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San Gimignano, Siena, Monteriggioni, Chianti: Guided Day Trip with Wine Tasting & Lunch

Guided Day Tour with a licensed guide to Siena, San Gimignano, Monteriggioni, and Chianti. Includes a traditional three-course Tuscan lunch, wine tasting featuring three distinct Chianti wines and "Vin Santo." Enjoy free time to explore the charming towns of Siena, San Gimignano, and Monteriggioni at your own pace.

Your memorable journey begins in the enchanting hilltop town of San Gimignano, famous for its preserved medieval towers, vibrant frescoes, and invaluable works of art. Here, the tour leader will guide you to the historic center, where you’ll have about two hours of free time to explore at your own pace.

A short drive brings you to the charming medieval hamlet of Monteriggioni*, a small village enclosed by its iconic, well-preserved walls. Enjoy some free time to wander through this historic gem.

Next, travel through the scenic Chianti hills to a welcoming winery, where you can unwind and experience the rich flavors of the region. Savour a tasting of three exceptional Chianti wines and a traditional, three-course Chianti-style lunch featuring locally sourced ingredients, finishing with "cantucci e vin santo."

Finally, continue to Siena, where three hours of free time allow you to soak up the unique ambiance of this captivating city before returning to Florence in the evening.

Please note that the order of the visits may change.

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

Lunch Sample Menu:

Enjoy 3 course-lunch which includes: Appetizer with cold cuts ( prosciutto, finocchiona, salami ) bruschetta olive oil and truffle oil pecorino cheese with balsamic vinegar and green salad; Main Course with penne with meat ragout and parmesan cheese and Dessert with homemade tart with jam and vinsanto. Tasting of 3 different wines.

Sample Vegetarian Menu (available on request)

Subject to seasonality: Appetizer with legumes, tomato salad, bruschetta, and pecorino cheese with balsamic vinegar; Main course with penne and tomato sauce and parmesan; Dessert: tart with jam and vinsanto.

Experience Includes

  • Visit two stunning UNESCO World Heritage Sites and go back to the Middle Ages
  • Enjoy some Free Time in the heart of Tuscany to explore Siena, San Gimignano and Monteriggioni at your own pace
  • Enjoy wonderful views of Tuscan rolling hills and the Chianti countryside
  • Have Lunch and Taste three excellent Chianti wines in a typical Winery
  • Air-conditioned coach transportation

Experience Excludes

  • Optional gratuities
  • Refreshments

Departs

Nov to Mar - Mon, Wed, Fri and Sat; Apr to Oct - Daily

Departure location

Tour commences at Piazzale Montelungo (Montelungo Square), in front of the yellow Street Sign Caf Tour – Gray Line

Start times

8.00am.

Duration

Around 11 hours

Terms & Conditions

  • Itinerary subject to change without notice.
  • Vegetarian option is available on request and needs to be confirmed prior to departure.
  • Please arrive at the departure location at least 15 minutes before the scheduled departure time.
  • This tour does not operate on 25th December and 1st January.
  • We suggest you wear comfortable shoes; appropriate clothing is recommended to visit places of worship.
  • Infants aged 0-3 years go for FREE.
  • Cancellation Policy: There will be no penalty for cancellations of tour or service communicated in writing to Caf Tour & Travel up to 48 hours before departure time of the tour or service. Less than 48 hours before departure time of tour or service 100% of the total price will be due and no reimbursement will be granted. No reimbursement will be granted to any client who is not at the place of departure at the time established; similarly, no reimbursement will be granted to clients who lose contact with the guide or who do not complete the tour.