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Italy, Tuscany, From Florence and Siena -Sommelier Guided Wine Tour in Chianti

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Visit 3 Exclusive Wineries & the Medieval Gem of San Gimignano!

8:00 AM – Pick-up directly from your accommodation in Florence, Siena, or the Chianti Wine Region. Relax and enjoy the scenic drive through the rolling Tuscan hills and vineyards.

9:00 AM – Discover the enchanting medieval town of San Gimignano, a UNESCO World Heritage Site famous for its skyline of ancient towers, charming stone streets, and breathtaking views over the Tuscan countryside. Take time to climb the Great Tower, enjoy the world-champion Gelato, browse artisan shops, and soak in the timeless atmosphere of this “Medieval Manhattan.”

11:00 AM – Lunch and wine tasting at the first boutique winery in the Chianti Classico region. Enjoy a sommelier-guided tour and tasting of exceptional local products: Vernaccia white wine, Rosé, Pinot, Chianti DOCG, Chianti Classico, Chianti Riserva, Supertuscan, Extra Virgin Olive Oil, Balsamic Vinegar, and Limoncello.

1:30 PM – Visit the second boutique winery for a sommelier-guided tasting featuring three distinctive wines — white, rosé, and red — paired with stunning vineyard views.

3:30 PM – Continue to the third boutique winery, where you’ll taste three more outstanding wines (White, Chianti, and Supertuscan) and learn about the art of Tuscan winemaking from your expert sommelier.

5:30 PM – Relax on your return journey through the scenic countryside.

End of the Tour — with unforgettable memories, new wine knowledge, and a deeper connection to Tuscany’s culture and flavors.


Visitors: 1-8

Start and end time: 8am - 5:30pm


Pick Up/ Drop Off: Hotel, Travellers Requested Address


What is (not) included:


Guide type: English(In Person, Driver), Italian(In Person, Driver), Spanish(In Person, Driver)

Transportation service with driver ( Car, Minivan, Van ), Lunch and tasting

 Extra hours services


Price depending upon number of persons:


Persons: 1 - 2:  Price: €280.00
Persons: 3 - 3: Price: €264.00
Persons: 4 - 4: Price: €240.00
Persons: 5 - 5: Price: €216.00
Persons: 6 - 6: Price: €200.00
Persons: 7 - 7: Price: €192.00

Additional info:


  • Children policy: minimum 14 years old
  • Type of tour: Private Tour
  • How much in advance should a traveller book this experience: 2 days


Good to know before you book: Please, specify pick up adress in booking request


Cancellation policy: There will be no penalty for cancellations of excursion bookings communicated in writing to the organization at least seven days prior to the booked excursion date.

280.00 € 280.0 EUR 280.00 €

280.00 €

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  • Continents
  • Europe
  • Italy

This combination does not exist.

Continents: Europe
Europe: Italy
Italy: Tuscany