olegana travel boutique reviews

Olegana Travel Boutique

Waldwick, NJ

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Come together as strangers, return home as friends.

Custom, luxury, hosted small group travel for women..

We select premium accommodations , top culinary experiences , authentic local flavor , and offer private guides and transportation in some of the most exciting places in the world. 

Explore Outlander filming locations in Scotland , enjoy cooking & wine tasting in Italy , book a girls' trip to Spain , or go shopping in Venice !

Go off the beaten path, reconnect with yourself & make new friends!

Why travel with us? A video is worth a thousand words!

P.S.: Join our  women-only, private Facebook group ! Connect with like-minded women who love to travel as much as you do!

2024 Foodie Adventure in Southern Italy, Puglia

Our best-selling trip! Two departure dates:

May 31 - June 7, 2024 - last chance, registration closing May 1!

October 12 - 19, 2024

Picture yourself in Italy at the private masseria (villa/hotel) gardens with a glass of wine at sunset with your best girlfriend! This trip will take you off the beaten path of busy bustling metropolises and into charming, authentic Southern Italian towns. We'll explore Alberobello, Matera, Ostuni, Lecce, Bari and Polignano a Mare .

We'll visit dramatic sea caves by boat , meet with a cheesemaker for a burrata and mozzarella making presentations, take a walking tour of Puglia's prosperous seaside capital Bari , make fresh pasta and focaccia , tour an olive oil estate , and so much more!

Our small group will enjoy private, premium masseria accommodations. Bring a friend to share a room or make some new friends along the way. 

* Mother's Day Special until May 1 - a welcome lunch + a vineyard massage for any mother & daughter that book a trip to Puglia! *

7-day adventure with an English-speaking, professional guide, accommodations, meals, and activities

Explore off-the-beaten-path iconic towns in Southern Italy

Explore Italy , sightseeing & walking tours, olive oil, burrata & mozzarella tasting, and more!

2024 Scotland: In the Footsteps of Outlander

Two departure dates: may 4 - 11, 2024 sold out, september 1 - 8, 2024 - bring a friend & save $250 each.

An authentic Outlander-inspired Scottish experience that's steeped in tradition, history, and folklore. Trace the footsteps of your favorite characters in some of the most picture-worthy locations to feel the history, relive the moments of the Outlander series, and take a photo to make your own memories! 

This journey takes you to the iconic Outlander locations that were filmed in Scotland.

The stones are calling, the cobblestone streets, castles and villages are awaiting your arrival, and the whiskey is ready to be poured!  Bring a friend to share a room and share some laughs, or make some new friends who also love all things Outlander. 

Follow in the footsteps of  Jamie and Claire in iconic locations across Scotland

Explore Scotland, sightseeing, whiskey tasting, a special sheepdog experience, and more!

2024 Secret Spain: Discover Andalusia

October 19 - 26, 2024 - only 2 rooms left!

Join us for an adventure in Southern Spain - visit the Andalusian gems of Grenada, Seville, Cordoba, Ronda, Cadiz and Jerez! 

We'll  visit the Alhambra, a UNESCO World Heritage monument  and the most remarkable monument to Moorish art in Spain, sample local tapas , tour an  olive oil estate , experience the magic and beauty of  flamenco dancing , enjoy  wine tasting in an   old convent  that's been transformed into a winery ,  watch a live  paella cooking and a sangria-making demonstration, and so much more! 

This trip will take you off the beaten path of busy bustling metropolises like Madrid and Barcelona, and into charming, authentic Southern Spanish towns.  

Explore charming towns and architectural wonders of Andalusia - Southern Spain

Sightseeing, wine & olive oil tasting, a flamenco experience , paella cooking & more!

Book any 2 trips and get $500 off!

Bring a friend - save $250 each, 2024 made in italy: venice christmas edition.

December 8 -15, 2024 - bring a friend & save $250 each!

Join us for a women-only getaway that's a classical Venice tour with an extra twist ! Picture yourself gliding along the iconic canals in Venice, Italy , surrounded by the twinkling lights of charming Christmas decorations, enjoying the sights, sounds, and flavors of this breathtaking city.

"Made in Italy: Venice Christmas edition" will focus on local artisans, the art of Venetian masks & Carnival dresses , Murano glass, Burano lace, and a special Carnival-themed dinner celebration with a surprise.

Picture yourself visiting lovely  Prosecco hills  with a chilled glass in hand, or sipping a lovely glass of wine with a view of the  iconic St. Mark's Square . A trip to remember!

