Florence

15 Best Chianti Wine Tours

Chianti tastings from Florence, narrowed to tours that visit real working estates. Chianti Classico is the strip of hills between Florence and Siena; look for the black rooster seal on the bottles. Half-day trips squeeze in two wineries, and autumn harvest dates book out first.

1.Tuscany Day Trip From Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Step into the past with a Tuscany day trip from Florence, exploring Siena, San Gimignano, Pisa, and more—unveiling Italy's hidden gems and culinary treasures.

Most Popular★ 5.0

“We had so much fun! Alex and Sergio were amazing. The fun facts throughout the tour from Alex were informative. I fell in love with Italy even more than I already have. Definitely recommend this tour.”

Check Availability →Read my full review →

2.Florence: Pasta Cooking Class with Unlimited Wine

Discover Florence’s culinary secrets with a pasta-making class inside a medieval tower, including unlimited wine and authentic recipes in just 3 hours.

★ 4.9

“This was really great activity with my son! We made (and ate) three different kinds of pasta. The chef/teacher, a young man called Valentino, was very pleasant and helpful. Everyone in our class (ranging from young children to middle-aged adults) had a great time.”

Check Availability →Read my full review →

3.Florence: Chianti Wineries Tour with Wine Tasting

Discover Tuscan charm on this half-day Chianti winery tour from Florence, featuring visits to two authentic vineyards, tastings, and local treats.

★ 4.5

“Anna was the perfect guide. The two wineries she took us to was expertly selected with one showing history and the whole process while the other was more homely and interactive. A definite recommend.”

Check Availability →Read my full review →

4.Florence: Pisa, Siena, San Gimignano, and Chianti Experience

Discover the best of Tuscany with a Florence adventure! Explore Pisa, Siena, San Gimignano, and Chianti, and indulge in the beauty of Italy's iconic cities and rolling vineyards.

★ 4.5

“We had a pleasant experience on this brilliant tour. The guide Barbara was professional and informative, and the group size was comfortable. Let’s not forget our amazing bus driver Fernando. The locations visited were interesting and well planned. Wine tasting was brilliant and the pasta…”

Check Availability →Read my full review →

6.Small-Group Wine Tasting Experience in the Tuscan Countryside

Kissed by the Tuscan sun, a small group embarks on a sensory journey through vineyards, uncovering the essence of this famed winemaking region.

★ 5.0

“We visited two gorgeous wineries, enjoyed amazing wine, and had the best tour guide! Really wish I had bought the wine, vinegar, and olive oil to take home.”

Check Availability →Read my full review →

8.Pisa, Siena and San Gimignano Day Trip With Lunch & Wine Pairing

Discover the enchanting beauty of Pisa, Siena, and San Gimignano on a day trip filled with delicious food, exquisite wine pairings, and unforgettable memories.

★ 4.5

“Jacoppo our guide was excellent in timing every location. He is organized. We were able to reach pisa with plenty of daylight.”

Check Availability →Read my full review →

9.Chianti Safari: Tuscan Villas With Vineyards, Cheese, Wine & Lunch From Florence

Discover the ultimate Tuscan adventure with Chianti Safari! Indulge in vineyards, cheese, wine, and a delicious lunch. Escape to paradise from Florence today!

★ 5.0

“Thank you Ginny and Fabio! Lovely relaxing tour and day - we enjoyed and highly recommend! Great food and wine (generous pours)”

Check Availability →Read my full review →

10.Florence Sunset Walking Tour With Wine & Food Tasting

Experience the magic of Florence at sunset on our walking tour. Indulge in delicious wine and food tastings as you soak in the stunning views. Book now!

★ 5.0

“I’ve now done this tour twice and both times were unforgettable. If you’re a food lover or just want to learn more about the Tuscan culinary culture, this tour is a must do. From start to finish the tour, struck the perfect balance between delicious…”

Check Availability →Read my full review →

11.From Florence: Tuscany Day Trip With Lunch at Chianti Winery

Discover the enchanting beauty of Tuscany in a day trip from Florence. Indulge in a mouthwatering lunch at a Chianti winery. Click now for an unforgettable adventure!

