Florence: Siena & San Gimignano with Dinner in a Boutique Winery

4.5
(187 reviews)

9 to 12 hours (approximately)
Offered in: English

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
Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
San Gimignano visit with free time
Guided walking tour of Siena
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
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)

Meeting and pickup

Meeting point

Via dei Vagellai 22R, at the corner of Piazza Mentana (across from the Arno River)

End point
This activity ends back at the meeting point.

Itinerary

Duration: 9 to 12 hours (approximately)
  • Florence (Pass by)

    Towns of Italy indicated meeting point

    Admission ticket free
  • 1
    Siena

    Arrival in Siena for a guided tour

    2 hours Admission ticket free
  • 2
    Historic Centre of San Gimignano

    Free time in San Gimignano, UNESCO Heritage Site

    1 hour Admission ticket free
  • 3

    Gourmet Dinner in a Boutique Winery in Chianti

    1 hour Admission ticket included
  • Florence (Pass by)

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

    Admission ticket free

Additional info

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • 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.
Supplied by Towns of Italy

Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private and Luxury
Cultural Tours
Historical Tours
Walking Tours
Culture
Wine Tours
Food & Drink
Excellent Quality
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Short term availability

Cancellation Policy

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

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Rating

4.5 Based on 187 187 reviews
5 stars
137
4 stars
26
3 stars
12
2 stars
8
1 star
4
from per person
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