enchanting landscape of the Val d’Orcia, famous for the unique and pristine views where cypress-lined country roads have become the worldwide representative image of the Tuscan countryside. Your first stop is the tiny medieval spa town of Bagno Vignoni, where you can dip your toes in the famous thermal springs and take pictures of the Roman baths located right at its center. Continue this scenic loop with a gentle climb up to Pienza, a UNESCO Site renowned for its charming Renaissance architecture and its connection to Pecorino cheese, a traditional Italian cheese with deep roots in the region. Wander through its streets and grab the best gelato at “Buon Gusto” before cycling at your leisure back to your hotel. Take some time to relax, perhaps with a glass of wine, and afterward we suggest you walk to our favorite restaurant in the heart of San Quirico to enjoy your first Tuscan dinner! Read More

Villa Liberty

Meals included

Highlight of the Day

Visit Pienza

Stroll through this UNESCO heritage site with an ice cream in hand and get a photo from one of the amazing viewpoints of the valley below!

Ride Options

Ride Option 1

TODAY'S RIDE:

San Quirico to Bagno Vignoni to Pienza Loop - Approximately 19 mi | 30 km and 1,458 ft | 444 m

TODAY’S ACTIVITY:

Visit a Roman Thermal Spa Town

Day 2 Montalcino, home of the finest Italian wines, Brunello DOCG

Montalcino, home of the finest Italian wines, Brunello DOCG

This morning’s route lifts you high above the Val d’Orcia, a vista dotted with rolling hills blanketed with vines and rows of the ubiquitous cypress trees. There are three riding options of different lengths available for you today, so feel free to choose the one that suits you best. After passing by the spa town of Bagno Vignoni, you will ride up to Castiglione d’Orcia, admiring the remains of what was once the mighty Rocca Aldobrandesca, a fortress that domi... This morning’s route lifts you high above the Val d’Orcia, a vista dotted with rolling hills blanketed with vines and rows of the ubiquitous cypress trees. There are three riding options of different lengths available for you today, so feel free to choose the one that suits you best. After passing by the spa town of Bagno Vignoni, you will ride up to Castiglione d’Orcia, admiring the remains of what was once the mighty Rocca Aldobrandesca, a fortress that dominates the village. Your first stop today will be the renowned Abbazia di Sant’Antimo, a monumental 12th-century Romanesque abbey, where if you're lucky, you may arrive in time to hear the magical yet haunting choral harmonies of the monks' Gregorian chants! Your lunch destination is the walled village of Montalcino with its 14th-century fortress and steep cobblestone streets that dominate the surrounding countryside. Here you can discover the delights of Brunello wine, one of the finest Italian varietals, and enjoy lunch at your leisure at one of Montalcino’s many trattorias. When you're ready, cycle back to San Quirico along winding roads and relax at the hotel before selecting a local bistro in town from the curated list of Trek Travel recommendations. Read More

Discover the delights of Brunello wine

Brunello di Montalcino is considered to be one of the finest Italian varietals and your lunch stop in the walled village of Montalcino is th... Brunello di Montalcino is considered to be one of the finest Italian varietals and your lunch stop in the walled village of Montalcino is the perfect opportunity to taste it. Choose from one of Montalcino’s many trattorias where you can opt for a wine tasting on its own or paired with each course of your lunch! Read More

San Quirico to Montalcino Loop - Approximately 33 mi | 53 and 3,886 ft | 1,184 m

Ride Option 2

SHORT OPTION:

San Quirico to Monticchiello Return - Approximately 20 mi | 33 km and 1,494 ft | 455 m

Ride Option 3

AVID OPTION:

San Quirico to Monticchiello to Montalcino Loop - Approximately 48 mi | 77 km and 4,824 ft | 1,470 m

Visit the Abbazia di Sant’Antimo

Day 3 Pedal through the moonscape of Crete Senesi and the sun-drenched Tuscan countryside

Pedal through the moonscape of Crete Senesi and the sun-drenched Tuscan countryside

