Wine country · VINEYARD TOURS WITH LUNCH IN ITALY
Good vineyard tours with lunch in Italy fill up weeks ahead and the great ones go first. Below: the 15 to book early, what each includes and how they differ.
Travel from Florence to Siena, a family-run Chianti winery, and San Gimignano with an English-speaking guide. You’ll taste six wines, tour a cellar and vineyard, and eat a three-course Tuscan lunch. Guides such as Federica, Anna, Francesco, and Lori are known for clear, friendly commentary.
“Fantastic trip with a great guide. A lovely day out, amazing lunch and some great towns to visit.”
Ride a Vespa through Chianti’s vineyard roads, stopping in Castellina, Radda, and Monteriggioni before a winery visit with wine tasting and a light lunch. You may drive your own scooter, but you must pass a safety test, hold an international driving permit, and have real Vespa experience.
“They didn’t show up even though I had a confirmation with our hotel as pick up point and didn’t refund our 600.00!”
Travel from Milan by Wi-Fi-equipped minivan with an English-speaking driver such as Nicolò or Elia. Explore Bergamo’s medieval upper town, eat a three-course lunch near Lake Iseo, then tour a Franciacorta winery and taste two sparkling wines.
“Our trip was wonderful. First we went to Bergamo and explored for a couple of hours. The we went to Lake Iseo for lunch. We also explored around the lake. We then headed to the winery and had a tour and tasting. We would have liked one more winery if possible but we were overall very happy.”
Travel from Florence with an English-speaking leader to Siena, a family-run Chianti winery, and San Gimignano. You’ll tour the cellar, taste regional wines, and enjoy a three-course Tuscan lunch. Guides such as Ana, Frederika, and Francesco have been praised for clear explanations and careful group management.
“Loved every stop on this itinerary. Walking the medieval lanes, then sitting down to a proper three‑course Tuscan meal with Chianti wines made the long day totally worth it and never felt rushed.”
Meet your English or Italian-speaking wine host at Tenuta Torciano for a traditional Tuscan lunch, local wine tasting, and extra virgin olive oil sampling. You’ll have time to stroll the gardens and vineyard, take photos, and enjoy the views. Drive yourself, as transport is not included.
“We had a wonderful day, couldn’t have been more well looked after and the setting was beautiful!”
Leave Bergamo with an English-speaking driver such as Nicolò or Elia, enjoy a three-course lunch near Lake Iseo, then tour a Franciacorta winery with a sommelier. You will taste two sparkling wines, see the bottle-aging cellar, and return along the scenic Wine Route.
“Very nice guide/driver. Excellent lunch at Muliner, at the lake. The tour at vineyard Bersi Serlini was very nice. Really did not know that the process of making sparkling white wine was that complex. The tastings was amazing. Among the best I have ever tasted. Fantastic day. Totally worth the price.”
Join Daniele or Laura for a six-hour wine day through Bevagna and Montefalco. You’ll visit two selected family wineries, taste Sagrantino and other Umbrian wines, and enjoy a homemade lunch with organic ingredients. Pickup is included in Bevagna, Montefalco, and Spello, with paid pickup from several nearby towns.
“Wonderful, personalized tour with highly knowledge guide and delicious wines. You can tell that Daniele and Laura truly value their clients and work very hard to provide an intimate, individualized experience. This was definitely one of the highlights of our trip by far.”
Spend about eight hours with a private driver in Chianti, leaving Florence by Mercedes with hotel pickup, Wi-Fi, water, and photo stops. Visit Greve in Chianti and Montefioralle, add Panzano or other towns, and choose a winery lunch and tasting. Cristian and Placido are named drivers praised for flexible days.
“Amazing experience, Placido was a phenomenal driver and guide. We went to some amazing wineries and just had a perfect no rush day. I would book this again and again.”
Leave Florence with a local wine guide such as Lorenzo or Stefano, then hike about 7 km through Chianti’s hills to three organic wineries. You’ll taste 10-plus wines, olive oil, local meats, cheese, and a two-course Tuscan lunch. The group is limited to seven people.
“This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. This is a small company and truly cares for a meaningful experience. Highly highly recommend.”
Spend 10 hours with an English-speaking guide such as Stefano, Sara, or Emma, traveling by air-conditioned minivan from Florence to Siena, Fattoria Poggio Alloro, and San Gimignano. Expect a guided Siena walk, cathedral entry, four-wine tasting, farmhouse lunch, and free time to explore San Gimignano.
“Started the tour very smoothly with Sara and Francessca - amazing tour guides! We were a small group of 4. First was San Gimignano - we had a few hours there, lovely little town! Sara gave us great tips to go up La Rocca to have amazing views of the Tuscany wineries and also had the recommended gelato which was extremely smooth. We had a lunch at a local winery - the pasta and wines were delicious! Followed by an antipasti plate. Personally would’ve liked a bit more food, but there was plenty of wine! And an amazing view of the winery and San Gimignano. The last stop was Siena,…”
Travel from Florence with an English-speaking guide such as Gianni, Gio, or Simon to Greve, Montefioralle, and a family-run Chianti estate. Expect scenic Roman roads, medieval cellars, a Tuscan lunch, three Chianti Classico wines, and extra-virgin olive oil tasting.
“Wow.. speechless to say the least! Not what we expected however it completely exceeded our expectations. Simon was exceptional. The town was adorable and had great shops and a really cool butcher shop. Lunch was the best we’ve had in Italy- he took us to a true Tuscan spot and not a touristy spot. The vineyard was fantastic and I feel like a sommelier now! My taste in wine feels more elegant now. I would come back to Italy just for this tour with Simon!”
Leave Sorrento by private bus for a guided walk through Pompeii, where volcanic ash preserved Roman streets and homes. Then visit a traditional vineyard for a three-course lunch and wine served with each course. English and Italian tours run regularly, with German available Tuesdays.
“My day trip to Pompeii and winery was amazing. I was informed of the pick up place weeks prior, then it was confirmed the day before. The guide was wonderful and so was the winery. A fantastic day all round.”
Join a professional truffle hunter and Lagotto dog in San Miniato, then eat fresh truffles at lunch, visit Leonardo da Vinci’s hometown, and taste Chianti wine at The Borchi winery. Mario may drive, while guides speak English, Italian, or Spanish.
“It was great to see the dogs do something that made them happy. Loved the lunch using the truffles we found that morning”
At Castello Monterinaldi near Radda in Chianti, a sommelier-led cellar tour explains the estate and winemaking before three wine tastings, including Vinsanto, paired with a three-course Tuscan lunch in an 18th-century villa. Allow about two hours and expect a group of up to 25.
“We had a wonderful experience during our tour, wine tasting and lunch. The wine selection was perfect and paired with a 3 course meal. The food was delicious and our expectations were exceeded during our visit!! Would recommend this and would visit again if the opportunity arose!”
Leave Florence by private vehicle for Chianti with a guide such as Pavel or Francesco. Visit medieval Montefioralle, stop for Tuscan views, then tour Castello di Verrazzano for three wines, cheeses, cold cuts, and a winery lunch. Hotel pickup and a private group keep the half-day easy.
“Francesco was excellent. We had a very relaxed day. Especially enjoyed Castello Di Verrazano, fantastic lunch and tour and tasting. We would highly recommend this day out”
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