Tours

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

Florence, Italyby Towns of Italy

9 hours
Free cancellation
Instant confirmation
Up to 20 travelers
Mobile or paper ticket accepted
Guide: English

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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
English speaking driver/tour leader
Typical Tuscan dinner or Lunch for the Tuscany Grand Tour Option
Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
Guided walking tour of Siena
Tuscany Grand Tour Option: Visit to Pisa and Miracle Square (Leaning Tower entrance not included)
Visit of a winery with wine tasting
Surprise tasting in Siena
San Gimignano visit with free time
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)

Itinerary

1
Florence
Pass by
Towns of Italy indicated meeting point
2
Siena
2 hours
Arrival in Siena for a guided tour
3
Historic Centre of San Gimignano
1 hour
Free time in San Gimignano, UNESCO Heritage Site
4
Diadema Wine & Evo
1 hour
Gourmet Dinner in a Boutique Winery in Chianti
5
Florence
Pass by
Return to Florence and end of the tour at the initial meeting point

Meeting and pickup

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

End point

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

Good to know

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.

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Please read carefully If your tour is scheduled to take place on or after March 1, 2027, the new meeting point will be: Towns of Italy - Tourist Hub & Cooking School - Florence - Largo Pietro Annigoni, 9A - 50122 Florence

Cancellation policy

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

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Florence, Italy

6 hours

6 hoursFree cancellation

from $149

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from $121per person

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