By place · WINE TASTING TOURS IN ITALY
Most Italian tasting days are three estates and a long lunch with a driver on the return leg. The 15 below compare the regions, the number of stops, and exactly what is covered before the bill at the cellar door.
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!”
Travel from Rome to Montepulciano and Pienza by air-conditioned coach, with a guided hill-town walk, Tuscan farm lunch, regional wine tasting, and free time for pecorino, photos, and gelato. Guides such as Anna, Barbara, and Antonino have earned praise, though the wine pours and free time can feel limited.
“It was a long day. The towns visited were nice and pleasant. Worth the trip. Just be aware the food at the selected restaurant leaves alot to be desired. I would suggest bring along some food to eat. Be sure to utilize bathrooms when you can as both towns it was difficult to find public restrooms (which is normal in Europe). The tour guide was very pleasant and communicative.”
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”
Travel from central Sorrento to La Masseria Farm, a fourth-generation family property. With guides such as Eugenio and Raffaele, you’ll tour lemon and olive groves, meet farm animals, taste oils, honey, cheese, marmalade, wine, and limoncello, then share a home-cooked Italian meal.
“Learned so much about farming olives and lemons, pressing olive oil and making limoncello. Had a wonderful dinner.”
Spend eight hours touring Pompeii with an archaeologist, eating at a local vineyard, and hiking Mount Vesuvius. Choose the crater trail or Hell Valley lava route. Multilingual guides, round-trip Naples transport, skip-the-line entry, lunch, and wine are included.
“Pick up was easy , we could choose various locations. Picked up in time no delays. From start to finish it was a fab day out.”
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.”
Meet hosts such as Rosie, Nico, or Federica at Frascati station, walk through the old town, taste family wines, make cacio e pepe, carbonara, or amatriciana, then eat your pasta at dinner before seeing the cellar caves.
“It was not worth it! Would not recommend. You’ll make one simple pasta and will get one glass of wine. This is not at a home but in a small enclosed room.”
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!!!”
See Rome’s grandest sights by e-bike with guides such as Adriana, Elis, Bruno, or Felipe. Ride from Santa Maria Maggiore to the Colosseum, pause near Saint Peter’s for salami, cheese, and wine, and learn the city’s stories in English, Italian, French, or Spanish.
“This was the best tour we’ve done! We’ve never been on e-bikes before and it was really easy to learn! Incredible guides with so many facts and interesting stories!”
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”
Take a 30-minute train from Rome to Frascati, where a family host such as Rosa, Rosie, Nico, or Aurora meets you at the station. Tour the town, taste two family wines with local meats and cheese, make fresh pasta, and eat it with a Roman sauce in a centuries-old cellar.
“We had great time in this activity! We were picked up from the train station, given a short tour of the city, tasted 2 glasses of wine paired with cheese, salami and mortadella and then learned to make pasta from scratch! The host was very kind, attentive and they accomodated our food choices and intolerances with great flexibility, which we appreaciated a lot. Overally, we enjoyed it very very much!”
Pick a bottle and see where it is poured properly.
