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Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

Florence, Italy 8h 5.0 · 33 reviews EN, IT 6718P145
Instant confirmation Private tour Free cancellation (24h) Mobile ticket Hotel pickup Adults 18–99
Photos 10
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Tour route
2 stops ~28 km
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Route drawn automatically from the supplier's itinerary; lines are straight-line estimates, the actual road may differ.

Overview

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.

Tour at a glance

Duration
8h
01
Tour type
Private tour
up to 15 travellers per booking
02
Languages
EN, IT
live guide
03
Pickup
Hotel pickup
04
Operates
Every day
Starts 09:00
05
Confirmation
Instant
e-ticket by e-mail
06
Cancellation
Free up to 24h before
07
Traveller ages
Adults 18–99
08
Rating
5.0 / 5
33 verified reviews
09
Ticket
Mobile ticket
show it on your phone
10

What's included

  • 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

Not included

  • Gratuities

Itinerary

  1. 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.

    2h 30m Admission free
  2. 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.

    3h 30m Admission free

Meeting & pickup

Hotel pickup is included for all travellers.

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.

Schedule

Option Without Guide Mon, Tue, Wed, Thu, Fri, Sat, Sun 09:00 Available until 25 Sep 2027
Option with Private Guide Mon, Tue, Wed, Thu, Fri, Sat, Sun 09:00 Available until 25 Sep 2027

Good to know

  • 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

Cancellation policy

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

Traveller reviews

5.033 reviews
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ankonag Aug 2026 · Tripadvisor
Off to the Races in Siena

Emanuela was excellent. She was kind and knowledgeable. We really enjoyed our laid back day seeing Siena, Tuscan countryside (with winery), and San Gimignano. The weekend we went was the horse race event and it was even more special to see the set-up and festivities for that tradition!

133marcyh Jun 2026 · Tripadvisor
Tuscany

Driver spoke excellent English. He gave great advice on where to go in each stop. Very accommodating.

Resort677955 Apr 2026 · Tripadvisor
Favorite Day of Our Entire Italy Trip

This was our favorite day of our entire Italy trip. The Siena and San Gimignano tour was outstanding, and Gabrielle made it even better. He is such a kind and genuine person, and you can tell he truly cares about the experience his guests have. One thing that really stood out was how easy he was to understand. His English pronunciation was excellent, which made a big difference in being able to fully enjoy and follow everything throughout the day. The day itself was perfectly structured. We started with exploring and shopping in Siena, then moved into a private wine tasting with a great lunch, and finished in San Gimignano with more time to walk around and enjoy the town. It never felt rushed and flowed really well from start to finish. If you are considering a day trip from Florence, this is a must. It was a true highlight of our trip.

K8157UTryanp Mar 2026 · Tripadvisor
Beautiful day

Great guide and tour! Lovely day!

Sherry H Mar 2026 · Tripadvisor
Tour in Tuscany

Where to even begin? We spent the entire day driving from Florence to the Tuscany area with stops in Siena and San Gimignano. Mattio was our fabulous driver and Rafaella was our fearless leader. The weather was cool but beautiful. Not enough words to describe the Tuscan region but I can chat about our tour. Rafaella’s knowledge of landmark’s, history of the region and descriptions of building is second to none. She has an outsized personality and is always smiling and happy. She manages an excellent team in Florence. Her local knowledge and ability to explain the customs of the region was phenomenal. She made us feel like part of her family.

Joe B Oct 2025 · Tripadvisor
Wow. If you’re on the fence about booking this, do it, you will not regret it!

One of the highlights of our honeymoon. We had the best day with our guide Emanuela and driver Leonardo. We are in our late 30’s/early 40’s and had a fun, enriching day learning the ins and outs of Siena and San Giamignano with Emanuela. She is a fount of knowledge, and covered everything from the academic and historical to the modern culture and society, and delivered it all with an incredible amount of passion and thoughtfulness. It was like hanging out with your favorite college professor, or history buff aunt! We only wish we had her for more of our trip! To top it off, we had an incredible lunch and wine/olive oil tasting at a local vineyard/agriturismo, a spot we would’ve have found ourselves, but was absolutely incredible. So much so that we ended up ordering wine to be delivered home - a service the vineyard smartly provided! All in all an incredible tour, worthwhile, and with great company. Thank you Emanuela, Leonardo, and LivTours!

Judith_G Jun 2025 · Viator
Family trip in italy

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

Jenn26NYC May 2025 · Tripadvisor
A must do. Perfect day in the country.

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, caring and kind. He was perfectly fantastic!

Reviews are collected by Viator and Tripadvisor from verified travellers.

Frequently asked questions

How long does this experience last?

It lasts 8h.

Is hotel pickup included?

Hotel pickup is included for all travellers.

Can I cancel for free?

Yes. Cancel up to 24 hours before the start time for a full refund.

Which languages is the guide available in?

Guide languages: EN, IT

On which days does it run?

It runs Every day. Starts 09:00

How fast is the booking confirmed?

Instantly. Your e-ticket arrives by e-mail right after booking.

Is this a private tour?

Yes, this is a private experience for your group only.

Where do I complete the booking?

On viator.com, a Tripadvisor company, with live availability and secure payment. TourViaGo is a Global Partner of Viator.

Product code 6718P145

Book on viator.com · Global Partner of Viator $637per person
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