7-day adventure with accommodations, meals, and activities

A classical Venice tour with a focus on local artisans & a special twist!

Explore Venice, Venetian masks, Murano glass, Burano lace, and a special Carnival-themed dinner celebration !

Lock in your 2025 trip at 2024 prices, expiring on May 1, 2024!

2025 foodie adventure in southern italy, puglia, two departure dates:, may 3 - 10, 2025, october 19 - 26, 2025.

* Mother's Day Special until May 1, 2024 - a welcome lunch + a vineyard massage for any mother & daughter that book a trip to Puglia! *

Close your eyes and imagine the golden glow of the Italian sunset, painting the sky with hues of orange and pink . You and your best girlfriend are lounging in luxury, sipping on glasses of velvety wine, and soaking in the beauty of the moment.

But this trip is more than just relaxation—it's an adventure off the beaten path, whisking you away from bustling metropolises and into the heart of authentic Southern Italian charm. Prepare to be enchanted as we explore the enchanting towns of Alberobello , Matera , Ostuni , Lecce , Bari , and Polignano a Mare.

Every moment is a journey into the soul of Puglia. So, raise your glass to friendship, adventure, and the magic of Southern Italy. This journey promises to be a feast for the senses and a treasure trove of unforgettable memories.

Plan ahead for our 2025 Group Trips!

Sign up for our email newsletter and stay tuned for the full itineraries for all of our upcoming 2025 trips.

I’m the travel advisor you've been looking for. Let's make your vacation dreams come true. If you’re on this page, you’re about to travel in a way you’ve never traveled before, and I’m so excited for you!

Hi - I’m Anna Fishman, the proud mastermind behind Olegana Travel Boutique, your go-to hub for unforgettable journeys.

I live for family adventures with my travel-loving husband and our little jetsetters in training. With 29 countries under my belt, I’ve combined my personal globetrotting escapades with the expertise of local destination gurus. Together, we craft personalized itineraries that are perfect for you to reconnect with your inner self, to discover the world, and to make new friends.

I can’t wait to meet you on our next group trip for incredible women like you!

Our privacy policy .

Olegana Travel Boutique: Trips and Stories podcast is a podcast where we share custom made itineraries we have curated for our clients. We bring you stories from our own often crazy adventures around the world. We feature interviews with fascinating people we met on the road. Plus tips and hacks that will help YOU plan your next adventure to Europe and beyond.

Olegana Travel Boutique: Trips and Stories podcast Anna Fishman

• Society & Culture
• 5.0 • 5 Ratings
• NOV 30, 2020

Episode: 8 - Heritage Travel & Legacy Protection with Nara Herbowy Callanan

Subscribe now on your favorite podcasting platform: ***************************************** Apple Podcasts Spotify Google Podcasts iHeart Radio Stitcher ***************************************** In this episode: Heritage travel through Russia and UkraineDiscovering your roots through travelOur love of Ukrainian dumplings and all things Eastern European comfort foodsHow to protect yourself and your family with legacy planning before you go on your next trip or even out for dinnerExclusive offer for the listeners at the end of the episode from our guest Nara Herbowy Callanan To get trip insurance for a trip that you didn't start yet, even if you didn't book it with Olegana Travel Boutique email [email protected] to request a quote. Our Guest - Nara Herbowy Callanan Contact Nara and mention this podcast to get a free long term kids protection plan [email protected] (917)456-4813 https://www.thelegacydesigner.com/  More about your host Anna We have several sample itineraries and blog posts on our site where you can draw lots of inspiration for future trips. To plan a custom trip to Europe and beyond with kids or without - book a time on Anna's calendar here  Join the conversation and ask any questions you have on Instagram – follow us at www.instagram.com/oleganatravelboutique

• 1 hr 15 min
• OCT 5, 2020

Episode: 7 - I Don't Need Therapy, I Just Need To Go To Italy!

