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Tuscany Private Day Trip Siena and San Gimignano from Florence

icon 8 hours Mobile ticket Free Cancellation
Tickets from € 520.00

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Have you been dreaming of Tuscany? Then this tour is for you. Wake up in Florence, where your private driver will meet you at your hotel and whisk you to the lush green hills of Tuscany. Your first stop will be San Gimignano, a beautiful and picturesque medieval town known for its many towers and gorgeous views. Then, stop at a marvelous local winery nestled in the Tuscan countryside. Enjoy a light lunch with a selection of locally produced wines, followed by a tour of the vineyard. With your taste buds still in heaven from the delicious wine and food you enjoyed, hop back on your private luxury drive to Siena. Here, your private driver will share a few stories and anecdotes and give you time to explore on your own. If you are looking for a bit more in depth knowledge about Siena and San Gimignano, upgrade your tour by choosing the option with Private Tour Guide, who will accompany you throughout the entire day. The day will end with a relaxing drive back to your hotel in Florence.
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  • Enjoy an exclusive and luxurious car ride through the Tuscan Hills
  • Option to add-on a Full-Day Private Guide on board (choose the option with private guide)
  • Non-alcoholic beverages available during the lunch
  • Visit San Gimignano & Siena, both UNESCO world heritage sites
  • Delight in Lunch and Wine Tasting in the Tuscan hills, near San Gimignano
  • Round trip All-day Private Chaffeur from and back to your hotel in Florence
  • Gratuities
Departure Point

Traveler pickup is offered

Please inform us of the exact name and location of your hotel / vacation residence upon booking. Your private chaffeur will be there to pick you up starting 10 min prior your activity start time.

  • San Gimignano, San Gimignano, Italy
    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.
    150 minutes
  • Greve in Chianti, Greve in Chianti, Italy
    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.
    120 minutes
  • Siena, Siena, Italy
    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.
    210 minutes
  • 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
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
amyericks0n
23 Apr 2023
We had the most wonderful private trip to the hill towns of Siena and San Gimignano. Our driver, Claudio, was professional, polite and knowledgeable. He took such wonderful care of us from pick up to drop off. We truly enjoyed our time in each town, shopping, touring the cathedrals, enjoying the beautiful scenery. But the best part was our lunch with wine tasting at Mormoraia. This was a lovely winery with views of San Gimignano. The wines were delicious, the food parings were perfect, but the views were absolutely sublime! This excursion left me wanting more, and I cannot wait to revisit all of these new favorite places! I recommend this specific trip, but my entire dealings with LivTours was terrific as well. They communicated, shared all the necessary and needed information, answered my many questions, and were a delight to work with. Thank you for creating wonderful memories for my niece and myself!
10legs
26 Mar 2023
The scenary was fantastic!! We were not at all prepared, so we would have appreciated a little more guidance and historical/cultural overview of the cities. For example, we scrambled a little at Sienna, figuring out what museums to visit and what tickets to buy, in part because English didn't work well at the ticket office. But it all turned out well. Highly recommended if your itinerary allows!!
Lacey S
07 Nov 2022
This was our second LivTour on our trip to Italy, and it was fantastic. We wanted to see some of the smaller towns in Tuscany but did not want to deal with the hassle of renting a car and navigating the roads. Matteo was a great driver and provided the perfect drive to Siena and San Gimignano. He offered lot of history and information about the areas as we drove and suggested places for us to stop for photos and to try food. It was such a relaxing day and a great way to see more of Italy with zero stress. The car was clean and comfortable, and pickup and drop off at our hotel was so easy. We will definitely book with LivTours next time we are in Italy.
This tour in Florence is organized by LivTours

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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