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Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

116 Reviews 4.44 out of 5 stars Based on 116 reviews collected by City Boat Tours and TripAdvisor |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy

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9 to 12 hours (approx.)
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Instant confirmation

Overview

Discover the best of Tuscany in one magical afternoon!
Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a guided walking tour of Siena, exploring its Contrade, Piazza del Campo, and stunning Gothic landmarks. Taste local specialties before heading to San Gimignano, the medieval town of towers, where you’ll have time to wander its enchanting streets. As the sun sets, continue to a scenic winery in the Chianti countryside for a typical Tuscan dinner and wine tasting in an unforgettable location.

Looking for the full Tuscan experience?
Upgrade to our Tuscany Grand Tour: a full-day adventure that also includes a visit to Pisa and its iconic Leaning Tower, plus a Tuscan lunch. Follow in the footsteps of the Grand Tour travelers and embrace the art, history, and flavors of Tuscany from dawn to dusk.

What's Included

  • Free WiFi on board
  • Typical Tuscan dinner or Lunch for the Tuscany Grand Tour Option
  • Surprise tasting in Siena
  • Gratuities
  • Hotel pickup and drop-off
  • We are sorry to inform you that pets are not permitted on our tours
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Meeting Location

Meeting point

Via dei Vagellai
501Firenze FI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Florence (Pass By)

Towns of Italy indicated meeting point
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Siena

Arrival in Siena for a guided tour
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2 hours • Admission Ticket Free

Historic Centre of San Gimignano

Free time in San Gimignano, UNESCO Heritage Site
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1 hour • Admission Ticket Free

Diadema Wine & Evo

Gourmet Dinner in a Boutique Winery in Chianti
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1 hour • Admission Ticket Included

Florence (Pass By)

Return to Florence and end of the tour at the initial meeting point
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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • The tour operates regardless of weather conditions
  • Semiprivate Tuscany Grand Tour Option: Choose the Grand Tour upgrade for a full-day experience starting at 8:00 AM. Discover the highlights of Tuscany in one unforgettable journey: visit Siena with a guided walking tour and a surprise tasting, enjoy free time in the medieval town of San Gimignano, savor a traditional Tuscan lunch, then continue to Pisa to admire the stunning Piazza dei Miracoli and the iconic Leaning Tower (tower tickets not included). The experience includes round-trip transportation from Florence in a luxury Mercedes minivan with free Wi-Fi, an English-speaking driver/tour leader, and all the charm, history, and flavor of Tuscany in one complete itinerary.

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Small-Group Siena and San Gimignano with Dinner in a Boutique Winery?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5049CHIANTI007

Traveler Photos

Reviews

4.44
116 reviews

Average 4.44 out of 5 stars based on 116 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
76
4 stars
22
3 stars
12
2 stars
5
1 star
1

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Free WiFi on board
  • Typical Tuscan dinner or Lunch for the Tuscany Grand Tour Option
  • Surprise tasting in Siena
  • Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
  • San Gimignano visit with free time
  • Tuscany Grand Tour Option: Visit to Pisa and Miracle Square (Leaning Tower entrance not included)
  • English speaking driver/tour leader
  • Visit of a winery with wine tasting
  • Free Time in San Gimignano
  • Guided walking tour of Siena
  • Gratuities
  • Hotel pickup and drop-off
  • We are sorry to inform you that pets are not permitted on our tours
  • Tuscany Grand Tour Option: Entrance ticket to the Tower of Pisa (purchase on-site if time allows)

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • The tour operates regardless of weather conditions
  • Semiprivate Tuscany Grand Tour Option: Choose the Grand Tour upgrade for a full-day experience starting at 8:00 AM. Discover the highlights of Tuscany in one unforgettable journey: visit Siena with a guided walking tour and a surprise tasting, enjoy free time in the medieval town of San Gimignano, savor a traditional Tuscan lunch, then continue to Pisa to admire the stunning Piazza dei Miracoli and the iconic Leaning Tower (tower tickets not included). The experience includes round-trip transportation from Florence in a luxury Mercedes minivan with free Wi-Fi, an English-speaking driver/tour leader, and all the charm, history, and flavor of Tuscany in one complete itinerary.
  • This tour/activity will have a maximum of 20 travelers

Report Product Issue

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free Cancellation

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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