Tuscany Day Trip: Private Tour of Siena and San Gimignano from Florence

Embark on a private day trip from Florence to Siena and San Gimignano in Tuscany. Explore medieval towns, visit a local winery, and enjoy a delicious lunch with locally produced wines.

Duration: 8 hours
Cancellation: 1 day learn more
Highlights
  • San Gimignano - Wake up in Florence and get ready for your day of exploration to begin. Your first stop will be San Gimignano, so sit back and enjoy a 90 minute private drive in a comfortable luxury vehicle. Your driver will add to the scenery by sharing stories, gossip and anecdotes about the estates and villas you pass along the way. The marvelous Medieval hill town of San Gimignano, located in the province of Siena, is currently on the list of UNESCO world heritage sites. San Gimignano or “Town of Towers” is famous for its unique and outstanding architecture. As you enter the fortified walls of the city you will learn about the famous towers and delight in the history of this picturesque town. Once there, you will be dropped off so to allow you free time to walk around the village and explore on your own. Your visit will be enhanced by the fun facts and stories your driver will share before dropping you off. - Greve in Chianti - After your exploration of San Gimignano it is time for a delightful Italian lunch. Your authentic lunch includes a delicious tasting of local wine produced with grapes that grow just outside of the Medieval walls of San Gimignano. Taking a short drive across the valley to reach your destination, you will be amazed by the beauty of the location of the vineyard we have picked for you. Once an ancient convent, this beautiful property was transformed into one of the finest wine producers in the area. It also has a local farm and offers a breathtaking view of the countryside right from your table. The highlight, of course, is the wine! Enjoy 3-4 wines that have been hand-picked by the owners and learn the basics of this world-famous wine region. A tasty light lunch will accompany your tasting, followed by a personal tour of the winery. As you sip local wine and share stories with the owners of the property, you will truly understand why this region is world famous. - Siena - Your Tuscany Day Trip continues to Siena, another highlight of Tuscany. In Siena, your private driver will guide you from site to site while sharing the elaborate history and intriguing stories of the city, and giving you free time to explore each site on the tour. Siena too is a Unesco world heritage site. Every building and every corner of this quaint yet bustling town tells stories of bygone eras. And of course, you will also stop at the world-famous Piazza del Campo. Hear fantastical stories of the history of Piazza del Campo and then hop off to take delight in this shell shaped square, imagining the crowds that gather to watch Il Palio, the famous horse race that take place twice a year. After a full day through the Tuscan Hills and towns, your taste buds will be satisfied, your hunger for history and culture will be topped, and your memories will be filled with beautiful scenery.
What's Included
  • All-day private chauffeur for round-trip transportation from your hotel in Florence
  • Exclusive car trip through the scenic Tuscan Hills
  • Visit San Gimignano & Siena, UNESCO world heritage sites
  • Opportunity to add a full-day private guide for an enriched experience
  • Lunch and wine tasting at a picturesque location in the Tuscan hills
  • Availability of non-alcoholic beverages during lunch
What's Not Included
  • Gratuities
Additional Information

Have you always imagined yourself in Tuscany? This tour then, is specially crafted for your dream. Begin your morning in Florence and meet your personal chauffeur at your place of stay, who will transport you to the verdant hillsides of Tuscany. Your journey will lead you first to San Gimignano, a stunning medieval town, known for its numerous towers and beautiful panoramas. Next, you’ll visit a striking local winery located amidst the Tuscan landscapes. Delight yourself with a light meal, accompanied by a variety of local wines, followed by a walkthrough of the vineyard. As you relish the scrumptious wine and food, you’ll be privately driven in style to Siena. Be entertained by your personal chauffeur’s narratives, and take some time to discover the city at your own pace. To enhance your understanding of Siena and San Gimignano, consider upgrading your journey to include a Private Tour Guide, who will be with you throughout the day. You will conclude your day with a leisurely drive back to your accommodation in Florence.

