Siena, San Gimignano, Monteriggioni & Chianti Wine Tasting from Montecatini - Small Group -
- Free cancellation up to 1 day before
- Instant confirmation
- Hotel pickup
- Guided tour in English and Italian
About this experience
Departing from Montecatini Terme with convenient roundtrip hotel transfer, this escorted full-day tour offers an immersive journey into the heart of Tuscany. Begin by exploring Siena, a city of medieval charm, with its elegant Gothic cathedral, the iconic Piazza del Campo—famous for the Palio horse race—and winding cobblestone streets lined with historic palaces. Take in the lively atmosphere as you wander independently or join an optional guided walking tour to uncover the city’s fascinating history and legends.
After Siena, venture into the Tuscan countryside to a charming estate at the foot of Monteriggioni Castle. Here, you'll discover the history of the estate indulging in a guided tasting of exquisite wines, fragrant olive oils, and artisanal vinegars, paired with a generous platter of traditional Tuscan cold cuts, cheeses, and bruschette. It’s a delicious and authentic encounter with the flavors of the region.
Continue to Monteriggioni, a perfectly preserved walled village that seems frozen in time. Walk along its ancient ramparts, explore charming streets, and soak up the atmosphere of this medieval stronghold.
The journey concludes in San Gimignano, the “Town of Towers,” celebrated for its unique skyline and historic streets. Wander through artisan shops, sample local specialties, and enjoy panoramic views over the rolling Tuscan hills before returning comfortably to your hotel in Montecatini Terme, carrying unforgettable memories of Tuscany’s history, culture, and flavors.
Next available dates
What’s included
- Roundtrip shuttle from your hotel
- Expert multilingual tour leader
- Free time in Siena, Monteriggioni and San Gimignano
- Chianti wine tasting in the countryside
Not included
- Guided tours in the cities
- Gratuities
Itinerary
- 1
Montecatini Terme
Good morning! After a good breakfast, at 8:30 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
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
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
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
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
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!
- 7
TIPS:
Book this enchanting experience, no matter where you are staying in Tuscany! The meeting point is reachable from all the cities in Tuscany, such as:
Good to know
- Duration
- 11 hours and 30 minutes
- How you meet
- Hotel pickup
- Confirmation
- Instant confirmation
- Cancellation policy
- Free cancellation up to 1 day before
- Difficulty
- Easy
- Guide
- Guided tour in English and Italian
- Start times
- 08:00
Know before you go
- Please note:
- The given order of the visits may change
- We regret to inform that this tour is not suitable for guests with wheelchairs or with impaired mobility
- Please inform us of any food intolerance or allergy in advance
- Comfortable shoes are recommended
Cancellation policy
Free cancellation up to 1 day before the experience starts.
- 1 day or more before: full refund
- Less than 1 day before: no refund
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- Ranieri Tour Operator - Montecatini Terme
Frequently asked questions
How long does this experience last?
It lasts 11 hours and 30 minutes.
Can I cancel this booking?
Free cancellation up to 1 day before the experience starts. 1 day or more before: full refund · Less than 1 day before: no refund
Is this experience guided, and in what language?
Guided tour in English and Italian
Is hotel pickup included?
Yes — hotel pickup is included.
Still have a question?
Message our team on WhatsApp — we can help with dates, group bookings and anything else before you book.
From AED 638 per personFree cancellation
