Siena San Gimignano Day Tour and Wine Tasting

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Siena San Gimignano Day Tour and Wine Tasting

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 US$254.99  per guest
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Adult x3
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Select a Date
Check Availability
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Instant Confirmation
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Earliest available date: September 14, 2026
Free cancellation (24 hours notice)
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For each guest that attends this experience, byFood will donate
10 meals
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
3 - 8 guests
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Accessibility
Stroller Accessible
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Language
English, Spanish, Italian
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Other
Vegetarian, Family-friendly, Pet-friendly, Private Experience
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Digital Ticket
Mobile or paper ticket accepted
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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

DA Florence and discover Siena, San Gimignano and the Tuscan hills.

In Siena you will visit Piazza del Campo and the Duomo.

In San Gimignano you can walk among the towers and enjoy a famous ice cream.

The tour ends in a Villa in the countryside, with wine tasting and local products.

A unique experience between art, history and authentic flavors.

What You Get

Private transportation
Guided wine and local products tasting
Free time in San Gimignano
Lunch
You will have the opportunity to have lunch independently
Tips

Good To Know

  • Travelers should have at least a moderate level of physical fitness
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Service animals allowed

What You’ll Experience

Florence (Pass By)

Your day exploring Tuscany begins with a meeting with our Pro Driver at a convenient pick-up point easily accessible from the center of Florence. Before departure you will receive all the detailed information to get to the meeting point without stress: we are always available for any clarification or assistance, so DA guarantee a peaceful and worry-free start to the day. On board our air-conditioned vehicle, you can relax and enjoy the view as you leave Florence behind and prepare to live one of the most authentic experiences in Tuscany.
1

Siena

The first stop of our trip is Siena, one of the most iconic and fascinating cities in Tuscany. Its narrow stone streets, elegant squares and medieval towers will make you breathe a unique atmosphere, suspended in time. Here you can explore Piazza del Campo, famous all over the world for the Palio di Siena, the historic horse race that embodies the passion and pride of Siena. Walking through alleys and shops, you will feel the living soul of the city, made of tradition, art and authentic hospitality. Thanks to the entrance fees included in the tour, you will also have the opportunity to visit the magnificent Cathedral of Siena, one of the masterpieces of Italian Gothic. Inside, polychrome marbles, sculptures and extraordinary frescoes will take you on a journey into beauty, among masterpieces by artists such as Donatello, Michelangelo and Bernini. After the visit, you will have some free time to explore the old town, take pictures and enjoy the lively atmosphere of this timeless city.
2 hoursAdmission Ticket Free
2

San Gimignano

After saying goodbye to Siena, the journey continues among the rolling Tuscan hills, among vineyards, cypresses and picturesque villages, until you reach San Gimignano, one of the most suggestive pearls of the region. Known as the “City of Towers” for its imposing towers that soar into the sky, San Gimignano will welcome you with a fairytale atmosphere and views that look like paintings. Walking through its ancient streets, you can discover craft shops, shops selling typical products and small squares where time seems to stand still. You will have free time to have lunch in one of the many restaurants in the center, perhaps accompanying the flavors of Tuscan cuisine with a glass of Vernaccia, the local white wine famous throughout the world. And of course, you can’t miss a stop at the award-winning artisan ice cream parlor, to indulge in a moment of sweetness overlooking the hills. An experience of pure beauty, perfect for breathing the true essence of the most authentic and relaxed Tuscany.
2 hoursAdmission Ticket Free
3

San Casciano in Val di Pesa

The day ends with a refined experience in a beautiful Villa nestled in the Tuscan hills, where elegance and tradition meet in a timeless atmosphere. You will be welcomed in an exclusive setting for a visit to the suggestive panoramic viewpoint and the Italian garden, a place of harmony and beauty that contains all the charm of Tuscany. The experience continues with a private tasting in an elegant room, where you can enjoy a plate of selected tastings and participate in a presentation with tasting of 3 or more fine wines. Villa experts will accompany you on a sensory journey through authentic scents, colors and flavors. A moment of pleasure and relaxation, ideal for toasting at the end of the day immersed in the quiet and splendor of the Tuscan countryside.
1 hour 30 minutesAdmission Ticket Free

Florence (Pass By)

After a day full of emotions, flavors and unforgettable views, it's time to return to Florence. During the return journey you can relax in our air-conditioned vehicle, letting the landscapes that have made Tuscany famous in the world slide out the window. It will be the perfect moment to mentally relive the stages of the day: the elegance of Siena, the medieval charm of San Gimignano, the authentic taste of wines and the tranquility of the Tuscan countryside. The tour will end at the starting point in Florence, at a convenient time to allow you to continue the evening as you wish — perhaps with an evening walk through the lights of the center or a typical dinner to end on a high note.

Meeting & Pickup

Pickup Point
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Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund.

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Reviews
5.0
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based on 2 reviews
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(Viator)
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An Unforgettable One-Day Tuscany Experience from Florence
January 14, 2026

This Tuscany day tour from Florence was an unforgettable experience and one of the highlights of my trip. From the very beginning, everything was extremely well organized, making the day smooth, co...read more

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(Viator)
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Il miglior tour di sempre
November 29, 2025

Il miglior tour che abbia mai fatto. Partenza da Firenze con un van super comodo e subito immersione nelle colline toscane fino a Siena, una città davvero affascinante. L’ingresso al Duomo era incl...read more

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