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Tuscany Tour from Florence: Small Group Villages, Wine & Cooking Lunch
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Tuscany Tour from Florence: Small Group Villages, Wine & Cooking Lunch

5.0(5 reviews)
11 hour(s) 30 minute(s)
English
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San Gimignano, Italy

  • Explore Siena, famous for the Palio horse race
  • Enjoy a wine tasting in the Chianti area
  • Visit San Gimignano, famous for its medieval towers
  • Visit the Cathedral of Santa Maria Assunta, a symbol of Siena's heritage

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255.76

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Embark on a captivating journey through Tuscany, where history, culture, and breathtaking landscapes await you.

Your adventure begins in Siena, a city renowned for the Palio horse race, held twice a year during the summer. This thrilling event brings the city’s historic Piazza del Campo to life, and you’ll have the chance to explore its medieval streets that are steeped in tradition. Wander through the city center, where the vibrant atmosphere and stunning architecture create a memorable experience. At the heart of Siena, admire the magnificent Cathedral of Santa Maria Assunta, an iconic symbol of the city’s rich religious heritage and architectural brilliance.

Next, head to the Chianti area for a delightful wine tasting experience. Here, you’ll sample some of the region's finest wines, paired with locally produced food. As you savor the flavors, learn about the winery’s fascinating history, its unique wine making process, and the distinctive qualities that set its wines apart.

After the wine tasting, the tour continues with a visit to Monteriggioni Castle, a remarkably well preserved medieval fortress. This picturesque castle, with its imposing walls and towers, offers a glimpse into the region's past. Fans of the Assassin's Creed video game may also recognize this iconic location.

The final stop on your tour is the enchanting town of San Gimignano, perched atop a hill in the heart of Valdelsa. Famous for its unique skyline, San Gimignano boasts a collection of 14th century towers that were once symbols of power for the town's noble families. In its prime, the town had more than seventy towers, transforming from a rural settlement into a prestigious center. As you wander through its charming streets, you’ll be captivated by the beauty of the surrounding landscape and the historical significance of this stunning hilltop town.

  • Meal and beverage
  • Travel by GT air conditioned coach
  • Expert multilingual tour guide
  • Enjoy free time in Siena, San Gimignano, and Monteriggioni

  • Gratuities
  • Lunch
  • Hotel pickup and drop off
  • Guided tour of Siena

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Activity Provider: My Tour in Italy

Customer Reviews

5 reviews
5.0
based on 5 reviews
I

I.C.

September 24, 2025
Google

Do not second guess, book this tour! Chianti is a must if you’re visiting the Tuscany region. You will be fed with the vast beautiful vineyards and learn bit of wine culture! Aaron (Antonio) our guide was very knowledgeable and friendly. Our driver Simone made sure we have the smooth and safe ride. This was truly an intoxicating experience!

R

Russell

July 19, 2025
Google

Beautiful tour, great guide, great wine and food! Highly recommend!

L

Lina

October 15, 2024
Google

This experience took our Euro trip to another level! It was perfect from beginning to end, our tour person Bijo was knowledgeable and super fun, he made sure the ride was entertaining and had a great Spotify playlist. The farm and the wineries we went to were very pleasant, they had great wine and amazing cheese and olive oil. If you have the time and the means, go for this trip! These memories will live forever in my mind as one of the happiest of my life! 🥰

N

Noel

February 20, 2024
Google

WOW!! What an amazing day, our tour guide was prob the best tour guide we've ever had, so friendly, fun, knowledgeable & entertaining. The drive was smooth & comfortable, the vineyards were amazing, the views on the drive were unbelievable. The wine tastings were so so delizioso!! The lunch was so big and so tasty, so much delicious food. I couldn't recommend this tour enough, I would do this tour again & again.

J

josiah

February 19, 2022
Google

We had a fantastic time! Make sure you ask for Daniele. He absolutely made the experience amazing and super fun. It is the perfect amount of time for San Gimignano and a good mix of wine and scenery.

Explore More San Gimignano, Siena and Chianti Tour - Small Group
Explore More San Gimignano, Siena and Chianti Tour - Small Group
Explore More San Gimignano, Siena and Chianti Tour - Small Group
Explore More San Gimignano, Siena and Chianti Tour - Small Group
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Day In a City

Explore More San Gimignano, Siena and Chianti Tour - Small Group

Discover the wonders of San Gimignano, Italy with this unforgettable experience. Explore Siena, known for the Palio race, its medieval streets, and the Cathedral of Santa Maria Assunta. Then, enjoy a wine tasting in the Chianti area, with local wines and food. Highlights of your tour include: Explore Siena, famous for the Palio horse raceEnjoy a wine tasting in the Chianti ar...