Siena and San Gimignano from Rome: Private Wine Tour in Tuscany

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
(13)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
Photo of 95
Photo of b6
Photo of 3c
Show all photos
Photo of 52
+9
Photo of heartV2

Siena and San Gimignano from Rome: Private Wine Tour in Tuscany

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
(13)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
Photo of exp duration
Duration
10 hours
Photo of exp guest
Number of Guests
1 - 12 guests
Photo of exp accessibility
Accessibility
Stroller Accessible
Photo of exp language
Language
English, French, Spanish, Italian, Portuguese
Photo of exp other
Other
Vegetarian, Family-friendly, Private Experience
Photo of mobile ticket
Digital Ticket
Mobile or paper ticket accepted

Explore Tuscany with a private wine tour from Rome. Discover Siena, famed for its medieval charm and sweets, then journey to San Gimignano, the city of towers, ending with a wine tasting.

Photo of group 14
For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Discover the magic of Tuscany on a private full-day journey from Rome through the rolling Chianti hills. Explore the medieval splendor of Siena, wandering its charming streets to the iconic Piazza del Campo, home of the legendary Palio horse race, and savor traditional sweets like Panpepato, Panforte, and Ricciarelli. Continue to San Gimignano, the UNESCO listed City of a Hundred Towers, where cobblestone streets and timeless charm create an unforgettable backdrop. Enjoy a private wine tasting at a historic estate, sampling 10 exceptional Tuscan wines paired with local delicacies and a traditional lunch. Explore the cellars, learn the secrets of winemaking, and immerse yourself in Tuscany’s rich culture, history, and gastronomy. An intimate, luxurious experience designed exclusively for you perfect for wine, food, and history lovers alike.

What You Get

Tasting of Wines and local products in a famous cellar
Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast.
Free transfer offered by Welcome Italy in air conditioning Minivan
Siena Cathedral entrance tickets
Tips

Good To Know

  • Travelers should have at least a moderate level of physical fitness
  • Free transfer offered by Welcome Italy in air conditioning Minivan
  • Provide the correct phone number with international country code
  • Provide the Correct address of your accommodation , hotel, B&B
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller

What You’ll Experience

1

Basilica Cateriniana Di S. Domenico

The Basilica of San Domenico is one of the most important churches in Siena and is located between the square of San Domenico and Via della Sapienza. Built in the 13th century, it was enlarged in the following century. It contains the head-relic of Saint Catherine of Siena, inside a splendid Renaissance chapel built for the occasion.
15 minutesAdmission Ticket Free
2

Duomo di Siena

Duomo di Siena (visit outside), is a medieval church in Siena, Italy, dedicated from its earliest days as a Roman Catholic Marian church, and now dedicated to the Assumption of Mary. Built between 1214 and 1263, it has a Latin cross structure, a not very protruding dome with the bell tower next to it. Both the exterior and the interior are decorated in blocks of white marble which are alternated with thinner greenish black stripes, these are the representative colors of Siena.
15 minutesAdmission Ticket Not Included
3

Centro Storico di Siena - World Heritage Site

It is the heart of the city of Siena, the fulcrum of the historic center declared a World Heritage Site by UNESCO, and one of the most beautiful squares in the world. Piazza del Campo has the shape of a shell divided into nine sections, in memory of the Nine Lords who governed the city at the end of the thirteenth century and amazes with its elegance and its unique shape in the world. Called this way because in the past it was a green space that hosted the market, Piazza del Campo today is the city's living room and the open-air arena where the famous Palio is run twice a year. Every year, on 2 July and 16 August, the piazza paved in pietra serena is covered with a layer of earth, composed of a mixture of tuff and sand, in which the horses of the districts challenge each other in a rapid race.
1 hourAdmission Ticket Free
4

Historic Centre of San Gimignano

San Gimignano is a small walled medieval hill town in the province of Siena. “The City of the Hundred Towers” and it still maintains its original features and timeless charm. Furthermore, the name ‘San Gimignano’ is linked to one of the most historical Tuscan wines:” La Vernaccia di San Gimignano”. Arriving in San Gimignano you will explore its charming medieval streets, visit the old center of this wonderful city where the famous Chianti wine is produced.
45 minutesAdmission Ticket Free
5

Tenuta Torciano

Tenuta Torciano is a secret jewel in the heart of Tuscany, near San Gimignano and centrally located between Siena and Florence. Its history sees 13 generations of winemakers who have been able to create high quality wines. Here, in these places, the knowledge of ancient cultivation methods merges with modern technologies. You will discover the warmth of Tuscan hospitality and the simplicity of good living. Visit to the estate and wine tasting and local products in a beautiful wine cellar: 10 different types of wine and oil.
2 hoursAdmission Ticket Free

Meeting & Pickup

Pickup Point
Select a pickup point
Pickup Details
- Free Pick-up and drop-off to the Hotels, Appartments, Bed&breakfast, accomodations in the city center - The address must to be provided on the reservation. - Please contact customer services one day before the tour to confirm the pickup time. - Please wait in the hotel lobby or outside your accommodation 15 minutes before your scheduled pickup time

Cancellation Policy

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

Read more

Reviews
4.6
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
based on 13 reviews
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
The Best Private Wine Tour from Rome
May 27, 2026

We had the experience of a lifetime on the “Private Wine Tour in Tuscany: Siena and San Gimignano from Rome.” From beginning to end, everything was absolutely perfect! A huge thank you to Pepe, Em...read more

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Day tour to siena san tsimitsiano
April 13, 2026

We had an excellent day tour staff were very friendly and professional 5 stars for Roberto and Giuseppe Thank you for the beautiful day.

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
If you want to go to the heart of Tuscany this is your tour
March 31, 2026

It is already the second tour I do with this company and we have been delighted. Both drivers and guides are very professional, affable and close. Always trying to get you the best experience. In t...read more

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Amazing experience!!❤️
March 27, 2026

Our guide Antoinetta & driver Pedro were phenomenal! She shared so many amazing stories along the way, made every stop exciting & on top of it all, treated us like family. The cities we visited we...read more

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Great Day Trip from Rome! Don’t miss it!
March 12, 2026

Don’t miss this wonderful experience! Our day trip from Rome to Siena and San Gimignano exceeded all expectations!!! Our tour guide, Monica, did a great job! We loved seeing these two very old ci...read more

Load more
You may also be interested in these experiences
Photo of 75
US$450.04
Photo of empty heartV2
Photo of b0
US$100.62
Photo of empty heartV2
Photo of ce
Naples Experience Fullday from Rome
Rome
12 hour
Private Experience
US$169.60
Photo of empty heartV2