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.
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“enjoyed the tour tremendously, Sara our guide and Emilio our driver did a fantastic job. This tour was like a tasting menu of places in Tuscany. We really enjoyed the tour, the only downside was the rain which no one has control over. We had…”
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21,634 reviews11 to 12 hours (approx.)From $114.88by Walkabout Florence Tours
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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.”
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10,285 reviews3 hoursFrom $21by Florence with Elvis
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Discover Tuscan charm on this half-day Chianti winery tour from Florence, featuring visits to two authentic vineyards, tastings, and local treats.
★ 4.5“Fantastic tour.of two diverse wineries. The first was a traditional authentic experience, while the second was more polished corporate style experience - both were excellent. Zora was a wonderful guide, directing us through the process. Highly recommend.”
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10,071 reviews5 - 5.5 hoursFrom $41by Ciaoflorence Tours & Travel
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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“The trip was well organized and the guide was excellent in her duty. The trip was worth the money”
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8,393 reviews12 hoursFrom $52by Sightseeing Experience
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Discover the enchanting world of Chianti wineries in Florence. Savor delectable food and wine pairings while immersing yourself in Tuscan culture. Book your unforgettable tour now!
★ 4.5“Really nice half-day tour to some local wineries in the Chianti area! Would recommend if you don’t have a ton of time in Florence, but still want to tour local wineries!”
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8,301 reviewsFrom $56.37
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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.”
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7,392 reviews4 hours 45 minutes (approx.)From $107.63by Prestige Rent
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Experience authentic Italian cuisine in Florence with a pasta and tiramisu cooking class, unlimited wine, and friendly guides for a memorable culinary day.
★ 4.9“it was super fun, Alexandrea has explained everything and kept. activity engaging and fun.”
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6,708 reviews3 hoursFrom $56by The Roman Food Tour
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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“Amazing day trip, with great guides sara & Gaia. Got to see pisa in daylight and night time. Food and wine lovey at the vineyard. Highly recommend”
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6,006 reviews12 hours (approx.)From $78.60by Ciao Florence Tours Srl
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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“Ginevra created the most amazing day for us! Perfect amount of narrative mixed with allowing us to enjoy independently. The winery and lunch were spectacular. Sergio was also an amazing driver. Cannot wait to return to take this tour again!!”
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5,088 reviews7 to 9 hours (approx.)From $157.21by Walkabout Florence Tours
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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“Wonderful tour, great food and wine, a nice way to explore this interesting neighborhood across the Arno. Antonella was our guide — a funny, lively personality who made everyone laugh and have a really good time. Highly recommend her and the tour. A delightful way…”
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5,015 reviews3 hours 30 minutes (approx.)From $149.95by Florence Food Tours by Eating Europe
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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“Really enjoyed the tour! Sara was knowledgeable and authentic and definitely displayed a love of her homeland. She was great with English and our limited Italian. Sara was very thoughtful of our comfort and answered questions of all on the tour! It was an excellent…”
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4,538 reviews12 hoursFrom $112by Walkabout Tours
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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“Awesome experience from being to end! The winery was wonderful and Cristiana or Catiana not sure about spelling was informative, kind and very friendly!”
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4,432 reviews11 hours (approx.)From $83.27by CAF Tour and Travel
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Savor the stunning sights of Pisa, Siena, and San Gimignano while indulging in Chianti's finest wines—discover what makes this day trip unforgettable.
★ 4.6“Hilary was fantastic.Kept everything on schedule and kept everything interesting fun and fresh”
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4,354 reviews12 hoursFrom $77by CAF Tour & Travel
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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“Way to see the wine country! I’m driving through the terrorist landscape filled with cypress trees and villas was breathtaking! There are miles and miles and miles off vineyards. Our tour guide was versed in several languages, so everyone could understand her words. She was…”
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3,979 reviews5 hours (approx.)From $59.13by CAF Tour and Travel
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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“The tour was a lot of fun. I enjoyed both wineries but the first one more. The only complaint I have, although the bus was comfortable seat wise, it was very hot and apparently couldn't be changed. I would recommend this tour to anyone wanting…”
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3,902 reviews4.5 hoursFrom $105by Prestige Rent - Tours in Italy
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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