Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

4.7
(125 reviews)

8 hours (approximately)
Pickup offered
Offered in: English and 1 more

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has to offer. Enjoy the personalized attention of your private driver and breath in the Medieval atmosphere surrounding Siena and San Gimignano, two authentic jewels nestled in the heart of Tuscany. On the way back to your hotel in Florence, enjoy breathtaking views of the gentle hills and vineyards of the Chianti wine region. Hotel pickup and drop-off and a driver is included.

What's Included

Wine Tasting Experience in a quaint Chianti Winery - if option selected
Air conditioning and USB charger on board
Independent Sightseeing in Siena, San Gimignano and Chianti Wine Region
Expert Professional Driver at your full disposal
Commentary on board
Tailor made Itinerary
Photo Stops along the Way to portray the most beautiful landscapes of Tuscany
Door to Door Hotel pickup and drop-off
Dedicated office support available before, during, and after the tour to customize the experience
Direct access to the historic centre of UNESCO Listed Art Cities
Fully-fitted Mercedes vehicle with Free Wifi on board
Lunch
Local guides in San Gimignano and Monteriggioni

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

Your private driver will pick you up directly at your hotel or apartment's lobby

Itinerary

Duration: 8 hours (approximately)
  • 1
    Florence

    Prepare for a day of absolute bliss as you discover the best of Tuscany… A private driver will pick you up directly from your accommodation in the comfort of a luxury Mercedes vehicle. Simply relax and enjoy the beautiful rolling hills throughout your journey from Florence to Siena. You will arrive there in about an hour.

    1 hour Admission ticket free
  • 2
    Siena

    Upon arrival, your driver will drop you off very close to the Siena Cathedral, a major perk of traveling privately! Siena breathes history, and it is the hotspot of medieval glory throughout the Tuscany region. With a rich past of architecture, art, and culture, the city of Siena itself is a UNESCO World Heritage Site! Enjoy two hours of independent exploration throughout the medieval-style buildings, artisanal shops, local restaurants, and picturesque alleyways.

    2 hours Admission ticket free
  • 3
    Piazza del Campo

    As you follow the picturesque streets of Siena, it is impossible to miss the most famous square in the city - Piazza del Campo. This (very) large, oval shaped piazza is a popular place for locals to gather with family, friends, and classmates. You will find plenty of Sienese locals resting on the wide slopes, which lead to Palazzo Comunale and Torre del Mangia. It is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! After admiring the panoramic views, re-energize yourself with a cappuccino at one of the many cafes lining Piazza del Campo, experiencing Siena as the locals do.

    30 minutes Admission ticket free
  • 4
    Duomo di Siena

    After spending some time leisurely exploring the city, it will be time to visit the beating heart of Siena - the Siena Cathedral. The breathtaking facade is decorated in pink, green, white, and black marble. Constructed in the 1200’s, this is a marvelous example of Romanesque-Gothic architecture. After entering, admire the uniquely carved marble floors, which depict biblical stories on 56 different scenes. As you look up, you will see masterpieces throughout the church from Renaissance masters including Donatello, Pisano, Pinturicchio, and Michelangelo. Stroll through the grandiose atmosphere inside, and before exiting, don't miss the hidden gem of the Cathedral - the vividly painted Piccolomini Library!

    15 minutes Admission ticket free
  • 5
    San Gimignano

    Then, hop back in your luxury, private vehicle, and you will be on your way to the nearby town of San Gimignano. As you get closer to the hilltop town, your driver will gladly point out its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your driver will drop you off outside the ancient gate of the city. Here, you can find a famous panoramic viewpoint of the Tuscan countryside and its rolling, green hills filled with olive groves and vineyards. You will have an hour to explore the lovely, Renaissance town of San Gimignano as you please.

    1 hour Admission ticket free
  • 6
    Piazza Della Cisterna

    As you wander through the characteristic alleyways of San Gimignano, the streets will lead you to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and striking medieval architecture! Indulge in a local a gelato or coffee, and enjoy the lovely views of this ancient city.

    30 minutes Admission ticket free
  • 7
    Strada Statale 222 Chiantigiana

    When you are finished exploring San Gimignano, your driver will be at your service! You will be on your way to the world-renowned Chianti region, with its truly magical landscapes. Admire the marvelous scenery, dotted with tiny villages and magnificent castles dominating the sunny, rolling hills. One of the perks of a private tour is the ability to make stops whenever you see something that catches your eye! Simply ask, and your driver will be more than happy to allow you to take some wonderful photos. Make the most of your time in the famous Chianti wine region with a local wine tasting! You have the option to make your own reservations at a wine estate, we are happy to do the planning for you, or your driver can even help with recommendations! If our optional wine tasting is added to your itinerary, your driver will take you to a local wine estate in the heart of the Chianti hills.

    15 minutes Admission ticket free
  • 8
    Strada Statale 222 Chiantigiana

    Enjoy a personalized experience as a local producer guides you through the vineyards (not included in the tour price). You can discover the Chianti production secrets and ancient traditions which make this red wine so fantastic! After, there is no better way to finish your day than with an unforgettable Chianti Classico wine tasting accompanied by fresh, local products. Cheers!

    15 minutes Admission ticket not included
  • 9
    Florence

    Grab some bottles of Chianti Classico wine as souvenirs, take some final few photos of the spellbinding scenery, and then, your private driver will be ready to take you directly back to your accommodation in Florence.

    1 hour Admission ticket free

Additional info

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Not recommended for travelers with poor cardiovascular health
Supplied by Ciao Florence Tours Srl

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Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private Sightseeing Tours
Architecture Tours
Cultural Tours
Wine Tours
Luxury Car Tours
Food & Drink
Excellent Quality
Spring Break
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Short term availability

Cancellation Policy

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

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Rating

4.7 Based on 125 125 reviews
5 stars
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