By place · WINE TASTING TOURS IN FLORENCE
Every trip has one free afternoon too few. These 13 wine tasting tours in Florence justify the slot, priced and timed, so you can decide in minutes and get back to the glass.
Ride from Florence to two contrasting Chianti wineries with an English-speaking guide such as Ana, Alex, or John. Tour vineyards and cellars, taste up to seven wines with cheese, salami, olive oil, and bread, then return by comfortable coach in about five hours.
“James Is our guide on the boat Thank you very much”
Leave Florence from Piazzale Montelungo for two Chianti Classico wineries. Your English-speaking guide, such as Leo, Jonathan, Matteo, or Leonardo, leads tastings of regional reds, olive oil, cheese, cured meats, and bruschetta. Expect a social half-day with fine views and time to shop.
“Leonardo was a wonderful guide, so knowledgeable and so kind, the wineries were exquisite! Would highly recommend this tour!”
Leave Florence with an English-speaking wine expert and explore Tuscany by air-conditioned 4x4. Choose Chianti or Val d’Orcia, taste wine, olive oil, cheese, and salumi, visit family-run estates, and enjoy a full Tuscan lunch or dinner.
“Good tour with a nice tasting of wines at the fist winery and a nice lunch with wine at the restaurant.”
Leave Florence at 8 a.m. for San Gimignano, Monteriggioni, a Chianti winery lunch, and Siena. You get free time in the medieval towns, three Tuscan wines plus vin santo, and optional Siena guiding and cathedral access. Guides such as Sandro, Marta, and Ilaria are often praised for clear, friendly help.
“Hilaria was our guide, she did a wonderful job, she gave us a lot of information without being overwhelming. The visit to the winery and lunch was delightful. I 100% recommend this tour .”
Leave Florence by air-conditioned minibus for two Chianti Classico wineries. An English-speaking guide such as Jason, Leo, Jonathan, or Raffaele explains the region, while each estate serves wine, olive oil, cheese, salami, and bruschetta. Expect a lively, social half-day rather than a quiet private tasting.
“This small group tour was excellent, having been a larger coach regional tour earlier in the week. We took the 2.30 pm option. It was brilliant to get 'up close and personal' in the two wineries and amongst the vineyards. The views were stunning, noticeably more than on our previous large coach experience. Driver Sergio and Guide Marco were both great in their roles and helped make the trip so enjoyable. We would thoroughly recommend this tour to others.”
Travel from Florence by air-conditioned coach to San Gimignano, Monteriggioni, Siena, and a Chianti winery. Expect free time in the hill towns, a three-course Tuscan lunch, three wine tastings plus Vin Santo, and optional guided visits in Siena with guides such as Marta, Sandro, and Riccardo.
“We had the trip at 25/10. Our guide was Riccardo and our driver was Antonio. Riccardo gave us much information about the places we visited while also being very funny and friendly, making the trip even better. The free time in each place was enough to see the top attractions. The meal and the wine tasting were perfect. Aristos and Krystallia Riccardo's Greek Friends”
Ride from Florence to two Chianti estates with an English-speaking guide, taste three to four wines at each, sample olive oil and local foods, visit cellars, and enjoy vineyard views. Guides such as Alex, Lorenza, and Cecilia have been praised for friendly, clear explanations.
“We had a fantastic half-day Chianti vineyard tour with our guide, Alex, and our driver, Constantino. Alex was super engaging — he personally checked in with each of us to see if we had any questions or needed recommendations for Florence, which was so thoughtful and appreciated. Constantino was a fantastic driver and made the ride smooth and comfortable. We visited two vineyards, enjoyed delicious wines, and even got to taste freshly made olive oil — a special treat in November! The Tuscan landscape was breathtaking with its fall colors, and it was the perfect morning trip out of Florence.”
Leave Florence by van for a guided two-hour ride through Chianti’s vineyards, olive groves, and country lanes. Guides such as Ben, Filippo, Angus, and Alessio lead the way, with regular photo stops, a support van, and an optional e-bike. Finish with wine, olive oil, and lunch at a medieval castle.
“A truly great experience from the start to the end. Ben was my bike guide for my day in the Tuscany hills. Communication was very good. Information was excellent about the local area. The tour was tailored to me. Wine and food was excellent. I loved the cat too!!!”
Travel by air-conditioned coach from Florence to Montalcino, Pienza, and Montepulciano. You’ll taste Brunello and Vino Nobile, try Pienza Pecorino, and get free time in each town. Guides such as Alex, Julia, and Jacob add local context, while the long day keeps transport simple.
“Excellent trip . Got whatever we thought we could get . Well planned . Well thought out . Fredrico was a great guide !!!! Keep up the good work”
Ride from Florence to Chianti in an air-conditioned Gran Turismo bus, walk among the vines, visit a vinegar cellar, and taste seven wines with Tuscan snacks and olive oils. Guides such as Chiara and Emma add local context, while the five-hour format suits a busy Florence stay.
“The entire experience was excellent. Our tour guide was knowledgeable and provided us with historical facts about the area and the wine tasting experience was wonderful. We highly recommend this tour!”
Spend 11.5 hours touring Pisa, San Gimignano and Siena from Florence, with coach transport, a Chianti winery lunch and three wine tastings. Options add a Siena guide or Leaning Tower entry. Guides such as Barbara, Vanessa and Niccolò have earned warm praise for clear, lively commentary.
“I think very worth it for the price! Just wish there was slightly longer in San Gimingano and the day started with Pisa and ended with Siena.”
Leave Florence by air-conditioned minivan with guides such as Luca, Alexa, or Dejan, learn to handle an automatic Vespa, and ride through Chianti hills past vineyards and villas. At a family-run winery, tour the cellar before a Tuscan lunch with estate wine and olive oil.
“It is a nice experience however we didn’t get to ride the Vespa which is the experience we wanted to have. The tour guide had us try them before getting is in the road going up a dirt road and he felt it was not safe to have us drive. Instead we had to divide our family and he and another person took us around in the Vespa. Not the experience that I was expecting. Before booking, make sure you are comfortable driving a Vespa and avoid paying a high price if you are not going to do it. They should have me this before booking. The lunch wine experience…”
Leave Florence by coach for two Chianti estates along the scenic wine road. Tour cellars, vineyards, and olive groves, then taste several wines with cheese, salami, olive oil, and balsamic vinegar. Guides such as Emma, Anna, Alex, and Margherita have helped make this a friendly, easy half-day outing.
“One of our best experiences in Italy! We got to see the countryside and two locations of wineries. Both places were drastically different so it was neat to see different scales of doing things. I definitely learned a lot about wine!”
Pick a bottle and see where it is poured properly.
