Italy · WINE TOURS
40 tours
Italy books up early and the good Wine Tours in Italy go first. Here are the 15 to look at, with current prices and the one thing worth knowing about each before you commit.
Florence to Siena, San Gimignano and Pisa plus Chianti winery lunch and wine tasting, a full guided day.
“It was a great tour. Guide Alexandrio was very interesting and educational. Sites visited were very picturesque. Getting to try the best gelato in the world also helped”
Florence pasta class in a 1200s medieval tower, make 3 fresh pasta types, eat everything, and enjoy unlimited Tuscan wine.
“An absolutely fantastic experience and highly recommend it. Our chef Andrea shared great knowledge and made the experience fun. Would definitely do it again”
Half-day Chianti from Florence for two authentic winery visits, vineyard walks, guided tastings, and Tuscan snacks, all by GT bus.
“Sara and her father were wonderful guides and the trip was well organized”
Small-group Chianti wine tastings from Florence with two winery visits, vineyard tours, and paired bites of olive oil, cheese, and cured meats.
“The winery’s were absolutely beautiful and we couldn’t have asked for a better tour guide in Jonathan. He was so lively, informative, and personable with our group. We had a lot of fun!”
Florence hands-on pasta and tiramisu class in a local restaurant, with unlimited wine, a full meal, and recipe printouts to take home.
“Highly recommend this class! Such a fun experience and AMAZING food. Alessandro is the best! He was warm, welcoming, knowledgeable, and funny. We hope to take another class with him again!”
Make fresh ravioli, tortelli, and pappardelle in a medieval Florence tower, then eat lunch and enjoy unlimited Tuscan wine.
“This was a last minute add and one of the best memories from our mother/daughter stop in Florence. Great way to meet fellow travelers, learn to make homemade pasta, and enjoy a new experience.”
Florence to Siena, San Gimignano, and Pisa with a Tuscan lunch and optional wine pairing, plus free time and guided highlights.
“Long day but plenty of stops to rest. Beautiful places to see and admire. It is a must do tour in one day.”
Spend a full day out of Rome with coach comfort, Montepulciano wine stops, UNESCO Pienza, and a Tuscan farm lunch with Brunello pairings.
“Thank you Anna and Pablo! We had a wonderful time in the country side. Anna was very knowledgeable and Pablo was an excellent driver.”
Florence wine safaris by 4WD with sommelier-led tastings, olive oil and salumi pairings, cellar tours, and Tuscan meals.
“WeI had the most amazing time on this wine tour! The vineyards were beautiful and the experience itself was so much fun, but what truly made it unforgettable was our guide, Sara. She was absolutely phenomenal—so knowledgeable, engaging, and genuinely hilarious. Sara had the perfect balance of expertise and personality. She explained everything in such an interesting way, answered every question with ease, and kept us laughing. Her energy made the whole tour feel special, and I can honestly say she turned a great experience into an exceptional one. She even helped practice my Italian! I would 100% come back and book this tour again specifically if Sara were the…”
Florence sunset food and wine tour with wine windows, four Tuscan tastings, a Negroni lesson, and artisan gelato in Oltrarno.
“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 food, drinks, local history and authentic Florentine atmosphere. What I loved most was that even on my second time, there were new delights and insights to experience. Every step featured real Italian classics and none of it felt touristy! Our guide was not only friendly, but genuinely passionate about Tuscan food traditions.”
Homemade pasta and tiramisu near the Vatican for $41, in a small group class with unlimited Prosecco, wine, and take-home recipes.
“Cid our host was very friendly, excellent value for money. We made tirimasu and pasta and thr sat down with the group to eat. Drinks were included. Would highly recommend.”
Full-day Tuscany tour from Florence, hitting Siena, San Gimignano, Pisa, plus Chianti winery lunch and wine tasting.
“Our guide, Ginnie, was excellent. She kept the tour group on time, informed, and was personable with a good sense of humor. Tour was organized well and interesting.”
San Gimignano towers, Monteriggioni walls, and Chianti wine lunch, then Siena’s Duomo and squares in one long, well-paced day trip.
“Great trip. Lots of walking. I had 7 miles logged on the smart watch. It was a long day. Unfortunately we got to San Gimignano by 9 . Most of the top sites didn’t open until 10;30 or 11. We left at 10:45 for the next stop. Most of the shops on the Main Street were open so if you don’t like shopping this might be disappointing for you. The lunch in Siena was great, as was The guided tour and the Cathedral. So I would definitely recommend doing the tour and the cathedral in Siena as part of your options.”
12-hour Tuscany day trip from Florence to Pisa, Siena, San Gimignano and Chianti, including lunch and wine tasting at local stops.
“This tour is worth every penny, it’s an entire day of visiting beautiful places and making memories. Our guide Sandro is very knowledgeable and friendly”
Chianti tastings from Florence with two organic wineries, cellar tours, Tuscan food, and Via Chiantigiana views in about 5 hours.
“Tuscany is beautiful! Delicious wine with great company and a well organised tour. Highly recommend!”