Subscribe now on your favorite podcasting platform: ***************************************** Apple Podcasts Spotify Google Podcasts iHeart Radio Stitcher ***************************************** In this episode: You’ll have the honor of meeting one of my best friends, TanyaHear the fascinating story of how we met in SpainLearn about our obsession with traveling to ItalyHear the stories of our recent trips to Venice, Milan, San Marino and Emilia Romagna region of ItalyLearn some useful tips for Italy travel More about your host Anna We have several sample itineraries and blog posts on our site where you can draw lots of inspiration for future trips. To plan a custom trip to Europe and beyond with kids or without - book a time on Anna's calendar here  Join the conversation and ask any questions you have on Instagram – follow us at www.instagram.com/oleganatravelboutique

• SEP 13, 2020

Episode: 6 - Beyond Europe with Clara Wang

In this episode we’ll talk about: Tips for traveling with babies and toddlers on long haul flights to AsiaPersonal travel stories from our guest, awesome and talented Brand and Product Photographer, Clara WangLocal weekend road trips to take this fallMust have toddler travel gadgetsThings to consider when planning a trip with friends and multiple familiesHow to get the best photos from each tripMake sure to listen to the end of the episode for our super fun rapid-fire questions round! Guest Info Clara Wang Contact Info https://www.clarawangphotography.com/ Instagram - https://www.instagram.com/clarawangphotography/ More about your host Anna To schedule a free consultation to figure out which hotel type is best for you - book a time on Anna's calendar here 

• JUN 12, 2020

Episode: 5 - How to Choose the Best Hawaiian Island So You Can Avoid FOMO

In this episode we’ll talk about: What summer vacation means to meWe are getting creative with finding summer destinations around the world How to choose the best Hawaiian island for your vacation so you can avoid FOMOMy favorite beaches and places to explore on each Hawaiian islandAn interactive quiz that you can take with the entire family to help you choose the right island for your next tripHead to Oleganatravelboutiue.com/podcast to see the rest of the show notes. Thanks for listening! Don’t forget to subscribe to our podcast so you don’t miss the next episode.  Are you planning your family vacation to Hawaii on your own? Then you’re missing out on authentic experiences and our seamless execution of the most complex itineraries. To plan a custom trip to Hawaii - book a time on Anna's calendar here More about your host Anna We have several sample itineraries and blog posts on our site where you can draw lots of inspiration for future trips.

• MAY 7, 2020

Episode: 4 - The Best Tips For Traveling To Portugal With Kids (and Without)

In this episode we’ll talk about: Where to stay, sleep, eat and play in LisbonBest day trips from LisbonHow to avoid crowds in SintraWhere to shop for the best souvenirs in PortugalOff the beaten path places in Portugal to enjoy without crowdsTips for exploring Porto and Douro Valley More about your host Anna We have several sample itineraries and blog posts on our site where you can draw lots of inspiration for future trips. To plan a custom trip to Europe with kids or without - book a time on Anna's calendar here 

• APR 23, 2020

Episode: 3 - How to Pick the Right Hotel for Your Next Trip

In this episode we’ll talk about: Why you should not crowdsource hotel suggestionsOur own formula for picking the right hotel for your next tripTips for choosing a hotel in Europe, especially if you are traveling with kidsHow to differentiate between apart-hotels, beds and breakfasts, castle hotels, AirBnB and agriturismo farm staysSelecting the right hotel is both an art and a science that I’ve perfected over the years. When online hotel reviews become overwhelming and your list of hotel options keeps growing, I can work with you to narrow it down to the top 3 properties that I think would be the best fit. I will work with you to adjust and refine your hotel selections until you’re satisfied with the perfect balance of location and price that fit your needs for each trip. You can’t crowdsource that. More about your host Anna We have several sample itineraries and blog posts on our site where you can draw lots of inspiration for future trips. To plan a custom trip to Europe with kids or without - book a time on Anna's calendar here  Join the conversation and ask any questions you have on Instagram – follow us at www.instagram.com/oleganatravelboutique

• © 2023 Olegana Travel Boutique: Trips and Stories podcast

Customer Reviews

A fantastic and informative travel podcast.

Olegana Travel Boutique podcasts are great - lots of useful information about traveling to Europe and travel in general. Taking lots of notes for future trips! Highly recommend

Travel tips you won’t get anywhere else

I am a huge fan of Anna’s blogs and newsletters and happy to also now get the advice via the podcast. Specifically, I like Anna’s down to earth attitude and recommendations. She provides those unique tips you won’t hear anywhere else. Especially from her own experience. Can’t wait till the new episodes come out.

Travel expert in my ears!

I started listening to Anna Fishman’s podcast and WOW does she have amazing tips for family vacation and traveling with kids! Her stories are pretty entertaining too. From how to choose hotels for your vacation, to flight times and how to deal with time difference. She really knows European cities like the back of her hand. I highly recommend adding her podcast episodes to your listening list!

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