Close out your Tuscany self-guided bike tour by riding through a truly dramatic landscape called Crete Senesi, following winding ribbons of road into gently undulating terrain. Here vineyards and olive trees give way to cultivated fields crossed occasionally by rows of cypress trees and a few solitary farmhouses. Enjoy the feeling of peace conveyed by this stunning landscape often described as lunar due to the dramatic colors of the clay-dense soil. If time allows, ... Close out your Tuscany self-guided bike tour by riding through a truly dramatic landscape called Crete Senesi, following winding ribbons of road into gently undulating terrain. Here vineyards and olive trees give way to cultivated fields crossed occasionally by rows of cypress trees and a few solitary farmhouses. Enjoy the feeling of peace conveyed by this stunning landscape often described as lunar due to the dramatic colors of the clay-dense soil. If time allows, we suggest you take the avid option to Asciano, pedalling through meandering roads overlooking the surrounding ridges on an other-worldly route. A late check-out time (at 12:00 PM noon) will allow you to be back at the hotel in time to take a shower before you bid your farewells. Your Trek Travel host will meet you at the hotel at 12:30 PM to take your bike and say arrivederci before you leave for Florence or other destinations. Read More

Ride through the Crete Senesi moonscape

The Crete Senesi, the badlands of Tuscany, offer some of the most dramatic views of the week. At once barren and stunning, the sprawling exp... The Crete Senesi, the badlands of Tuscany, offer some of the most dramatic views of the week. At once barren and stunning, the sprawling expanse of undulating fields will make you get off your bike to take a photo or to simply marvel at the natural landscape Read More

San Quirico to San Giovanni d'Asso Loop - Approximately 26 mi | 42 km and 2,539 ft | 774 m

San Quirico to San Giovanni d'Asso to Asciano Loop - Approximately 43 mi | 69 km and 4,425 ft | 1,349 m

Print full itinerary

View full itinerary to print.

Rider Information

Rider Level: 3

Terrain: Hilly

The terrain is consistently hilly. Every day the routes will feature hills as many of the towns you stop at sit atop hills. The ascents are not exceptionally steep, however they are often upwards of five kilometers long, and along narrow and winding roads. Our Tuscany Self-Guided Bike Tour is best suited for our Level 3 Riders. For those eager to experience every mile but mindful of their physical limits, our electric bike option offers a comfortable and enjoyable solution. Level 4+ Riders will enjoy the extra mileage the avid route options offer.

Daily Average

26 miles | 42 kilometers

78 miles | 126 kilometers

2,633 feet | 802 meters

7,901 feet | 2,408 meters

There are a variety of non-riding options on this trip for riders who want to take the afternoon off or travel companions who want to spend little or no time in the saddle. Non-riders are welcome on a Self-Guided trip if they are staying in the same room with a riding guest. Non-riders will be offered a $500 discount from the trip price. Please contact a trip consultant for details and to book a non-riding companion. Some of these options may need to be scheduled before your trip—please contact one of our Trip Consultants for more information. Except as specified in the itinerary, expenses and transportation to these activities are not included in the trip price. Some non-riding options on this trip are:

• Shop and explore the medieval villages of Pienza, San Quirico, Montalcino, and Montepulciano
• Relax by the pool in the hotel's beautiful gardens
• Stroll through quaint medieval villages
• Enjoy a wine tasting of the renowned Brunello wine in the heart of Montalcino
• Experience an olive oil tasting tour
• Take a traditional Tuscan cuisine cooking class

On a self-guided tour you need to feel comfortable changing a flat, as this is a common event when cycling. All self-guided trips include Ride With GPS, which is like having a personal guide in your pocket! You'll get turn-by-turn directions and recommendations from Ride With GPS, plus the you'll have the added navigation support of a Garmin GPS. In the rare case of a bicycle breakdown or mechanical issue beyond a simple repair, your Ride With GPS app will have detailed contact information with emergency phone numbers to call for assistance. Learn more about our Self-Guided Bike Tours .

