Florence · TUSCANY WINE TOURS
67 reviewed
Beyond Chianti lie Montalcino, San Gimignano’s Vernaccia and the super-Tuscan coast, all within a day of the city. This list ranks the best Tuscany wine tours from Florence: which regions each covers, how long the day runs, what the tastings and lunch cost, and which is worth the extra hour in the minibus.
Florence to Siena, San Gimignano, and Pisa with a guided Siena walk, free time in each town, plus an organic winery lunch and wine tasting.
“Great tour, loved Florence and all its history. Very informative. Would recommend to anyone, a must do while in Florence!”
Half-day Chianti Hills tour from Florence with two winery visits, guided tastings, Tuscan bites, and big countryside views.
“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.”
Small-group Chianti tastings from Florence: two wineries, vineyard tours, barrel rooms, olive oil pairings, and countryside drive in 4.75 hours.
“So fun!! Our guide Jonathan was wonderful! The hosts at each vineyard were delightful and the whole experience was one of our favorites in Florence- plus I have a new appreciation for Chianti! Highly recommend it! Our bus was Americans, Australians, Russians and Brazilians and we were our own tiny United Nations giving me hope for the world! We learned about wine and each other. It was lovely.”
Florence small-group wine safaris by 4WD: Chianti and Val d’Orcia tastings, olive oil, underground cellars, and Tuscan lunch or sunset dinner.
“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!!”
Florence Sunset Food & Wine Tour with Prosecco toast, 4 Tuscan wine tastings, wine-window stops, Negroni lesson, cheese, pasta demo and gelato.
“Chiara, our tour guide, was wonderful. A native of Florence, she gave us insights not only about regional food and wine but also the people and culture. We visited many great places. Met the owners, learned their stories and had delicious wine and food. I’m so fortunate to have found this tour.”
Full-day Tuscany tour from Florence with guided Siena, tower-packed San Gimignano, Pisa highlights, and an optional Chianti winery lunch.
“A good tour to cover the areas around Florence in a day. Saves you the hassle of planning tickets and logistics to Sienna, San Gimignano, Pisa and Tuscan wineries. Our tour guide Victoria was very sweet and helpful. The guided tour of Sienna was also quite good”
Florence day trip to San Gimignano, Monteriggioni, and Siena plus Chianti wine tasting and lunch, with guided highlights throughout.
“Just a delightful tour. The right amount of time to wander the streets and do a couple of activities in each location. The wine was quite nice and the food was good. Our guide hit all the important details with professionalism. The perfect small town Tuscan tour outside Florence.”
Chianti Wine Tour from Florence: two organic wineries, scenic Via Chiantigiana drive, guided tastings with local foods. English or Spanish.
“We had an absolutely wonderful time on this wine tasting tour! From start to finish, everything was perfectly organized. Our guide Aaron was knowledgeable, friendly, and made the experience both fun and educational. We visited two beautiful vineyards, each with its own charm and character, and the wines were exceptional. We even ordered wines to have shipped home from one of the Vineyards.”
Half-day Chianti Classico wine and olive oil tour from Florence with two estates, 6 tastings, and local bites.
“Best tour / guided experience we have done on our trip do far! Jason ans Serrgeo couldn't of been any better! was such a fun morning! wine's were tasty and the estates we visited were just so beautiful!”
Florence day trip to San Gimignano, Siena and Chianti, with vineyard cellar tour, 3-wine tasting, and a 3-course lunch.
“This trip was really when organized. The guides, Aaron and Riccardo were very nice and helpful. They liked to joke around and made the ride lots of fun. The winery that we went to for lunch and wine tasting was excellent. The food was great along with the host making us feel comfortable and relaxed. The wine was great too!! Thanks guys and the driver Silvio, who did an excellent job on all the elbow and narrow roads to the beautiful Tuscany countryside.”
Half-day Chianti tour from Florence with two winery tastings, up to 7 wines, Tuscan snacks, and a stop in medieval Monteriggioni.
“The trip was fun, our guide Leonardo was very knowledgeable. We had a good few stops and tried different wines and balsamic vinegars. We had a great time!”
Half-day Chianti escape from Florence with two winery visits, multiple tastings, cellar walks, and scenic drives through Tuscany.
“Everything about this excursion was great! Fantastic communication leading up to it. Both wineries were awesome in their own way. The first was more of a small family business while the second seemed a little "classier." Great views at both. Comfy ride. If you're looking for an escape from the city, I highly recommend!”
Small-group Chianti wine and food tour from Florence with 3 winery tastings, Tuscan lunch, olive oil and balsamic, plus Greve.
“Our guide, Leo, was outstanding. Shared history with ease, was as friendly as could be, and a good driver (small group, so in a van, not in large bus). The 3 wineries were all charming and the wines/snacks/lunch were well worth it. Found it an excellent value and highly recommend.”
Bike Chianti hills from Florence with wine and olive oil tasting at a medieval castle, plus lunch and van support.
“We had such a fun time on our bike tour. We rented the e-bikes and it was so worth it! Angus was an incredible guide and had so much amazing knowledge to share with us. We were the only ones who rented bikes so we kind of got our own personal tour of the vinyards. Angus knew all of the best spots to stop and take breaks for photos. When we met up with the rest of the team, they were all so funny and kept everyone laughing at lunch. The food and wine were soo good, we’re still dreaming about the little potato meal! We really loved the van…”
Half-day Chianti tour from Florence with two organic wineries, guided tastings, vineyard walks, and an optional cooking class with lunch.
“Great! The bus tour guide was lovely and so funny. She gave tips for our stay in Florence in general as well as the tour. The hosts of both wineries were also very engaging and knowledgeable and the wines were fantastic. The charcuterie bits were also delicious.”
