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Tuscany Highlights: Siena, San Gimignano, Chianti
4.5
193 Ratings
Firenze
Explore Siena and San Gimignano, savor Tuscan wines, and enjoy a sunset dinner in Chianti. Limited to 16 for a personalized experience.
Explore Siena and San Gimignano, savor Tuscan wines, and enjoy a sunset dinner in Chianti. Limited to 16 for a personalized experience.
Duration:
12 hours
Cancellation:
24 hours
Highlights
- Florence - Designated meeting location in the towns of Italy
- Siena - Arrival in Siena for an informative guided tour
- Historic Centre of San Gimignano - Leisure time in San Gimignano, a UNESCO World Heritage Site
- Diadema Wine & Evo - Enjoy a gourmet dinner at a boutique winery in Chianti
- Florence - Return to Florence, concluding the tour at the original meeting location
- Florence - Designated meeting location in the towns of Italy
- Siena - Arrival in Siena for an informative guided tour
- Historic Centre of San Gimignano - Leisure time in San Gimignano, a UNESCO World Heritage Site
- Diadema Wine & Evo - Enjoy a gourmet dinner at a boutique winery in Chianti
- Florence - Return to Florence, concluding the tour at the original meeting location
What's Included
- Free WiFi on board
- Typical Tuscan dinner or Lunch for the Tuscany Grand Tour Option
- Surprise tasting in Siena
- Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
- San Gimignano visit with free time
- Guided walking tour of Siena
- Tuscany Grand Tour Option: Visit to Pisa and Miracle Square (Leaning Tower entrance not included)…
- Free WiFi on board
- Typical Tuscan dinner or Lunch for the Tuscany Grand Tour Option
- Surprise tasting in Siena
- Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
- San Gimignano visit with free time
- Guided walking tour of Siena
- Tuscany Grand Tour Option: Visit to Pisa and Miracle Square (Leaning Tower entrance not included)
- English speaking driver/tour leader
- Visit of a winery with wine tasting
- Free Time in San Gimignano
What's Not Included
- Gratuities
- Hotel pickup and drop-off
- We are sorry to inform you that pets are not permitted on our tours
- Tuscany Grand Tour Option: Entrance ticket to the Tower of Pisa (purchase on-site if time allows)
- Gratuities
- Hotel pickup and drop-off
- We are sorry to inform you that pets are not permitted on our tours
- Tuscany Grand Tour Option: Entrance ticket to the Tower of Pisa (purchase on-site if time allows)
Additional Information
Experience the essence of Tuscany in a single enchanting afternoon! Begin your journey in Florence and travel in style through the picturesque Chianti hills in a luxury minivan. Delight in a guided walking tour of Siena, where you can explore its Contrade, Piazza del Campo, and magnificent Gothic architecture. Savor local delicacies before proceeding to…
Experience the essence of Tuscany in a single enchanting afternoon! Begin your journey in Florence and travel in style through the picturesque Chianti hills in a luxury minivan. Delight in a guided walking tour of Siena, where you can explore its Contrade, Piazza del Campo, and magnificent Gothic architecture. Savor local delicacies before proceeding to San Gimignano, the medieval town renowned for its towers, where you can leisurely stroll through its charming streets. As the day draws to a close, visit a scenic winery in the Chianti countryside to enjoy a traditional Tuscan dinner and wine tasting in a truly memorable setting.
Seeking the complete Tuscan adventure?
Opt for our Tuscany Grand Tour: a full-day excursion that also includes a trip to Pisa and its famous Leaning Tower, along with a delightful Tuscan lunch. Follow the path of the Grand Tour travelers and immerse yourself in the art, history, and flavors of Tuscany from morning till night.
- 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.
Location
Via dei Vagellai, 22
Via dei Vagellai
Via dei Vagellai 22R, at the corner of Piazza Mentana (across from the Arno River)
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.5
(193 Ratings)
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Vesna
Sep 7, 2025
Tuscany Tour - a perfect day/evening - Best tour we did while in Italy - absolutely loved San Giamano (nice to have a free hour) and sunset dinner at winery. Was lovely to sit together and eat which is so very Italian. Thank you Fiamma, you are the kindest and most personable guide that made us feel like family.
