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PRIVATE Day-Trip Siena, San Gimignano and Chianti from Florence

257 Reviews 5.00 out of 5 stars Based on 257 traveler reviews collected by Cool Destinations and TripAdvisor | Recommended by 100% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy

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Don't miss out!
On average, this is booked 26 (0) days in advance.

8 to 9 hours (approx.)
Hotel pickup offered
Mobile ticket
Instant confirmation
Offered in: English
and 1 more
Italian

Overview

• EXPERIENCE FOR YOUR PRIVATE GROUP •
Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through the scenic Chianti wine region and explore the medieval gems of Siena, San Gimignano.

Visit iconic sites such as Piazza del Campo in Siena, famous for the Palio horse race, stroll among the medieval towers of San Gimignano (UNESCO site), and soak in the authentic atmosphere of the Tuscan countryside.
Upgrade your experience with an optional wine tasting or an optional traditional lunch at a local organic farm or winery.

• 8/9-hr Full-Day private tour of Tuscany
• Visit the medieval cities of Monteriggioni, San Gimignano and Siena
• Hear live commentary of the winery by your guide
• Taste Craft Chianti Classico wine at a local vineyard (option)
• Hotel or private address pick-up & drop-off

Perfect for couples, families, and small groups looking for a relaxed, authentic, and fully private Tuscany experience.

What's Included

  • English-speaking licensed driver
  • On-Board WiFi
  • Unlimited cold mineral water

    Meeting and Pickup

    Pickup point
    Pickup details

    You will be picked up directly at your hotel or address (in Florence Down Town) communicated at the time of booking at the start time of the tour. Upon request, you can change your pickup time (24hours before) We do not pick-up at train stations or airports.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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    Safe & secure • Easy breezy • Hassle-free

    Siena

    Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts!
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    2 hours • Admission Ticket Free

    Duomo di Siena (pass by)

    The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy.
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    Piazza del Campo (pass by)

    Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.
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    Monteriggioni

    Make a lovely stop in the small, fortified village, which is still surrounded by its original medieval walls. Located not far from Siena, Monteriggioni is a great spot for a short walk after lunch at one of the local restaurants.
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    1 hour 30 minutes • Admission Ticket Free

    Marronaia Wine Garden

    *OPTIONAL lunch at an organic winery.Have lunch at a wonderful organic/biodynamic farm/winery in a beautiful setting overlooking the medieval towers of San Ginmignano. Enjoy a unique culinary experience while admiring an extraordinary Tuscan panorama among olive trees and vineyards. You will taste organic specialties, such as typical fresh pasta with traditional sauces, crostini, local meats and cured meats, legumes, seasonal vegetables, honey and cheeses seasoned with an incredible balsamic vinegar. The wine "Super Tuscan, Chianti, and Vernaccia" will accompany this lunch at every stage of the journey. Each of the four main courses and dessert will be paired with a different and distinctive glass of wine. We will conclude with a fabulous dessert. Allergies or special diets will be handled without problems by the company, upon your request at the time of booking.(This option will reduce a little the time in the cities of Siena and San Gimignano and will exclude Monteriggioni Fort).
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    2 hours • Admission Ticket Free

    San Gimignano

    The beautiful stronghold of San Gimignano is one of the most popular tourist attractions in Tuscany. San Gimignano is a treasure of medieval architecture, frozen in time at 1300 AD. Above all, it is famous for its ancient towers, which still stand out from its skyline, earning it the nickname Manhattan of the Middle Ages. Don't forget to stop by the famous Dondoli ice cream shop, winner of many awards for the best ice cream in the world.This is the last destination of the day, before returning to Florence.
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    1 hour 30 minutes • Admission Ticket Free

    Show 5 more stops

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Public transportation options are available nearby
    • Minors under 18 years old are not allowed to drink alcohol (wine tasting)
    • Kindly share your mobile number for an easy communication during the pickup
    • This tour/experience will have a maximum of 6 travelers (your private party).
    • With agreements during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for the wine lover. Dedicated lunches for people with cilia, allergies or vegetarians. (This option will exclude the possibility to visit the fortress of Monteriggioni). **Lunch in winery available (as an option on request) at an extra cost 55€pp to 65€pp per person. **

    Frequently Asked Questions

    (6)

    Q: What is the cancellation policy for the PRIVATE Day-Trip Siena, San Gimignano and Chianti from Florence?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST). Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-266403P1

    Traveler Photos

    Reviews

    5.00
    257 reviews

    Average 5.00 out of 5 stars based on 257 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

    5 stars
    256
    4 stars
    1
    3 stars
    0
    2 stars
    0
    1 star
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    On average, this is booked 26 (0) days in advance.

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    What's Included

    Activity name

    • English-speaking licensed driver
    • On-Board WiFi
    • Unlimited cold mineral water
    • Free time in Siena and San Gimignano
    • Private transportation by MiniVan, Air-Conditioned
    • Pick-up and drop-off at your selected hotel/location (in Downtown Florence)

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Public transportation options are available nearby
    • Minors under 18 years old are not allowed to drink alcohol (wine tasting)
    • Suitable for all physical fitness levels
    • Infants and small children can ride in a pram or stroller
    • Specialized infant seats are available
    • In case of rain the umbrellas are provided by your driver.
    • Kindly share your mobile number for an easy communication during the pickup
    • This tour/experience will have a maximum of 6 travelers (your private party).
    • With agreements during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for the wine lover. Dedicated lunches for people with cilia, allergies or vegetarians. (This option will exclude the possibility to visit the fortress of Monteriggioni). **Lunch in winery available (as an option on request) at an extra cost 55€pp to 65€pp per person. **
    • Departure is suggest at 9:00am. Pick-up time can be choise during the reservation
    • Authorized guide not included
    • Operated by a business

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    You can cancel up to 24 hours in advance of the tour for a full refund.

    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (CEST).

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