The 13 Best Tuscany Wine Tours & Tastings

1.Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

★★★★★★★★★★5.0 · 775 reviews · 4 to 7 hours (approx.) · from $96Our pick

Ride an e-bike from Florence to Fiesole, a Tuscan vineyard, and Piazzale Michelangelo on a scenic self-guided adventure.

“Super clear instructions that we were able to follow. The e-bikes are amazing! We had only one issue with one of our bikes and John quickly brought a part and we were good to go! No issues. Just make sure your battery is fully charged on your bike before you leave the shop.”

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2.Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

★★★★★★★★★★4.5 · 128 reviews · 8 hours (approx.) · from $520

Explore Siena, San Gimignano, and Chianti by private Mercedes from Florence, with flexible stops, hotel pickup, and optional winery tasting.

“Our driver Placido was wonderful. He was well versed in Tuscan history. Our tour was individualized for us, and not rushed. We were able to see everything we wanted. Placido was the perfect guide for this tour, we will definitely be requesting him again.”

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3.Tasting in a Tuscan Vineyard with transfer from Lucca

★★★★★★★★★★5.0 · 104 reviews · 3 hours (approx.) · from $107

Review of a Lucca vineyard tour with countryside transfer, family wine cellar, Tuscan charcuterie, local guides, and practical booking tips.

“We have done wine tours all over from Loire Valley to Napa, and this was the absolute best. These guys give a terrific, informative, and fun tour!!!”

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4.Tour through the vineyards and wine and olive oil tasting in Tuscany

★★★★★★★★★★5.0 · 97 reviews · 1 hour 30 minutes (approx.) · from $45

Review of Villa La Ripa near Arezzo, with vineyard walk, four Tuscan wines, olive oil, local meats, cheese, and practical booking tips.

“We booked this for a group of 17 while staying near the town of Arezzo. It was fabulous- our guide was knowledgeable and entertaining and we learned about the production of Tuscan wines while enjoying them with delicious cheese and prosciutto. Highly recommend this experience. A little research needed to get there but just a short bus ride from Arezzo and then an easy walk through gorgeous scenery. Loved it!”

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5.Montalcino: Vineyard Picnic with a Bottle of Wine

★★★★★★★★★★4.9 · 87 reviews · 1.5 - 2.5 hours · from $47

Enjoy a private Tuscan vineyard picnic, regional wine, homemade specialties, and views over Montalcino at Corte Pavone Winery.

“O local é lindo, mas pagamos o piquenique para nosso grupo de 5 pessoas, onde uma não bebia nada alcoólico e pagou o mesmo preço dos demais. Além disso, nem essa pessoa e nem a criança que estavam conosco tinham nada além de água comum para beber. poderia haver, ao menos, um suco de uva, por exemplo. Outra coisa é que apesar de todos, com a exceção da criança, terem pago valor integral do passeio, só foram oferecidas 2 garrafas de vinho.”

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6.Montalcino: Castle and Vineyards Tour with Tasting

★★★★★★★★★★4.2 · 55 reviews · 1 hour · from $41Best value

Tour a 600-year-old Montalcino castle, visit medieval cellars, meet a winemaker, and taste three Brunello wines with local snacks.

“A visita ao castelo é bem rápida. Mas o guia fala da propriedade e produção do vinho no local, responde as perguntas. A degustação é perfeita! Servem com uns petiscos, incluindo queijo pecorino de diferentes maturações. Achamos q no final faltou mostrar onde compra o vinho, foi finalizado meio solto, e acabamos nem comprando no local. Vale muito a experiência!”

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7.Small Group Wine Tasting in Tuscany with Vineyard Visit

★★★★★★★★★★5.0 · 54 reviews · 5 hours (approx.) · from $161

Review of a small-group Chianti wine tour from Florence, with vineyard visit, generous tastings, Tuscan lunch, cellar tour, and practical tips.

“It's a wonderful way of learning about wine and the Tuscan area. Luca, the somelier, madeof this a fun experience. He taugth us about winery and share a delicious italian lunch with us.”

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8.San Gimignano: Tuscan Vineyard Lunch with Wine Tasting

★★★★★★★★★★4.8 · 52 reviews · from $141

Review of Tenuta Torciano’s Tuscan vineyard lunch in San Gimignano, with local wines, olive oil, countryside views, and practical tips.

“The wine tasting and lunch was incredible. The place was beautiful and the host was super friendly and knew a lot about wines. We loved the wines and the food. We recommend this 100%”

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9.Tasting in a Tuscan Vineyard with transfer from Pisa

★★★★★★★★★★4.8 · 44 reviews · 4 hours · from $105

Review of a four-hour organic vineyard tasting from Pisa, with Tuscan wines, local food, cellar stories, and family hospitality.

“Tommaso was very friendly and welcoming. Had a great tour at Francesco Winery. The winery was small and cute and felt very” homey”. Tommaso gave me great recommendations to go eat and drinks. It was fun having a small group and getting to know other people around the world. I highly recommend this wine tour.”

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10.Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

★★★★★★★★★★4.8 · 43 reviews · 4 hours · from $105

Review of Montepulciano’s four-hour winery tour, tasting, and vineyard picnic, with practical details on food, wine, guides, price, and weather.

“Emanuele was our guide. He was kind, informative, and helpful. It was a small group for our tour and we had an incredible time! The wine was great and the property was beautiful. We did the picnic and we highly recommend. It has everything we needed. Our picnic included lasagne which was cooked to perfection. It also included meats, cheese, and bread. Dessert too! And an additional bottle of wine. After an incredible experience, Emanuele helped us back to the train station in order to for us to make it back to our lodging in Florence. The tour was everything we hoped for! Emanuele was top-notch guide and helper. WE…”

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11.Private Tuscany Wine Country Day Trip from Rome with Lunch

★★★★★★★★★★4.5 · 36 reviews · 11 hours (approx.) · from $1,067

Review of a private Tuscany day trip from Rome with Montepulciano, Pienza, wine tasting, Tuscan lunch, and hotel pickup.

“The trip was beautiful and informative. I would have liked more time with the wineries and learning about their grapes, types of wines they are known for, etc. A perfect getaway from Rome central and a very worthwhile adventure. Recommend.”

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12.Montalcino Castle and Vineyards tour with tasting

★★★★★★★★★★4.0 · 35 reviews · 1 hour (approx.) · from $46

Tour Castello Tricerchi near Montalcino, walk its vineyards and medieval cellars, then taste Brunello, Rosso, and Toscana IGP wines.

“L'histoire de ce vignoble est très intéressante, les compléments d'informations reçus durant la visite concernant les normes et le contrôle rigoureux exercé par les gens de la région sont un bonis et nous avons dégusté de très bons vins. Merci à notre guide pour son accueil et sa politesse.”

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13.Visit Cuenca and a Vineyard in Spanish Tuscany from Madrid

★★★★★★★★★★4.5 · 33 reviews · 11 hours (approx.) · from $156

Explore Cuenca, its cathedral and hanging houses, then taste local wine at a family vineyard on this small-group day trip from Madrid.

“Very good experience. Basins is beautiful. Very cold for January. Dinner was delicious. Henry's Winery and the wines were divine. He made us laugh a lot.Auto-translated”

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