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Private Excursion to Siena, San Gimignano and Chianti Landscapes

22 Reviews 4.77 out of 5 stars Based on 22 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 95% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy
Don't miss out!
On average, this is booked 19 (0) days in advance.

8 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 4 more
French, German, Italian, Spanish
Instant confirmation

Overview

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its charming medieval center. Wander through the narrow cobblestone streets, admire its iconic palaces, and visit the famous Piazza del Campo. You'll also get a chance to see the magnificent Palazzo del Comune (exterior) before taking some free time to relax and enjoy lunch (not included). After Siena, your private driver will take you on a scenic drive through the heart of the Chianti region. Delight in panoramic views of the countryside, including a glimpse of the ancient fortified village of Monteriggioni, known for its remarkably preserved 13th-century walls.
Your journey continues to San Gimignano, a UNESCO World Heritage site celebrated for its medieval architecture and iconic towers. Here, you’ll have free time to explore this fascinating town at your own pace.

The schedule of visits may vary.

What's Included

  • Pick up and drop off at your Hotel if centrally located in Florence
  • Transport by deluxe air-conditioned vehicle with WIFI on board
  • English/Italian speaking driver
  • Gratuities
  • Entrance fees to the Cathedral in Siena
  • Everything not mentioned as Included
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Meeting and Pickup

Pickup point
Pickup details

Pick up at 9 am at the Hotel in Florence, if centrally located (indicate the name of the Hotel) In case the Hotel is not located in Florence city center we will arrange the pick up in a location in Florence city center to be advised.

What To Expect

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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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Piazza del Campo

Meet your private driver at your hotel for a beautiful excursion through the delightful hills of the Chianti countryside,with an ever-changing scenery of vineyards and olive trees.Upon arrival in Siena, your guide will bring you on a private tour of the old city centre: walking along the small medieval streets, admiring the splendid palaces and Piazza del Campo, one of the most beautiful in the world, where you will find the Palazzo del Comune(exterior). Free time for lunch (not included).
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4 hours Admission Ticket Free

Torre del Mangia (pass by)

a symbol of Piazza del Campo and one of the highest towers in Italy
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Cantinetta di Monteriggioni (pass by)

From Siena your private driver will bring you through a panoramic road where to admire the vineyards and olive groves in the heart of the Chianti territory. Along the way you could also admire the ancient fortified hamlet of Monteriggioni, a small jewel built during the thirteenth century and embraced by its still intact walls.
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Historic Centre of San Gimignano

You reach then SanGimignano, another beautiful town, UNESCO world heritage, where you‘ll be given free time to visit the medieval town planning with the numerous and beautiful towers hence the name "Manhattan of the Middle Ages".Please note that the order of the visits may change
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30 minutes Admission Ticket Free

Piazza Della Cisterna

A stroll in the town center means discovering true jewels of art, among which Piazza della Cisterna, the Dome, Palazzo del Podestà and the Church of Sant'Agostino.
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30 minutes Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Private Excursion to Siena, San Gimignano and Chianti Landscapes?

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 (CET). 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?

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Activity code: C-24283PRIVATE

Traveler Photos

Reviews

4.77
22 reviews

Average 4.77 out of 5 stars based on 22 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
19
4 stars
2
3 stars
0
2 stars
1
1 star
0
Don't miss out!
On average, this is booked 19 (0) days in advance.

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What's Included

Activity name

  • Pick up and drop off at your Hotel if centrally located in Florence
  • Transport by deluxe air-conditioned vehicle with WIFI on board
  • English/Italian speaking driver
  • Local professional Guide at your side in Siena
  • Gratuities
  • Entrance fees to the Cathedral in Siena
  • Everything not mentioned as Included
  • Guide Service in San Gimignano

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels

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Activity name