Tours/Montecatini Terme/Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini
Viator · group up to 8 pax

Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini

5.0(5)Montecatini Terme1 hour
TRIPADVISOR5.0(5)

Description

Departing from Montecatini Terme with roundtrip hotel transfer, this full-day escorted tour immerses you in the heart of Tuscany. Explore Siena, with its medieval streets, Gothic cathedral, and charming squares. Wander its historic alleys, admire centuries-old palaces, and soak in the vibrant local atmosphere. Then visit a charming estate at the foot of Monteriggioni Castle. Discover the estate’s history, and enjoy a guided wine tasting along with fragrant olive oils and artisanal vinegars, paired with traditional Tuscan cold cuts, cheeses, and bruschette. Continue to Monteriggioni, a walled medieval village frozen in time, before concluding in San Gimignano, the “Town of Towers,” with its artisan shops, narrow streets, and panoramic views over the Tuscan hills. Return to Montecatini Terme with unforgettable memories of Tuscany’s history, flavors, and charm.

Tour Options

Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini
  • Pickup included

Itinerary

100 min

After a good breakfast, at 8:00 your tour leader will be waiting for you right in front of your hotel, to take you on a memorable trip to the heart of Tuscany! The tour leader will be with you throughout the day, providing valuable advice and sharing some curiosities

180 min

One of Italy’s most enchanting medieval cities, Siena is famous for its beautifully preserved historic center, narrow cobblestone streets, and striking Gothic architecture. Admire the magnificent Piazza del Campo, the stage of the legendary Palio horse race, and visit the Siena Cathedral, with its intricate façade and stunning interior. The city is full of hidden corners, charming squares, and centuries-old palaces that invite leisurely exploration. You can explore independently or join an optional guided tour to learn the fascinating history and legends of this timeless city

100 min

Chianti Grand Tasting: Signature Wines, Olive Oils, and Vinegars in the Cellar After experiencing the timeless charm of Siena, we’ll take a 30-minute drive to a picturesque estate set at the foot of the medieval Monteriggioni Castle. Stroll through the vineyards as you learn about the farm’s fascinating history, then indulge in a guided tasting of exquisite wines, fragrant olive oils, and artisanal vinegars. Each sip and flavor will be paired with a generous Tuscan platter of local cold cuts, cheeses, and freshly toasted bruschette. It’s not just a tasting—it’s a journey into the heart of Tuscany, where every product tells the story of its land.

45 min

Nestled atop a gentle hill, Monteriggioni is a perfectly preserved walled village that seems frozen in time. Its medieval walls and fourteen towers stretch around the village like a protective crown, offering incredible views over the surrounding Tuscan countryside. Walk along the ancient ramparts, explore quaint streets lined with stone houses, and feel the atmosphere of a fortress that has stood for centuries. Monteriggioni is a small but unforgettable jewel of Tuscany, rich in history and charm.

120 min

Known as the “Town of Towers,” San Gimignano is celebrated for its unique medieval skyline and beautifully preserved historic center. Wander through narrow streets lined with artisan shops, traditional gelaterias, and historic palaces. Discover charming piazzas, visit small museums, and enjoy breathtaking panoramic views over the rolling hills, vineyards, and cypress trees that surround the town. San Gimignano perfectly combines history, culture, and the unmistakable beauty of Tuscany.

90 min

It's time to return: just hop aboard your van and enjoy the journey to your hotel in Montecatini Terme, reminiscing about the wonderful day spent and recording every single moment in your memory!

Highlights

Chianti wine tasting in the countryside
Free time in Siena, Monteriggioni and San Gimignano
Door-to-door roundtrip shuttle from your hotel in Montecatini Terme
Expert multilingual tour leader

What's included

Included
Chianti wine tasting in the countryside
Free time in Siena, Monteriggioni and San Gimignano
Door-to-door roundtrip shuttle from your hotel in Montecatini Terme
Expert multilingual tour leader
Not included
Guided tours in the cities
Gratuities

Pickup Locations & Times

The tour leader / driver will wait for you in front of your accommodation, with the white van, for a maximum of 5 min. In any case, we will contact you the day before departure to confirm the pickup time.

Traveller Ratings

5.0
5 reviews
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Important Information

  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels

Reviews(5)

B
Barra601188
July 28, 2026
Wonderful trip highlighting the beauty of Tuscany.

Fantastic day out to 3 gorgeous Tuscan Hill towns and an excellent wine tasting session complete with way more food thrown in than we were expecting. Huge thanks to the lovely Letizia for looking after us all day with her invaluable local knowledge and her excellent, safe driving. Would definitely recommend this as a trip to book. Grazie Mille.

Operator response

Dear Paul, thank you so much for your kind review! We're delighted you enjoyed the day and that Letizia helped make it even more special with her local knowledge and care. We hope you'll come back soon for another of our Tuscany Daily Tours! 😊

1
119rhianb
July 28, 2026
A memorable day

Visited Montcatini Terme for a few days and wanted a day visit to explore the surrounding countryside. Booked with Ranieri Tour Operator based locally and had a very good experience. Good communication, excellent tour guide and visited four different regions with Leitzia our driver and guide. Siena was extraordinary and well worth a visit. The wine, balsamic vinegar and olive oil tasting interesting and the other 2 traditional towns attractive and traditional. Very pleased.

Operator response

Thank you for your wonderful review! We're delighted you enjoyed exploring Tuscany with Letizia and discovering the beauty of Siena and the surrounding villages. We hope you'll come back soon for another of our Tuscany Daily Tours! 😊

S
Sandrawon2
June 22, 2026
Great tour - would recommend

Fabulous day with Our tour guide Letizia. The highlight of the day was the fantastic wine tasting.

Operator response

Dear Sandra, thank you for your review! We're delighted you enjoyed your day with Letizia and that the wine tasting was a highlight. We hope you'll come back soon for another of our Tuscany Daily Tours! 🍷😊

L
Lovelondon59
May 26, 2026
The perfect experience of Tuscany

Our guide was also our driver and was amazing very knowledgeable giving us time to see all the sights. It was also a small group which was great getting to chat to people from different countries and age

Operator response

Thank you for your wonderful review! 🇮🇹✨ We’re so happy you enjoyed the beauty of Tuscany, the small group atmosphere, and the chance to meet people from around the world. We’ll be sure to share your kind words with our Letizia. Hope to see you again soon for another of our Tuscany Daily Tours! 🍷

S
stephenbS6736FH
May 20, 2026
Good Introduction to Tuscany.

Efficient introduction to some highlights of Tuscany. Bus was comfortable for the long distances travelled. Lunch at the winery was delightful. Our only quibble was that food was prohibited on the bus, which was not advertised beforehand. Given our early start, they information would have been useful.

Operator response

Thank you, Stephen, for your thoughtful review! 😊 We’re happy you enjoyed the comfortable bus, and the winery lunch experience. We also appreciate your feedback regarding the no-food policy on the bus. We will definitely take your suggestion into account and make sure to inform guests more clearly in advance. We hope to welcome you back soon for another of our Tuscany Daily Tours! 🍷🚌

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