Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

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Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
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Duration
8 hours
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Number of Guests
2 - 15 guests
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Language
English, Italian
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Other
Private Experience
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Digital Ticket
Mobile or paper ticket accepted

Discover Tuscany's charm on a private day trip from Florence. Explore San Gimignano's towers, enjoy a winery visit, and wander Siena's streets. Upgrade for a private guide experience.

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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

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.

What You Get

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
Gratuities

Good To Know

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available

What You’ll Experience

1

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.
2 hours 30 minutesAdmission Ticket Free
2

Siena

Your driver will take you across the valley to a typical Tuscan winery. Originally an ancient convent, this stunning property has been transformed into an outstanding winery and farm, where you will enjoy a nice glass of wine and some traditional food. You will then get a personal tour of the winery. 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 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.
3 hours 30 minutesAdmission Ticket Free

Meeting & Pickup

Pickup Point
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Pickup Details
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.

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.

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What People Are Saying
Overall ratings and reviews
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(27)
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Family trip in italy
June 26, 2025
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(Viator)

Out drivers were on time and informative in the area we visited ! I would use Liv Tours again. The vans were very clean

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A must do. Perfect day in the country.
May 26, 2025
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(TripAdvisor)

Perfect day. We spent enough time in the towns. And a fabulous lunch with wine tasting on the countryside overlooking San giamignano. Our driver Lorenzo, was wonderful. Knowledgeable, funny, cari...read more

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Outstanding day trip in...
April 14, 2025
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(Viator)

Outstanding day trip in the Tuscan countryside. Sienna and San Gimignano are so cute and we had a lot of fun exploring. Mattia is an excellent guide

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Perfect way to see Siena
March 27, 2025
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(TripAdvisor)

We did a walking tour of Siena with Giulia and loved every minute. Since she is from there, she gave us a really special overview which our 9 and 12 year olds loved. They are still talking about th...read more

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Tuscany day trip
March 18, 2025
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(TripAdvisor)

Raffi and Alasandro were fantastic. I highly recommend this day trip to the Tuscany Region. The small town tours were amazing and the stop at the winery for lunch as incredible.

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from  $1,267.19 
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Please note: The price varies based on group size. The time is in Central European Time.
Free cancellation (24 hours notice)
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INSTANT CONFIRMATION
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Earliest available date: July 15, 2025
from  $1,267.19  per guest
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Please note: The price varies based on group size. The time is in Central European Time.
Free cancellation (24 hours notice)
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For each guest that attends this experience, byFood will donate
10 meals
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