Review provided by Tripadvisor
Chefhilly
Sep 6, 2025
Look for a picture perfect Italian tour…you have found it! - This tour was OUTSTANDING! Let me be clear…I am not a fan of tours BUT this was a fun group of 7 people and we had a blast. Great way to end our week in Italy celebrating our 20th wedding anniversary! Our group leader Fire and our driver were everything you would want from a group host.
Enjoy!!
Review provided by Tripadvisor
A5612mldanielam
Aug 29, 2025
Really Cool Experience - It was amazing: the tour driver was really really nice + the food was down right delicious! (Unrelatedly, I noticed that at the end of the reviews i was not able to select my country from the drop down because you don’t have Romania)
Review provided by Tripadvisor
Escape610769
Aug 28, 2025
Perfect afternoon in the countryside - Great afternoon and dinner - well worth the trip! The host/driver Lorenzo was very informative. Would recommend for your trip
Review provided by Tripadvisor
610nja
Aug 27, 2025
An absolute must! Village charm, culture, history, and LORENZO’ - Lorenzo! Everyone loves Lorenzo! The tour was great well organized and fun. Love Siena, San Gimignano, and the boutique winery. Lorenzo matched the charm and culture of each village with his friendly attentive hospitality. This is our second tour with the Townes of Italy.
Review provided by Tripadvisor
Excursion15895320080
Aug 26, 2025
Well worth it ! - Great tour and tour guide . Lorenzo was very knowledgeable and was a fantastic guide. He answered all of our questions and gave insite and background to all parts of the tour. The dinner was delicious and the host was entertaining. Our group had a fantastic time .
Review provided by Tripadvisor
Tricia_w
Aug 24, 2025
Amazing Sights, Great Food & All Around Tuscany Tour - Both cities and the winery were outstanding. The driver Ramona was fun and funny, patient and informative. The one guide provided in Siena felt rushed, a little robotic and impatient with us. I think she had somewhere else to be or has done the tour too many times, but we were really there for the sights. We could have navigated and probably done without her altogether. Great shopping and gelato. I recommend this tour as a way to get to know Siena, SanGimignano and Tuscany, but if you want more time in the cites than 1 hour then book a different tour, depends what you are looking for. This one is a great day trip though.
Review provided by Viator
T_dovbniak
Aug 22, 2025
Wow! What a place! What a tour!! - Wow! What a fantastic experience! We stopped in the Siena and San Gimignano and a beautiful winery on this tour, which I highly recommend.
Dinner was outstanding! We loved San Gimignano and Siena! Dinner at the winery was the best part! We ate all fresh, local foods in perfectly wine paired harmony with their very good wines! It's a beautiful property with a stunning Tuscan view! Check this place out for a wine tasting or treat yourself to the wine paired dinner.
Review provided by Tripadvisor
R3482pzkristinm
Aug 21, 2025
Perfect day tour of Tuscany! - We had a lovely tour of Siena, San Gimagnano, and the local winery for dinner. Lorenzo was so kind and provided us with a wealth of knowledge. We would absolutely recommend!!
Review provided by Tripadvisor
Valentinams887qk
Aug 15, 2025
Will book again - Luisa and Jack were an absolute pleasure. Everyone else who signed up for the tour canceled, so my best friend and I basically had a private 9 hour tour. We are big nerds and Luisa was so knowledgeable and had answers to all of our random questions about history dating back to the early BC years. She and jack were also so friendly and we could have chatted all day. Our guide in Siena, Claudia, was excellent as well. The winery was quaint and family-run for centuries. I will be daydreaming about the landscapes when I am back at work. Overall, we couldn’t rate this tour experience any higher. Will definitely book with this company again! Maybe for the Vespa tour next time ;)
Review provided by Tripadvisor