Location
San Gimignano
Cancellation Policy

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

Customer Ratings
5.0
(15 Ratings)
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Revdebviolac
Aug 5, 2024
Wonderful tour! - Wonderful tour, our driver Gabrielle was so kind and wonderful. He shared so much info about the area and really accommodated anything we wanted. Liv Tours was great also they upgraded our car to a minivan when I asked due to problems with motion sickness and they were wonderful!
Review provided by Tripadvisor
Maps508606
Aug 4, 2024
Wonderful Day Trip to Siena and San Gimignano including Winery Lunch - LivTours arranged a beautiful day trip (8 hours) from Florence, for our family of 9. We had 2 wonderful drivers, Irene and Gabriel. Our first stop was Siena, where we loved seeing their unique and gorgeously intricate cathedral. We then drove thru the Tuscan countryside to a winery, where we enjoyed a delicious lunch of appetizers and pasta, accompanied by both their red and white wines. Our final stop was San Gimignano for a walk through the village, including some shopping and a gelato! Irene and Gabriel were both friendly and informative on our drive. Fabulous day!
Review provided by Tripadvisor
Alvin
Jun 17, 2024
Wonderful day getting a glimpse of two beautiful Tuscan towns, and a lovely lunch and tasting - We had a fantastic day with a perfect driver, Sandro, and our very knowledgeable and friendly guide, Raphaella. It was so nice to have a guide give us information on Siena and San Gimingano as she walked us through both lovely towns. We left wanting to experience more of both places, and look forward to coming back! Our lunch and tasting at the Mormofaia winery was excellent, with the most stunning views- we couldn’t have been happier. Very thankful to have had such a wonderful guide and driver for the day. It was a highlight of our trip, for sure!! Definitely recommend this tour
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Drewm329
Apr 29, 2024
Favorite day in Tuscany - Our guide Rafaela was wonderful, friendly, gracious and full of interesting information regarding our destination, including history, but the culture of the people which was just fascinating.
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852sandih
Apr 21, 2024
Wonderful Day Trip to Tuscany - We were greeted by our driver right outside our hotel in a nice Mercedes van that was able to seat our group of seven comfortably. We LOVED touring the Tuscan country-side, visiting Siena and San Gimignano. We also went to a lovely winery for lunch and the vineyard views were right out of a movie! After this day trip, we decided we must come back to spend more time in Tuscany. We highly recommend this to anyone that wants a good overview of Tuscany.
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Nctravelandlearn
Apr 1, 2024
Amazing day in Tuscany - I wanted to go visit part of Tuscany and this tour did not disappoint. Michele was our driver and he was very nice. Siena and San Gimignano are small, charming towns that are easy to walk. The highlight of the trip was visiting a winery for lunch. The views, food and wine were amazing. Overall a great experience.
Review provided by Tripadvisor
Laurenal668gu
Jan 13, 2024
Best Day Ever! - This was the favorite day or our 10 day trip for every member of our family! Everything about it was PERFECT! Mattia picked us up in a clean and comfortable van and was with us every step of the way. He was able to share information that was interesting and appreciated by teens and adults alike. The stops in Siena and San Gimignano were perfect length and allowed our family to wander freely on our own schedule. The lunch at the winery was spectacular and delicious, and the staff there was also exceptional. Tuscany and this particular tour are not to be missed. We loved this day!
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Deanww3148nx
Oct 7, 2023
Intro to Tuscany - We enjoyed a wonderful day with Raffi exploring Tuscany and the beautiful towns of Siena & San Gimignano. As first time visitors to this region of Italy, Raffi provided us a great introduction to all aspects of Italian life & history. The day included leisurely strolls of both cities with her helpful insights on historical architecture & community traditions, plus an amazing lunch at a hillside Tuscan farmhouse. If you are looking for a professional, friendly guide to spend a relaxing day, this tour is highly recommended. Please ask for Raffi - you will enjoy her company.
Review provided by Tripadvisor
Compass38337932345
Sep 6, 2023
Absolutely wonderful experience - On a beautiful September day, our family had the delightful private day tour experience to Siena and San Gimignano with our tour guide, Emanuela, and our driver, Alessandro. The morning began with a pickup at our accommodation in Florence where we met our guide and driver. Immediately they were so welcoming and kind. Then we drove to Siena and were swept away by in depth history and stories about this charming city. Emanuela answered all of our questions and really brought the city to life. We had lunch at a lovely cantina near San Gimignano. We had a taste of each wine and the olive oil they produce and a delicious meal. Our last stop was San Gimignano and again Emanuela brought the city to life. It was a wonderful experience and I cannot say enough about how great the experience was for our family. I highly recommend it.
Review provided by Tripadvisor
Paulgd8654zy
Jul 10, 2023
LivTour is great! - We had a tremendous day!. Every aspect was fantastic. The transport was incredibly prompt, accommodating and comfortable. They also helped to accommodate my parents who needed special assistance due to limited walking capabilities. The itinerary was perfect and was well planned/executed. The lunch was unbelievable and one of the best meal experiences on our trip. Our tour guide was a true gem and was an incredible guide. She connected with every person on the trip (old and young) and found a way to relate to everyone. She told incredible stories of the history of each place … and also provided great guidance and tips for Florence in general. She was extremely organized and a great communicator. Overall we could not be any happier. The trip was simply amazing and the highlight of our family stay … for all 16! We look forward to booking more LivTours when we came back to Italy.
Review provided by Tripadvisor
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up to 15 guests
2 Adult
September 2024
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