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Small-group Siena and San Gimignano Tour with Dinner from Florence

Experience the Magic of Siena, San Gimignano, and Chianti. Discover the wonders of Tuscany on this small-group tour from Florence, visiting the UNESCO-listed towns of Siena and San Gimignano and the stunning Chianti countryside. Enjoy a traditional Tuscan dinner, a winery tour, and a scenic sunset over rolling vineyards.

Start with a comfortable minivan ride to Siena, where a guided walking tour reveals the history of Piazza del Campo, home of the Palio horse race, and the 17 medieval contrade. Before leaving, indulge in a surprise local food tasting. Next, explore the hilltop village of San Gimignano, famous for its medieval towers. Stroll its streets, admire its architecture, and enjoy free time to browse shops or climb a tower for breathtaking views.

End the day at a boutique Chianti winery. Savour a traditional Tuscan dinner with wine pairings as the sun sets, then take a guided cellar tour to learn about Chianti’s winemaking heritage.

Return to Florence relaxed and inspired, completing an unforgettable journey through Tuscany’s treasures.

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Main features

Free cancellation
Place: Milan
Duration: 8 hours
Language: English
Mobile voucher accepted

Additional features

Instant confirmation
Official reseller
Guided Tour
Local touch
Meal Included
Smaller Group Size
Subject expert guide
e-Voucher

Why you’ll love this…

  • You'll explore the UNESCO-listed city of Siena on a guided walking tour, discovering its rich history
  • There's a chance to savour a traditional Tuscan dinner at a charming Chianti countryside winery
  • You can enjoy expert-paired wines and a guided cellar visit during your winery experience
  • The tour takes you to both Siena and San Gimignano, two of Tuscany's most enchanting towns
  • You'll be part of a small group, ensuring a more personalized and intimate experience
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Important to know

Not allowed:

  • Pets are not permitted on this tour

Know in advance:

  • Please note that Italy's law doesn't permit selling alcoholic beverages to children under 18 years old. Clients under this age will be served non-alcoholic beverages
  • Customers are kindly requested to arrive at the meeting point at least 15 minutes before the tour starts. No-shows will not be refunded
  • Children under 18 years old must always be accompanied by at least one adult. If this requirement is not met, the tour operator reserves the right to exclude the underage participant and no refund will be due
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Cancellation policy

Receive a 100% refund if you cancel up to 24 hours before the experience begins.

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What’s included

  • Drinks
  • Dinner
  • Guided tour
  • Food tasting
  • Small group experience
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What’s not included

  • Hotel pick-up/drop-off
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Booking fee

Good news! No extra fees are applied to this booking.

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Location

Meeting point:

Meeting point at Piazza Mentana (opposite the Arno River). Please note that starting from March 2025, the sole meeting point will be: Florence, Via dei Vagellai 22, at the corner of Piazza Mentana (across from the Arno River). Please be at the meeting point 15 minutes before the scheduled departure time.

Provider

TOWNS OF ITALY

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