• Up to three daily route options
• Ride With GPS app loaded with emergency phone numbers and local suggestions
• Pre-loaded routes on a Garmin GPS

Villa Liberty is an elegant 4-star boutique hotel set in an ancient Renaissance villa with bright and spacious communal areas. The rooms are a perfect blend of Tuscan tradition and modern luxury, decorated with exclusive works of art. Instead of a fully dedicated wellness area, the spa’s features are scattered throughout the property in the heart of charming San Quirico d’Orcia. There is also access to a wonderful outdoor pool surrounded by tranquil gardens where you can relax after the ride. Breakfast is served at the hotel’s own traditional trattoria “Al Vecchio Forno” within short walking distance from the accommodation.

Bikes & Gear

Trek Domane SL 7 Gen 3

Trek’s continuous innovation has led to one of the best bikes on the road – a light weight, stable, and technologically advanced machine to make even the hardest roads seem easy. The Domane SL 7 Gen 3 is a beautiful high-performance endurance road bike with wireless electronic Ultegra Di2 12-speed drivetrain for lightning-fast precision shifting in any conditions. The combination of the carbon frame with front and rear IsoSpeed, carbon wheels that come stock on the bike, and hydraulic disc brakes keep it smooth, safe, fast, and most importantly, fun!

Trek Electric-Assist Verve+

Fun from the first pedal stroke, our e-bikes give you the boost you want to venture further on your bike tour. With its low-step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain, with energy to spare.

Additional Gear

• Trek Travel water bottles to keep
• Bontrager saddle
• Bontrager helmet
• Bontrager front and rear Flare R lights
• Garmin Edge 830 or 1030 GPS computer with pre-loaded routes
• Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
• A flat pack containing a tube, levers, and a CO2 cartridge with inflator
• For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and your host will install your gear on the first day during your bike fit.

Trip Inclusions

• Two nights of accommodation at one handpicked hotel
• Daily breakfast
• Daily lunch and dinner recommendations
• Up to three daily route options on riding days
• A bike lock, all necessary chargers and a floor pump
• Bike fit on the first day to help you find your optimal riding position
• Ride With GPS Experience on your phone to get all the information you need on your self-guided adventure

• Airfare and transportation to and from the trip meeting/departing locations
• Lodging before and after the trip
• Personal items purchased during the trip
• Optional activities not scheduled by Trek Travel
• While we provide daily breakfast, the other meals are not included. On self-guided trips, Trek Travel provides restaurant recommendations and invites you to explore the local cuisine at your leisure
• Trek Travel jersey's are not included on our Self-Guided bike tours but they are available for purchase. Visit our Trek Travel Online Shop to see your options.

Guide Gratuities

For self-guided bike tours you are welcome to thank your host (preferably in the local currency) with a gratuity based on their level of professionalism and service.

Additional Details

Your Day. You Decide.

Our self-guided vacations are designed to fit all types of travel styles. Whether you like to spend your time relaxing or on a non-stop adventure, you get to decide what your day looks like. Choose your mileage, itinerary, and experience level and leave the rest to us!

Your Trip Need to Knows:

• We do our best to avoid busy roadways as much as possible, however, urban riding and sections of busy roads are unavoidable for some segments of your rides.
• It’s a good idea to carry cash when visiting some of Tuscany’s smaller villages and for paying for small items like coffee. You’ll be amazed at the quality of coffee you can get for just a few euros.
• Expect slower service in restaurants and cafés in Tuscany. Be aware that meals usually take a little longer and are traditionally multiple courses.

Before and After Your Trip

Siena, Italy

One of Italy's medieval jewels, Siena is a labryinth of rambling red-brick lanes. Siena's heart is its central piazza known as Il Campo, a shell-shaped square dominated by the red Palazzo Pubblico and its tower, Torre del Mangia. Admire it from below or climb over 500 steps to the top to enjoy a wonderful view—this is one stop you don't want to miss in Siena. Piazza del Campo is known worldwide for its architectural beauty and its particular "shell" form. Another unmissable highlight is the stunning Gothic Duomo full of treasures, including its marble pavement, Piccolomini library frescoes, and incredibly ornate interiors. We recommend the following accommodations for your pre-trip hotel:

Where to Stay

Hotel Athena

This 4-star hotel is nestled among the heart of the old town, with the cathedral and Piazza del Campo only steps away. It has been designed with luxury and rustic sensibility in mind, as each room comes equipped with a range of modern amenities. Enjoy panoramic views of the Tuscan countryside from a rooftop terrace adjacent to the hotel bar. www.hotelathena.com

