Tours/Montecatini Terme/Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini
Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini
5.0(8)Montecatini Terme11h–11h 30min
TRIPADVISOR5.0(8)
+13 photos
At a glance
Duration
11h–11h 30min
Price from
$177 / person
Location
Montecatini Terme
Rating
5.0 / 5 · 8 reviews
Languages
EN, IT
Group
Small group, up to 8
Cancellation
Free cancellation up to 24 hours before
Hotel pickup
Available
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
Ranieri Tour operator
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
Montecatini Terme
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
Siena
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
Monteriggioni
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.
Monteriggioni
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.
San Gimignano
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.
Montecatini Terme
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!
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
Reviews collected by Viator and Tripadvisor
5.0
8 reviews
5
8
4
0
3
0
2
0
1
0
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
Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
1+ days before100% refund
0–1 days before0% refund
Frequently asked questions
How long does this tour take?
Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini lasts about 11h–11h 30min. The itinerary has 6 stops.
How much does this tour cost?
Prices start at $177 per person for this Montecatini Terme experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Can I cancel this tour for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Is hotel pickup included?
Yes, pickup is offered. 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. Pickup points include Hotel Rinascimento, Hotel Internazionale.
What languages is this tour offered in?
The experience is available in EN, IT.
Is this a private or a group tour?
It is a small-group experience with a maximum of 8 participants.
Is the tour suitable for children?
Infants are required to sit on an adult’s lap Specialized infant seats are available
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Is this tour worth it?
Travellers rate it 5.0 out of 5 across 8 reviews on Viator and Tripadvisor; it is run by Ranieri Tour operator.
Reviews(8)
Reviews collected by Viator and Tripadvisor
1
192324mac
October 7, 2026 · via Tripadvisor
Beautiful Siena and wine country
This was a wonderful day spent in Siena, San Gimignano and Monteriggioni.
The drive to Siena was about 1.5 hrs a little long due to traffic but well worth it.
Siena is a beautiful city with the Siena cathedral, beautiful piazzas ,charming squares and delicious gelatos. We were given plenty of time to explore. Then on to Monteriggioni for a wine tasting and charcuterie lunch in an old estate . The last stop was San Gimignano It was a bit crowded so we couldn’t really enjoyed all that needed to be seen but nevertheless we enjoyed it . Thanks to our guide Giuseppe who was very friendly, knowledgeable and easy going.
Operator response
Thank you for your lovely review! We're delighted you enjoyed discovering these beautiful Tuscan towns with Giuseppe, even with the crowds in San Gimignano. We hope you'll come back soon for another of our Tuscany Daily Tours! 😊
1
121Jillykin
September 17, 2026 · via Tripadvisor
Perfect trip from Montecatini Terme - wine, Siena & San G
Excellent communication before the trip - punctual pick up by our guide Simone who was professional, friendly & informative throughout - thank you. We particularly liked the wine tasting & lunch at Poggio ai Laghi. Plenty of time to explore Siena & San Gimignano - we were a small group of 6 which made for a perfect day - thank you Simone.
Operator response
Thank you for your wonderful review! We’re delighted that you enjoyed exploring Siena and San Gimignano in a small group, as well as the wine tasting and lunch at Poggio ai Laghi. We’ll be sure to share your kind words with Simone, and we hope you’ll come back soon for another of our Tuscany Daily Tours!
J
jaymL5189HK
August 18, 2026 · via Tripadvisor
Great Tuscany experience
Letizia was out guide, very attentive and was prompt with collections and very accommodating and supportive when weather took a turn. Was a pleasure and pleasant tour, glad we booked.
Operator response
Dear Jayne, thank you for your lovely review! We're so glad Letizia took great care of you and helped make the day enjoyable despite the change in weather. We hope you'll come back soon for another of our Tuscany Daily Tours! 😊
B
Barra601188
July 28, 2026 · via Tripadvisor
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 · via Tripadvisor
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 · via Tripadvisor
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 · via Tripadvisor
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 · via Tripadvisor
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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Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini