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

4.7 (364 reviews) Florence, Italy
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Duration9h - 12h
Free cancellationFull refund up to 24 hours before
Instant confirmationYour booking is confirmed right away
TicketMobile or paper ticket accepted
LanguagesEnglish
Group sizeUp to 20 travelers

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.

Options

Essential Coach Tour & Dinner

Afternoon with Dinner : Siena & San Gimignano by coach - top Tuscan sights and a typical dinner at a winery—great experience, budget-friendly price!

Small Group: Siena & Dinner

Afternoon with dinner: Siena & San Gimignano in a premium small group (max 20) by Mercedes minivan—top-tier tour with winery dinner included!

Private Siena and San Gimignano tour with dinner

Private Group: Siena & Dinner: Private Afternoon in Siena & San Gimignano with Traditional Winery Dinner

Semiprivate Tuscany Grand Tour

Upgrade to the Grand Tour:: Full-day (12h) with 8 AM departure: Siena, San Gimignano, Chianti, Pisa & Tuscan lunch—semiprivate journey (max 8) in style!

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)

What to expect

  1. Florence
    Pass by
    Towns of Italy indicated meeting point
  2. Siena
    2h
    Arrival in Siena for a guided tour
  3. Historic Centre of San Gimignano
    1h
    Free time in San Gimignano, UNESCO Heritage Site
  4. Diadema Wine & Evo
    1h · Admission ticket included
    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

Meeting point

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)

Additional information

  • 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.
  • 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.

Reviews

4.7 (364)
From
€108.75 per person
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  • Free cancellation up to 24 hours before the experience starts
  • Instant confirmation
  • You'll choose your date and travelers and pay on viator.com. Prices vary by date, group size and option.
Operated by Towns of Italy · Booked through Viator
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