S. Gimignano, Siena, Chianti Wine Tasting & Lunch



Join a day trip into the heart of Tuscany, departing from Florence and visiting San Gimignano, Siena, and Monteriggioni. Relax in a Chianti winery for a typical lunch and a guided wine tasting.

Highlights

  • Discover the medieval charm of San Gimignano’s ancient towers
  • Explore Monteriggioni, a perfectly preserved walled village
  • Enjoy a guided tour through Siena’s historic center and Cathedral
  • Savor an authentic Chianti wine tasting at a local Tuscan winery
  • Delight in a farm-to-table 3-course Chianti-style lunch experience

Description

Explore the UNESCO-listed town of San Gimignano with about two hours of free time to wander its medieval streets, admire its towers, and enjoy local specialties. Continue through the rolling Chianti hills to a cozy winery for a guided tasting of three fine wines and a three-course “zero-food-miles” lunch, ending with cantucci and Vin Santo. Next, discover Siena on a guided walking tour (if option selected) through its charming medieval streets, Piazza del Campo, and the magnificent 12th-century Cathedral (interior visit if option selected), followed by free time to soak up the city’s unique atmosphere. In season, visit the walled hamlet of Monteriggioni for independent exploration. The order of visits may vary. Perfect for travelers seeking a seamless experience of San Gimignano, Siena, and Chianti with wine tasting, local food, and expert guiding. From November to March, Monteriggioni is not included and the return to Florence is approximately 30 minutes earlier.

Includes

Mutilingual assistance at the meeting point Round-trip travel by air-conditioned coach Licensed tour escort Exclusive Chianti winery experience with vineyard and cellar tour Authentic 3-course Tuscan lunch Guided tasting of 3 Chianti wines and traditional Vin Santo Guided walking tour of Siena with a local expert (if option selected; April to October only) Skip-the-line entry to Siena Cathedral and the Piccolomini Library with a professional guided tour (if option selected)

Important Information

  • 3-Course Lunch + Wine Tasting (3 Wine and Vinsanto) Sample Menu: - Starter: assorted cured meats (prosciutto, finocchiona, salami), bruschetta with olive oil and truffle oil, pecorino cheese with balsamic vinegar, and green salad - First Course: penne pasta with meat ragù and parmesan - Dessert: homemade jam tart served with Vin Santo (traditional Tuscan dessert wine) A vegetarian menu is available upon request. This tour involves uphill and downhill walking routes in hilltop villages. Therefore we regret to inform you that it is not suitable for people with wheelchairs or with impaired mobility. 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.

Easy cancellation

Cancel up to 24 hours in advance for a full refund

Available Dates

September 2026 12 dates
Sat 19th Sep Sun 20th Sep Mon 21st Sep Tue 22nd Sep Wed 23rd Sep Thu 24th Sep
October 2026 31 dates
Thu 1st Oct Fri 2nd Oct Sat 3rd Oct Sun 4th Oct Mon 5th Oct Tue 6th Oct

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