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San Gimignano, Monteriggioni & Chianti Wine Tasting – Private Day Trip from Florence
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San Gimignano, Monteriggioni & Chianti Wine Tasting – Private Day Trip from Florence

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

Explore medieval towns surrounded by stunning Tuscan landscapes

Enjoy authentic lunch and wines at family run winery

Walk ancient walls of beautifully preserved Monteriggioni village

Taste renowned Chianti wines in scenic vineyard setting

Price start from

620

570.40

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Begin your journey from Florence and travel into the heart of Tuscany where history culture and flavors come together beautifully. Your first stop is the medieval town of San Gimignano famous for its striking towers charming streets and artisan boutiques. Enjoy free time to explore at your own pace soaking in the timeless atmosphere and discovering local crafts and traditions that make this hilltop town so special. The adventure continues through rolling countryside to a family run winery where you will enjoy a traditional Tuscan lunch paired with carefully selected local wines. This warm and welcoming experience offers insight into regional winemaking and authentic rural life. Later visit the perfectly preserved walled village of Monteriggioni where you can stroll along ancient ramparts and step back into medieval history. The day concludes with a visit to another renowned Chianti winery set among scenic vineyards where a guided tasting completes your Tuscan escape before returning to Florence with lasting memories.

Fuel surcharge

Parking fees

WiFi

English-speaking driver

Free time in San Gimignano and Monteriggioni

Bottled water on board

Fuel, tolls, parking

Gratuities

Food & drinks

Personal expenses

Comfortable clothing

Comfortable shoes

Sunglasses & Sunscreen

Water bottle

Camera

Travelers with Limited mobility impairments
Families with children
Nature enthusiasts
Couples
Groups of friends
Physically fit travelers
Solo travelers
Photography lovers

Keep personal essentials

Children must be accompanied by an adult

Confirmation will be received at time of booking

Have a camera ready to capture every special moment

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Activity Provider: Limousine tour in chianti

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!

K

Kirstin

September 03, 2025
Google

Filippo was the perfect tour guide - very knowledgeable of the wine and wineries himself. The most perfect day spent in Tuscany! 14 glasses of wine served alongside meats, cheeses, bread with olive oil, and a yummy homemade lunch. We will book this again when we return to Florence.