San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

4.5 (201 reviews) Siena, Italy
  1. Home
  2. Activities
  3. Siena
Duration11h
Free cancellationFull refund up to 24 hours before
Instant confirmationYour booking is confirmed right away
TicketMobile or paper ticket accepted
LanguagesEnglish
Group sizeUp to 60 travelers

Overview

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San Gimignano at your own pace; step inside Monteriggioni’s perfectly preserved fortress. Follow the scenic Chiantigiana road to a cozy winery for a guided tasting of 3 Chianti wines and a zero-mile, 3-course lunch, finishing with cantucci & vin santo. Enjoy free time in Siena to wander Gothic lanes, browse artisan shops, and relax in lively enotecas. Quick stops at the striped Duomo and shell-shaped Piazza del Campo, home of the Palio. Ideal for travelers seeking art, wine, and views in one effortless day—round-trip transport and tour leader included.

(*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier

What's included

  • Caf Tour staff assistance at the meeting point for smooth check-in
  • Licensed English-speaking tour escort throughout the day
  • Chianti winery experience: guided visit of cellars and vineyards & 3-course traditional Tuscan lunch
  • Departure from Florence
  • Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo
  • Round-trip transport by air-conditioned coach
  • Guided Service in Siena
  • Cathedral admission in Siena
  • Hotel Pick-Up and Drop-Off is not available

What to expect

  1. Historic Centre of San Gimignano
    2h
    Explore a perfectly preserved walled hilltown famed for its soaring medieval towers and fresco-filled churches. Stroll the UNESCO-listed historic center at your own pace, browsing artisan shops and quiet lanes. Enjoy panoramic viewpoints over the Val d’Elsa and time for gelato or souvenirs.
  2. Monteriggioni
    40m
    Step inside a storybook fortress village encircled by intact 13th-century walls. Wander the tiny piazza and gates, soaking up its authentic medieval atmosphere. Quick, easy visit with great photo spots from the ramparts.

    (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
  3. Strada Statale 222 Chiantigiana
    1h 30m
    Cruise one of Tuscany’s most scenic roads, rolling past vineyards, olive groves, and stone farmhouses. Settle into a cozy winery for a guided tasting of three Chianti wines paired with a zero-mile, three-course lunch. Finish sweetly with traditional cantucci and vin santo.
  4. Siena
    2h
    Enjoy generous free time to feel Siena’s Gothic soul—narrow lanes, noble palaces, and lively enotecas. Browse artisan boutiques, sample local specialties, and capture the city’s warm, terracotta hues. Ideal for independent discovery and relaxed photos.
  5. Duomo di Siena
    15m · Admission ticket not included
    Pause for an exterior and brief interior look at Siena’s striking striped-marble cathedral. Admire its ornate façade, sculptures, and masterworks that hint at the city’s artistic power. A swift but unforgettable highlight.
  6. Piazza del Campo
    30m
    Descend into one of Italy’s most beautiful squares, famed for the Palio horse race. Take a moment to sit at a café, admire the shell-shaped slope, and view the Torre del Mangia and Palazzo Pubblico. A perfect finale for people-watching and photos.

Meeting and pickup

Meeting point

An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

End point

An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

Additional information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
  • Comfortable walking shoes are recommended
  • Please note that the order of the visits may change
  • It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the excursion, nor to have a refund or reschedule the tour.
  • Please be advised that it is required to bring your original ID with you during the tour
  • Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
  • Vegetarian and gluten-intolerant options are available at the wineries; however, cross- contamination cannot be fully excluded.

Cancellation policy

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

Reviews

4.5 (201)
From
€79.00 per person
Check availability & book
  • 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 CAF Tour and Travel - Gray Line Florence · Booked through Viator
More activities in Siena
From
€79.00 per person
Check availability