Florence: Siena & San Gimignano with Dinner in a Boutique Winery





Description
Discover the best of Tuscany in one magical afternoon! Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a guided walking tour of Siena, exploring its Contrade, Piazza del Campo, and stunning Gothic landmarks. Taste local specialties before heading to San Gimignano, the medieval town of towers, where you’ll have time to wander its enchanting streets. As the sun sets, continue to a scenic winery in the Chianti countryside for a typical Tuscan dinner and wine tasting in an unforgettable location. Looking for the full Tuscan experience? Upgrade to our Tuscany Grand Tour: a full-day adventure that also includes a visit to Pisa and its iconic Leaning Tower, plus a Tuscan lunch. Follow in the footsteps of the Grand Tour travelers and embrace the art, history, and flavors of Tuscany from dawn to dusk.
Tour Options
Itinerary
Towns of Italy indicated meeting point
Arrival in Siena for a guided tour
Free time in San Gimignano, UNESCO Heritage Site
Gourmet Dinner in a Boutique Winery in Chianti
Return to Florence and end of the tour at the initial meeting point
Highlights
What's included
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- The tour operates regardless of weather conditions
- Semiprivate Tuscany Grand Tour Option: Choose the Grand Tour upgrade for a full-day experience starting at 8:00 AM. Discover the highlights of Tuscany in one unforgettable journey: visit Siena with a guided walking tour and a surprise tasting, enjoy free time in the medieval town of San Gimignano, savor a traditional Tuscan lunch, then continue to Pisa to admire the stunning Piazza dei Miracoli and the iconic Leaning Tower (tower tickets not included). The experience includes round-trip transportation from Florence in a luxury Mercedes minivan with free Wi-Fi, an English-speaking driver/tour leader, and all the charm, history, and flavor of Tuscany in one complete itinerary.
Reviews(311)
Wonderful day trip away from the hustle and bustle of Florence. Our driver, Christina, was friendly, efficient, and knowledgeable. We had a wonderful time!
The driver Francesco was a super tour guide who made the trip very lively and interesting. We would recommend this tour to anyone. Siena is beautiful and is a must-visit. San Gimignano is also definitely worth a visit.
Francesco was amazing! He was entertaining, kind, and an all around blast to have as a driver! He enlightened us with history and showed us beautiful sights along our way to Siena and a wine tour in Chantai! Highly recommend!
This was an excellent change from the usual tours in Florence, and a great introduction to the other must-see towns of Tuscany. The group was sized perfectly and felt intimate. Our guide at Siena was excellent and managed to cram in a lot of sights in a short time. We had plenty of time to get a taste of San Gimigiano, and the dinner at the winery felt homely - like having a meal at a friend’s home. Most of all, our driver/guide was very accommodating and helpful to my family, who genuinely appreciated her hospitality. I highly recommend this tour if you’re looking for a wider taste of Tuscany!
Tour guides on the school leg were very nice and helpful. Cities were both fascinating places - distinctly ancient but very different. Winery was excellent and authentic experience, and the owner and staff were very knowledgeable and hospitable. Some minor feedback: In Siena, it would be great to allow for time to visit the Duomo. But overall an excellent experience.
Our tour with Federico was wonderful and authentic. We will have memories forever of the excellent service and thorough explanations of amazing locations including San Gimignano, Siena, Fattoria Di Bagnolo. Federico was incredible and so informative. I highly recommend!
This was such a special family experience! Our tour guide, Federico, was incredibly friendly and knowledgeable, making our tour very personal and memorable. San Gimignano was lovely, and Siena was fabulous with a great guide. The winery was exceptional for wine as well as food and the hospitality of our hosts. Incredible all around! Can’t recommend it enough.
Outstanding experience. San Gimignano was unforgettable. Our guides were knowledgeable and FUN! Ate the best gelato in all of Italia. The medieval aura was palpable and unparalleled. And to finish off, a delicious meal paired with stellar regional wines presented and elaborated by very friendly and personable locals. Thank you!!! S&N
The whole tour was great. Romana was great. She was very informative and friendly. She took special requests and made my family's experience amazing.
Daria was a fantastic guide and driver. She shared so many tidbits that really accentuated the tour. This was my daughter's favourite part of her visit to Italia. Grazie!



