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Small-Group Chianti and San Gimignano Sunset Trip from Siena

4.8 (50)
Siena, IT
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Small-Group Chianti and San Gimignano Sunset Trip from Siena

4.8 (50)
Siena, IT
Share
Join us on a small-group tour of the enchanting Chianti and San Gimignano regions and experience the magic of Tuscany at its finest. Immerse yourself in the picturesque Chianti countryside, with its lush oak forests and iconic cypress trees, as you visit a local wine producer and indulge in a tasting of their exquisite wines. Explore the UNESCO World Heritage town of San Gimignano, known for its medieval towers, and wander its charming streets and boutique stores as the day's crowds begin to fade. As the sun sets, savor a farm-to-table dinner at a local farm, overlooking the rolling hills and the breathtaking San Gimignano towers. This unforgettable trip promises to awaken your senses and leave you with memories to last a lifetime.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Included
  • 8 hours - 9 hours
  • Suitable for 1-9 Participants
  • Private Tour, Small Group Tour
  • Guided Experience
  • Explore the beautiful Chianti region
  • Visit a local wine producer and taste their wines
  • Discover the UNESCO World Heritage town of San Gimignano
  • Enjoy a farm-to-table dinner during sunset
  • Marvel at the medieval towers of San Gimignano
  • Traditional dinner at farm
  • Professional Guide
  • Transport by air-conditioned minivan
  • Tour of winery with wine tasting
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance fees to attractions in San Gimignano

Popular Hotels Closeby

More about this experience

Introduction

Experience the magical beauty of the Chianti region and the captivating charm of San Gimignano on a small-group sunset trip from Siena. Immerse yourself in the breathtaking landscapes, dense oak forests, and iconic medieval towers as you embark on an unforgettable journey through Tuscan countryside.

What to expect?

Indulge in the world-renowned wines of Chianti as you visit a local producer, exploring their cellars and savoring the rich flavors of the region. Immerse yourself in the historical ambiance of San Gimignano, a UNESCO World Heritage town renowned for its medieval towers. As the day's crowds start to dwindle, discover the main sights and wander through the winding streets and boutique stores that make this town so enchanting.

Who is this for?

This small-group tour is perfect for those seeking an authentic Tuscan experience and a deep appreciation for Italy's art, history, and cuisine. Whether you're a wine enthusiast, a history buff, or simply someone longing to unwind amidst picturesque landscapes, this trip is for you. All adventurers, foodies, and culture seekers are welcome to join in the discovery of Chianti and San Gimignano's treasures.

Why book this?

Escape the hustle and bustle of Siena and venture into the heart of Tuscany. Delight in the idyllic countryside views as you travel comfortably through the Chianti region, famous for its vineyards and rolling hills. Taste the renowned Chianti Classico wine, known as the Black Rooster, and immerse yourself in the authentic flavors of Tuscany. Witness the unique beauty of San Gimignano at sunset, when the town reveals its mystical charm and the crowds dissipate. Savor a farm-to-table dinner surrounded by vine-covered hills and the iconic towers of San Gimignano, creating a picturesque ambiance that will leave you breathless.

Good to know

This small-group tour has a total duration of 480 to 540 minutes, offering ample time to fully immerse yourself in the wonders of Chianti and San Gimignano. The meeting point is under the large tree next to the red brick church. Please arrive at the designated time to ensure a smooth departure. Important details, usage tips, and other relevant facts will be shared during the tour, providing you with a comprehensive understanding of the region's history, culture, and culinary traditions.

Reviews

Travelers who have experienced this tour rave about the knowledgeable guides, breathtaking scenery, and the authentic Italian cuisine. They praise the personalized attention received in the small-group setting and appreciate the opportunity to explore the charming towns and taste the exquisite wines. These travelers have left with unforgettable memories and a deep appreciation for the beauty and cultural richness of Tuscany.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Your Itinerary

Basilica Cateriniana Di S. Domenico

(Pass by)

Meet your tour guide at 2.30pm in front of the church of San Domenico in Siena and begin the tour with a comfortable drive through the Chianti countryside. Visit a Chianti wine estate, where you'll tour the grounds and wine cellars while learning about the wine-making process. Sit down and savor a tasting of Black Rooster Chianti Classico wine.

Cantinetta di Monteriggioni - Montechiaro Organic Wine Experience

After visiting a Chianti winery, visit a historic town that was once of fortress, Monteriggioni, to marvel at the medieval towers that are still intact. Monteriggioni is a perfectly preserved medieval town with a complete ring of walls and turrets, once Siena’s main bastion of defense against the armies of Florence. Today it is a quiet hamlet and you can enjoy leisure time exploring the charming streets and stores of local crafts.

Historic Centre of San Gimignano

In the late afternoon, arrive in San Gimignano as the crowds begin to dwindle and the many streets and squares of this medieval town of towers that flourished thanks to the via Francigena, an important trade route. Enjoy free time to enter its impressive church, the Collegiata di San Gimignano, or to explore the Civic Museum (entrance fees at own expense). Alternatively, shop the artisan boutiques for leather goods and hand-painted pottery; sample the fruits of the soil in the food shops and wine bars or discover the town’s many hidden beauties.

Chianti Road

After your time in San Gimignano, head out of town to a nearby rustic farmhouse, where you'll be treated to a classic Tuscan dinner accompanied by wine. Enjoy the farm's products and wine over a convivial dinner with the others on tour that you can now call new friends.