★ 4.8

“Very enjoyable daytrip to the Tuscan countryside, with the lovely Sara. We were travelling with family with mild mobility issues and we felt very well cared for and did not feel rushed. There was sufficient free time for independent walks and hot drink visits. The…”

Check Availability →Read my full review →

12.San Gimignano, Siena, Monteriggioni, Chianti Day Trip With Lunch & Wine Tasting

Embark on an unforgettable journey through the enchanting landscapes of San Gimignano, Siena, Monteriggioni, and Chianti. Immerse yourself in authentic Italian culture with a delightful lunch and wine tasting. Click now!

★ 4.5

“It feels very rushed in last portion of tour. We had a guide that walked entirely too fast and our chronic knee and back pain were exacerbated trying to keeep up. Guided tour wasn’t really necessary… save yourself the expense. Meal was delicious! We thoroughly…”

Check Availability →Read my full review →

14.Chianti Wine Tour From Florence

Discover the enchanting vineyards of Chianti on an unforgettable wine tour from Florence. Indulge in the flavors of Italy and experience the essence of Tuscany.

★ 4.5

“Very nice wines and a small bit of food. 3 wines in each place, mainly red wine which is what the area is known for. Guides were very nice and knowledgable, would recommend”

Check Availability →Read my full review →

15.From Florence: Small Group Wine Tasting Tour to Tuscany

Experience the exquisite flavors of Tuscany on our small group wine tasting tour from Florence. Uncover hidden gems and indulge in the rich heritage of Italian winemaking.

★ 4.9

“Our guide, Leo, was awesome! He transported us and gave us history and knowledge about the wines and certifications that make Tuscany unique. Very friendly and very people-oriented. Thank you!”

Check Availability →Read my full review →

4.6Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch$89.50 4.4From Florence: Chianti Half-Day Afternoon Tour$55.80 5.0Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti12 hours (approx.)$78.60 4.5Half Day Chianti Vineyard Escape From Florence With Wine Tastings5 hours (approx.)$53.10 4.9From Florence: Tuscany Wine & Food Tour With Guide8 hours$175 4.9Florence: Street Food Tour with Wine & Local Guide2.5 hours$44 4.9Florence: Premium Pizza & Gelato Preparation Class with Wine3 hours$62 5.0Tuscany Bike Tours: One Day Bike Tour Through the Hills of Chianti6 hours (approx.)$145.12 5.0Essence of Chianti Small Group Tour With Lunch and Tastings From Florence8 hours (approx.)$180.19 4.6Val DOrcia: Cheese and Wine Tasting Tour From Florence11.5 hours$108 4.5Tuscany Hills Postcard View:Val Dorcia Scenery With Wine Tasting11 hours 30 minutes (approx.)$94.57 4.4From Florence: Chianti Wine Tour With Tastings$62.63 5.0Tuscany Wine Tour7 hours (approx.)$229.77 4.3From Florence: Chianti Hills Wineries Tour With Tasting6 hours$1,166 5.0Chianti Wine Tour With Tuscan Lunch, Visit to S.Gimignano and Organic Wineries8 hours (approx.)$229.77 4.5Full Day: Wine Experience in San Gimignano, Siena & Monteriggioni11 hours 30 minutes (approx.)$167.74 4.5From Florence: Chianti Wine Tour With Tasting5.5 hours$41 4.9Florence: Street Food Walking Tour with Wine2.5 hours$45 4.5From Florence: Chianti Hills Half-Day Tour with Wine Tasting5 hours$48 4.5Chianti Half Day Wine Tour From Florence5 hours 30 minutes (approx.)$42.24 5.0Self-Drive Vintage Fiat 500 Tour From Florence: Tuscan Wine Experience4 hours (approx.)$139.00 4.5Tuscany Experience From Florence:Pisa,Siena,San Gimignano & Chianti Wine Tasting11 hours 30 minutes (approx.)$53.33 4.5From Florence: Small-Group Tuscany Wine & Oil Tour With Typical Tuscan Meal7 hours (approx.)$96.86 4.9Florence: Countryside Tour With Wine Tasting & Pasta Class7 hours$71