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

4.5
(170 reviews)
Siena, Italy

11 hours (approximately)
Offered in: English

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
Wine tasting: three different Chianti wines plus classic vin santo
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

Meeting and pickup

Meeting point
Piazzale Montelungo

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
This activity ends back at the meeting point.

Itinerary

Duration: 11 hours (approximately)
  • 1
    Historic Centre of San Gimignano

    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 hours Admission ticket free
  • 2

    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

    40 minutes Admission ticket free
  • 3
    Strada Statale 222 Chiantigiana

    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.

    1 hour 30 minutes Admission ticket free
  • 4
    Siena

    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.

    2 hours Admission ticket free
  • 5
    Duomo di Siena

    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.

    15 minutes Admission ticket not included
  • 6
    Piazza del Campo

    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.

    30 minutes 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
  • 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
Supplied by CAF Tour and Travel

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Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private and Luxury
Cultural Tours
Wine Tours
Food & Drink
Excellent Quality
Spring Break
Top Product
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Curated Catalog
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 170 170 reviews
5 stars
114
4 stars
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3 stars
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2 stars
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1 star
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