San Gimignano Towers: Medieval Charm & Wine

Explore Tuscany’s medieval gems with a private Chianti tour, savoring authentic flavors and fine wines. Book your unforgettable journey today.

Duration: 5 hours
Cancellation: 24 hours
Highlights
  • San Gimignano - San Gimignano – The Medieval Manhattan
    As one approaches San Gimignano, the landscape transforms: against the lush Tuscan hills, the iconic towers that have brought global fame to this town reach for the sky. These towers, ancient emblems of power and prestige, stand like stone fingers pointing upwards, narrating the tale of a…
What's Included
  • Private transportation
  • Booster seat
  • Bottled water
  • On-board WiFi
  • In-vehicle air conditioning
What's Not Included
  • Dinner
  • Tasting
  • Full lunch with wine tasting
Additional Information

Allow us to lead you through the historic and legendary towers of San Gimignano. Nestled in the heart of Chianti, indulge in a relaxing break amidst ancient vineyards, complete with a traditional Tuscan lunch and a sampling of exquisite wines.
This exclusive tour, conducted in a private car equipped with all modern comforts, is perfect for those in…

Location
San Gimignano
Cancellation Policy

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

Customer Ratings
5.0
(11 Ratings)
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1 star
478mattielb
Mar 28, 2026
Amazing tour. Ask for Asil! - If you're looking for the perfect Tuscany day trip, honestly, this is the one. We booked a tour out of Florence to hit some smaller towns and do a wine tasting, and it was the absolute highlight of our trip. The scenery was straight out of a movie, and the wine was incredible. But the real star of the day was our guide, Asil. He was so incredibly knowledgeable about the history of Florence and the whole Tuscany region; I feel like I learned more from him than from any guidebook. He was such a pro behind the wheel and just a genuinely great guy to spend the day with. I was more than happy to tip him well because he truly went above and beyond to make sure we had a great time. It felt less like a stiff tour and more like a road trip with an expert friend. If you get the chance to book with them, definitely ask for Asil!
Review provided by Tripadvisor
Asilmerts
Mar 27, 2026
Perfect day exploring the hills of Tuscany - We had an incredible time on the Tuscany Zaza Tour. The itinerary was well-balanced, giving us enough time to soak in the views without feeling rushed. Our guide was local and very knowledgeable, sharing stories about the region that you wouldn’t find in a typical guidebook. The highlight for me was the small, family-owned vineyard we visited, the wine and authentic Tuscan lunch were outstanding. If you’re looking for a professional yet personal way to see Tuscany, this is it. Highly recommended!!!!!
Review provided by Tripadvisor
Zeynepm655
Mar 27, 2026
Chianti Tour - It was an amazing trip. I loved the landscape and the wine was very tasty. We had enough time to explore the city and the company was very helpful with the trip.
Review provided by Tripadvisor
447dennyt
Mar 19, 2026
San Gimignano and wine tasting - It was an incredible experience, our guide was competent, all the staff attentive to detail, the visit to San Gimignano very pleasant and finally we did the wine tasting, a magical place rich in history and traditions. I would very much like to repeat this experience.
Review provided by Tripadvisor
E3372zyalejandrog
Mar 4, 2026
Great experience - Everything taken care of in detail. We had a lot of fun and it is definitely suitable for those traveling with children because the car is very comfortable and the driver took us right near the city center. Excellent tasting in Chianti and fantastic staff. Thank you on behalf of the whole family
Review provided by Tripadvisor
Mariagiordanobambini
Dec 17, 2025
Fantastic tour - San Gimignano is beautiful. The winery tour was very interesting and we drank some great wine. Thank you so much for everything
Review provided by Tripadvisor
Jamesoconnor9722
Dec 10, 2025
Wonderful experience - We rally enjoyed the wine and olive oil tasting. Everything was delicious, and the atmosphere was truly homely and typical. Thank you!
Review provided by Tripadvisor
Ellasanchezzz120
Nov 28, 2025
Half day in Chianti wonderful! - Thank you very much for the day in Chianti. It has been wonderful!! We recommend this agency Destination Tuscany
Review provided by Tripadvisor
From $104
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).