Grand Hotel Continental Siena

Set in a 17th-century building, this luxury 5-star hotel is located in the historical center of Siena, 250 meters from Piazza Campo square. It offers elegant rooms with frescoed ceilings and period furnishings. With treasured artwork, rooms and suites feature porcelain and Travertine marble details, and original Tuscan terracotta floors. The elegant Sapordivino restaurant offers gourmet traditional cuisine, while at the Lounge Bar by Sapordivino guests can enjoy an aperitif or cocktail. www.starhotels.com

Palazzo Ravizza

This historic 3-star hotel is a family-run property in the heart of Siena, offering elegant rooms with characteristic 1920s furnishings. All rooms are different in size, and furnishings vary from frescoed walls or ceilings to terracotta floors. Some rooms have views of the garden or the hills surrounding Siena. www.palazzoravizza.com

Florence, Italy

Florence is the majestic heart of Renaissance art and intellect. Several days can be spent wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Along with the Duomo and Ponte Vecchio, the Uffizi gallery, a pillar of the Renaissance and Medici eras, merits a visit. Michelangelo's David in the Galleria dell'Accademia is not to be missed. Keep in mind while exploring Florence that opening hours vary and are quite often inconsistent. Different museums are open on different days and lines can be very long. It’s worthwhile to pay a few extra euros and pre-book your tickets—this will enable you to bypass long lines of visitors at the entrances. We recommend the following accommodations for your post-trip hotel:

Eurostars Florence Boutique

This boutique hotel is a true masterpiece of hospitality, a historic palazzo restored and converted into a 4-star hotel, just 50 steps from the River Arno and a 10-minute walk into the heart of Florence. Discover the magic of Florence on two wheels with their fleet of Trek bikes or admire stunning city views from the rooftop terrace. www.eurostars-florence-boutique.com

Hotel Il Guelfo Bianco

This patrician home of the 16th century is close to the old market in the heart of downtown Florence, just a short walk to the Cathedral and principal museums. This 3-star hotel recently re-opened its doors to guests after having undergone a complete restoration. The Renaissance architecture and the refined furnishings reflect the Florentine character. www.ilguelfobianco.com

Hotel Montebello Splendid

The Hotel Montebello Splendid is an elegant 5-star, boutique hotel located just 10 minutes walk from all the main monuments and points of interest in Florence. Take advantage of their concierge services to plan your stay in Florence to the last detail. www.palazzomontebello.com

Average monthly temperature and precipitation

Packing and Weather

Spring and fall in Tuscany are usually clear and sunny, with warm daytime temperatures (75F-90F/24-32C) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Summers are hotter with higher daytime temperatures (80F-95F/27-35C) and evening temperatures 10 degrees cooler. Rain is always a possibility, so be prepared with wet-weather gear in order to best enjoy your vacation. View our Packing List

Ready to book?

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

What happens once I book?

When a trip is booked, a guest confirmation letter is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know before you go. Once you arrive at your destination, your Trek Travel host will brief you on the day-to-day plan for the trip and give you an overview on the daily route information and detailed maps within the Ride with GPS app. Your host will also review with you the preloaded Garmin GPS computer that allows you to ride with complete confidence and independence.

What if I have to cancel my trip?

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Travel Protection

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

Travel Services

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Single Supplement

Your Self-Guided trip price is per person based on two guests sharing a room. If you are a solo traveler or if you want to stay in your own private room while traveling with other people, you will have a Single Supplement Fee added to your trip price at the time of booking.

General Self-Guided FAQs

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See Self-Guided FAQs

Similar Trips

Prosecco Hills 3-Day Weekend Self-Guided Bike Tour

 Compare

Tuscany Gravel Bike Tour

Girona 3-Day Weekend Self-Guided Bike Tour

Lago Maggiore Self-Guided Bike Tour

Tuscany Self-Guided Bike Tour

Guaranteed trips.

Our trips are guaranteed to run once we have one confirmed booking on the trip.  Click here to view our full guarantee policy .

