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Activity Montecatini Terme, Italy

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

5.0 (9 reviews) 11 hours – 11 h 30 min Free cancellation
Photos: the activity supplier, via Viator

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

About this activity

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.

Day Trips Full-day Tours Bus Tours Private and Luxury Cultural Tours Historical Tours Culture Small Group

At a glance

Duration
11 hours – 11 h 30 min
Confirmation
Instant confirmation
Ticket
Mobile or paper ticket accepted
Group
Up to 8 people
People per booking
1–8
Guide
English, Italian
Operated by
Ranieri Tour operator

Ages: Infants (0–3 years) · Children (4–12 years) · Adults (13–99 years)

What is included

Included

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

Not included

  • Not included: Guided tours in the cities
  • Not included: Gratuities

Itinerary

  1. Montecatini Terme

    1 h 40 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

  2. Siena

    3 hours

    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

  3. Monteriggioni

    1 h 40 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.

  4. 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.

  5. San Gimignano

    2 hours

    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.

  6. Montecatini Terme

    1 h 30 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!

Meeting point and pickup

The operator picks every participant up from their accommodation or the points below.

Pickup points

  • Hotel Rinascimento
  • Hotel Internazionale
  • Hotel Alassio
  • Hotel Parma e Oriente
  • President Hotel
  • Hotel Puccini
  • Grand Hotel Vittoria
  • Grand Hotel Francia & Quirinale
  • Smart Hotel Bartolini
  • Hotel Arnolfo & Aqua Laetitia
  • Golf Hotel Corallo
  • Hotel Savoia e Campana

and 48 more pickup points

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.

Cancellation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

If you cancel You get back
At least one day before 100%
Less than a day before 0%
  • The operator may cancel if the weather does not allow it; you then get another date or your money back.
  • The operator may cancel if too few people book; you then get another date or your money back.

Good to know

  • 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

Traveller ratings

5.0 out of 5 · 9 reviews
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Siena, S.Gimignano & Chianti Tasting Small Group from Montecatini

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