Private Tour to Siena and Montalcino from Florence

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Private Tour to Siena and Montalcino from Florence

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 US$931.14  per group
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Traveler x1
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Select a Date
Check Availability
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Instant Confirmation
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Earliest available date: July 23, 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
9 hours
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Number of Guests
1 - 7 guests
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Accessibility
Stroller Accessible
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Language
English, Italian
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Other
Vegetarian, Family-friendly, Private Experience
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Digital Ticket
Mobile or paper ticket accepted

Discover Siena's Gothic charm and Montalcino's wine heritage on a private tour from Florence. Enjoy breathtaking landscapes, rich history, and wine tasting in a renowned vineyard.

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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

• Experience for your private group.


If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you.


Explore the art, culture and medieval history of Italy in this private 9-hour Siena, Montalcino countryside tour from Florence.

• Starting by visiting the marvelous Gothic town of Siena with its unique Campo square (where the famous Palio is run).

• Then proceed towards Montalcino, a small medieval town situated on a hill dominated by the fourteenth-century fortress, in the countryside surrounding the town the famous "Brunello" wineyards.

• Stop in one of the renowned wineries and enjoy visiting their cellar and tasting their great wines.

• Don't miss a Lunch and wine tasting in an Winery or Farm.


Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available for any of your needs.

What You Get

Hotel pickup and drop-off
Bottled water
Free Wi-Fi on board
Lunch
Wine tastings
Licensed city guide

Good To Know

  • Our drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available

What You’ll Experience

1

Siena

Siena is known throughout Italy for the quality of its medieval architecture. Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the 13th-century Siena Cathedral. Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or some gifts!
2 hoursAdmission Ticket Free
2

il Cocco

Upon customer request we can organize lunch in a cellar or farm for Brunello wine tastings and local foods. Highly recommended experience.
2 hoursAdmission Ticket Not Included
3

Enoteca la Fortezza di Montalcino

The medieval fortress of Montalcino hosts a well-stocked wine shoop where you can taste any Brunello wine!
1 hourAdmission Ticket Not Included
4

Montalcino

Montalcino old town
1 hourAdmission Ticket Free

Meeting & Pickup

Pickup Point
Select a pickup point
Pickup Details
Pick up from all hotels or apartments in Florence downtown

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 5 reviews
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(Viator)
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Montalcino and Siena private tour
January 05, 2026

Travel to Montalcino and Siena via a private driver. In my case Marco (driver) was amazing, his Italy history was unbelievable. Great driver and took us as close as you can to these locations, stop...read more

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Siena
October 03, 2024

Wonderful day exploring Siena & San G-our tour guide Luigi was very knowledgeable & made reservations at a lovely little vineyard for us for lunch

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(Viator)
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Best experience in Tuscany!
August 20, 2024

Mauro was amazing! He helped plan a wonderful trip to Siena and took great care of us during an impromptu rain storm. We highly recommend this tour!

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(TripAdvisor)
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A day spent in Tuscany should be added to your itinerary!!!
May 28, 2023

We were picked up at the door of our apartment right on time! Massimo was an excellent driver and tour guide. We visited Siena and Montalcino. We had plenty of time to see the sights and have a n...read more

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Fantastic wine tour
September 27, 2019

We took the wine tour in Podere Il Cocco and had lunch there. We were a party of 4 couples travelling through Italy, having amazing vacations. We all agreed that the day we spent in Podere Il Co...read more

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