Admission Included

Reviews

(50)

4.8 (50)

virginiacrofts123

On our fourth visit to Siena and without a car we wanted to explore the beautiful Tuscan region as easily as possible. Tuscan Escapes was a great find. Our guide Kiko was very experienced, efficient and managed to bring our group of 8 together over the wine tasting and dinner as if we were old friends. A comfortable mini-bus took us first to Monteriggioni then on to San Gimignano-the gelato really was excellent- and then taste local wines at a small family-run winery in the hills of San Gimignano. A stunning location, an excellent discussion about wines, Italian history and more followed before dinner in a private home. A beautiful 4 course meal, accompanied by more wine and a safe return to Siena by 11pm. Could not recommend this tour more highly and full credit to Kiko and Tuscan Escapes for providing a real Italian experience.

622kerrys

This was an amazing tour! Our guide, Juliana was so knowledgeable about the history of the area and especially the wine. She was very personable and the entire group really appreciated her. San Gimignano was a wonderful little town with great history. Juliana stopped at the ideal place to capture a picture of the city skyline. The wine tasting was wonderful. Filipe was the winemaker and was very passionate about the wine they were making. The fact that they mix 9 grapes for their Chianti was impressive but when he explained how they shade the grapes by hand to ensure they all ripen at the ripe time you could see his passion for the craft. Our Italy trip ranged from Venice to Rome but Siena and especially this tour was the highlight of our trip.

Sue_E

We really enjoyed Tuscan Escapes' Sunset trip from Siena. We became part of a fun group of eight from Alabama, California, and Iowa. The wine tasting was delightful and it was so nice visiting San Gimignano later in the day. The dinner in Chianti, at a farmhouse/winery, was delicious. Our trip was made even better by our oustanding guide, Mattia. He is very knowledgeable about wine, humorous and informative. We highly recommend this tour!

H3453HBmarkm

Absolutely stunning views! Amazing wines, olive oils and fabulous food. Highly recommended tour. Our group consisted of 8 people which made the experience even more enjoyable and personal.

Chicagomason

Our tour guide, Guglielmo (aka, William, Bill, Billy, Will) was bravissimo! He really takes pride in his work and to communicate in English. We were so impressed with his knowledge of the region, the wines and so many other topics he made this a phenomenal excursion. We shared the van with two couples traveling a month in Italy and another younger couple. The eight of us had so much fun and Guglielmo was the center of it. Our two stops at Terre di Sovernaja owned by Federico Montagnani and Montemorli run by 3 brothers, Carlo, Vittorio and Guido were great. The wines were great and the Pizza Night at Montemorli at a farm-to-table outdoor setting was the best dinner. The pizza was cooked in a wood fire oven with several different toppings. I was so stuffed and wanted to eat more. A great great experience overall.

V9508UHlisai

Our guide, Guillermo, was so knowledgeable and fun to interact with that our time just flew by. The private wine tasting was excellent as well as the sunset farm dinner later. Being able to meet the owners of these small businesses and hear about their livelihoods really makes one appreciate the hard work that goes into producing quality products. San Gimignano was a delight to walk around. We had plenty of time on our stops to explore and it was nice to let someone else do the driving and navigating! Well worth the money!!

s8n8

Amazing tour. Milo was very knowledgeable and a great guide. Loved the wineries we visited and the views we got to see. Would recommend 10/10.

Marianne_G

We were picked up on time at the location outside the Basilica Cateriniana San Domenico in a very comfortable minivan with a total of 6 passengers on our sunset trip. Georga was our wonderful guide for the afternoon/evening. She was very informative, upbeat and a great driver. The tour was well paced with stops at viewpoints of the beautiful Tuscan countryside as well as visits to the towns of San Gimignano & Monteriggioni. We had a wine tasting at small, family run organic winery that also produced Olive Oil and Saffron. Dinner was at a great little family farm and was delicious, made with local ingredients! Highly recommend this tour with Tuscan Escapes.

Marlene_H

I was disappointed in the trip. The tour guide, William, did the best he could. He made a special stop so we could all get good pictures of San Gimiginano. The dinner at the end was billed as a dinner on a farm. It should have been billed as dinner in a restaurant that is on a farm. Two different atmospheres. One more intimate and the other more ordinary. The restaurant was full, including a noisy party in the banquet room next to our table. The restaurant wouldn't close the doors at first which made having a conversation very difficult. The wine tasting was done in a small setting and was very nice.

Sharon_M

Our tour guide (Jecko?) was amazing as was our small group tour!! The short stop was just long enough to get a good flavor of San Gimignano and fry a gelato fix, then on to the family owned winery tour which was exceptional! Lots of wines to taste with great stories connected with wine names etc. great cheeses, meats and breads to accompany the tastings. Lovely family! On to the sunset dinner at a wonderful “farm” out in the beautiful Tuscan countryside. This was the most amazingly delicious farm to table food and 5 courses we’ve ever had! Fresh fava beans to start ( with a nice Chianti!) and many wines to try with each course. Best tour of our trip. We started and ended in Siena and returned rather late ( 10:30) and walked the streets a mile and a half back to our villa, but felt quite safe and good to walk off full stomach. No taxis that we saw so just headed back using Google maps! Highlight of our first trip to Italy!
Collected by Evendo, Tripadvisor & Viator
2024-05-04 06:19
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