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more .

What are your trip styles?

Classic - reserve:.

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Train like the pros in some of their favorite riding destinations.

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Enjoy a bike tour on your schedule with just your chosen travel companions.

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date? Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate luxury:.

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Road : 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Road : 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Road : 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Road : 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 3-5 hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself

This website uses cookies to ensure you get the best experience on our website.

Everything is Ready in Pontedera for the Vespa World Days 2024

Everything is Ready in Pontedera for the Vespa World Days 2024 (Vespa/)

Vespa Press Release:

With a week to go before kick-off, everything is ready for the 2024 edition of the Vespa World Days .

The most spectacular Vespa rally in the world, held for the first time in Pontedera - the town where Vespa was founded and the site of its manufacture since 1946 - promises to be one of the grandest in its seventy-year history, which began with the first event back in 1954 in Paris .

Fans representing thousands of Vespa Clubs (with 660 in Italy alone) will flock from countries including Australia, Canada, Japan, the US, Saudi Arabia, Vietnam, the Philippines, China, Pakistan, Argentina, Chile, Colombia, Ecuador, Hong Kong, Indonesia, Kuwait, Morocco as well as all the European nations .

Indeed, the eight thousand places available for the parade on Saturday 20 April - the most spectacular event of the rally, which is set to pass through some of the most beautiful places in Valdera - sold out in a flash! It promises to be an incredible sight , stretching for more than 10 kilometres , with the officially-registered Vespas joined by thousands more, many already on their way to Tuscany.

Furthermore, during the Vespa World Days, the Piaggio Museum in Pontedera will be celebrating 140 years of Piaggio , which was founded in 1884, with a major exhibition entitled “Vespa all over the World” : brimming with spectacular original material form the Piaggio Historical Archive, it tells the story of Vespa’s spread around the world, tracing the history of its early internationalisation between the late 1940s and the 1960s. Through the reconstruction of an imaginary global assembly line, and thanks to the generosity of the collectors who have lent the exhibition a number of very rare original models , produced and outfitted all over the world, the objects on display narrate the story of the thousands of roads travelled by Vespa, which was being assembled and sold on all continents soon after its conception - decades ahead of the advent of globalisation.

The museum auditorium will also be the venue for the Meet & Greet events for Vespa fans, who will be able to hear about the history and origins of the Vespa, directly from those responsible for designing and manufacturing this icon.

The ultra-modern Piaggio factory where the Vespa was born will be open to the public on Saturday 20 and Sunday 21 April, with no less than 128 special tours reserved for the Vespa enthusiasts who have registered for the rally, on board comfortable electric trains.

For all four days of the event, the Vespa Village in Piazza del Mercato in Pontedera will be at the heart of the action. Here, visitors will be able to find a food and beverage area as well as several exhibition stands, including the official Vespa stand with the entire range on display, in addition to merchandise available to purchase: accordingly, the Vespisti and visitors will be able to come together in the spirit of the Vespa Clubs - and furthermore, on Saturday and Sunday, this is where the Vespa Rally (one of the event’s sporting fixtures) will depart from.

The Vespa Village is also home to a technical support area and an official replacement parts shop.

There will also be test rides , along with the delivery of 250 limited edition certificates of origin for the event - not forgetting the Concorso di Eleganza on Saturday, another of the most eagerly-awaited events of the Vespa World Days. Meanwhile, the Vespa Village will also host the prize-giving on Sunday 21 April for the winners of the Vespa Trophy , the much-coveted tourist trophy that pits Vespa Club members against one another as they record all the stages of their journey to Pontedera with photos and special stamps in their Travel Book.During the rally, the Vespa Boutique will be open in Piazza Martiri della Libertà in the city centre, selling new and exclusive clothing from the Vespa capsule collection .

More generally, the entire city of Pontedera and its most charming corners will present itself to visitors as a huge venue for the festivities and events dedicated to the Vespa, from photography and art exhibitions to the film festival, where three of the hundreds of films that have starred the Vespa will be screened on a loop: the Disney-Pixar production Luca , the legendary Roman Holiday and the TV drama Enrico Piaggio, an Italian dream .