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From Florence: A Day in Cortona and Montepulciano with Wine Tasting
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From Florence: A Day in Cortona and Montepulciano with Wine Tasting

5.0(5 reviews)
8 hour(s)
English
Skip the line
Florence, Italy

Guided exploration of the historic heart of Cortona

Visit to a traditional wine estate in Montepulciano

Tasting of renowned regional wines

Light and authentic Tuscan meal

Price start from

367.21

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Experience the charm of the Tuscan countryside on a journey that begins in the serene hilltop town of Cortona. As you stroll through its historic heart, your guide shares captivating stories that reveal the towns ancient origins, cultural traditions, and scenic beauty. With its peaceful streets and timeless atmosphere, Cortona offers the perfect introduction to the landscapes and heritage that define this celebrated region.

Your adventure continues in the enchanting town of Montepulciano, known for its deep cultural roots and refined winemaking traditions. Here you will visit a historic winery where you can savor distinguished local wines paired with a light and authentic meal. This experience invites lovers of history and wine to immerse themselves in the essence of Tuscany, enjoying meaningful moments in both countryside and culture.

Roundtrip van transport DA Florence

Tourist Guide to Cortona

Winery visit to Montepulciano and tasting

Lunch

Dinner

Gratuities

Comfortable walking shoes

Weather appropriate clothing

Travelers with Limited mobility impairments
Families with children
Food lovers
Couples
Groups of friends
Seniors and mature travelers
Photography lovers
Wine lovers

Children must be accompanied by an adult

Public transportation nearby

Wheelchair not accessible

Alcohol is permitted for guests 18 and older

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Confirmation will be received at time of booking

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Activity Provider: Bologna Tour

Customer Reviews

5 reviews
5.0
based on 5 reviews
J

Jennifer

October 12, 2025
Google

Filippo was our tour guide through 3 amazing boutique wineries. Incredibly knowledgeable and gracious, he made the tour a genuine and delightful experience. At each winery not only did we taste delicious wine and food, but it felt like we were visiting the homes of friends. The winery owners were all passionate about their wines and took great care with every step of the process. Wonderful authentic, intimate experience I would recommend highly. Just a magical day!

N

Nathan

October 05, 2025
Google

Angie did a wonderful job showing us the Chianti region while keeping the tour fun and entertaining. The 3 wineries visited all were unique and great in their own way. We had personal tours from the owners of 2 of the wineries which was very cool to learn their stories. The small group setting (8 people or less) was perfect size and being picked up from downtown Florence made the whole experience super easy. 10/10 would recommend!

H

Hannah

October 04, 2025
Google

I cannot say enough amazing things about this tour! Each winery had its own unique history and story behind each of the wines we tasted, the lunch La Pia was delightful, and the views were gorgeous. An absolute must have if you're looking for a unique intimate Tuscan experience beyond the hustle and bustle of Florence. The highlight of the tour was our guide, Filippo. He was such a genuine and kind person who took so much care in giving us the best quality experience. His knowledge of the wine and region was exceptional and gave us such a greater understanding and appreciation for the wine and for Tuscany.

K

Kayla

September 07, 2025
Google

My husband and I could not have imagined a better experience! Angie was our tour guide and she was amazing! She took us to three small, family owned wineries where we learned about the wine making process. We were able to taste several wines and olive oil at each location, lunch was included at the second winery and it was one of the best meals we had! We loved that the tour size was only up to 8 people, it really made for an intimate experience. We would recommend this to anyone traveling through Florence!

V

Vegan

August 18, 2025
Google

Fabulous tour, we had an amazing time visiting local wineries, getting to hear their stories and seeing what they do in a very personalised way. Our guide was Filippo who was extremely knowledgeable about the vineyards, local area and wines in general. Filippo kept everything on track and was a lovely host. We picked this tour as it catered to vegans which most of the others don’t. They took so much care over how they planned the day out and looked after the group. An amazing experience from start to finish and would thoroughly recommend.

Explore More From Florence: A Day in Cortona and Montepulciano with Wine Tasting
Explore More From Florence: A Day in Cortona and Montepulciano with Wine Tasting
Explore More From Florence: A Day in Cortona and Montepulciano with Wine Tasting
Explore More From Florence: A Day in Cortona and Montepulciano with Wine Tasting
+1
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Explore More From Florence: A Day in Cortona and Montepulciano with Wine Tasting

Discover the wonders of Florence, Italy with this unforgettable experience. Experience the charm of the Tuscan countryside on a journey that begins in the serene hilltop town of Cortona. As you stroll through its historic heart, your guide shares captivating stories that reveal the towns ancient origins, cultural traditions, and scenic beauty. With its peaceful streets and time...