Vineyard Dinners in Italy: 15 Evenings in the Rows

1.Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

★★★★★★★★★★4.0 · 324 reviews · 7 hours 30 minutes (approx.) · from $106Our pick

Leave Florence at 2:45 pm for Siena, then continue through Chianti for winery visits, tastings, olive oil, and a four-course Tuscan dinner. You get a comfortable coach, an English-speaking guide, and sunset countryside views when timing and weather cooperate. Guides have included Ana, Diego, Frederick, Lisa, Marti, and Sebastian.

“Great information on the grapes in the vineyard and an excellent meal was served with the wine tasting offering a different taste for each course.”

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2.Chianti Vineyards Tour with Wine Tasting & Dinner

★★★★★★★★★★4.1 · 226 reviews · 8 hours · from $128

Travel from Florence by air-conditioned minivan or coach to a Tuscan wine estate. Tour the winery, taste several wines, then sit down to a generous farm-style dinner among the vines. Hosts such as Aurora, Marta, Luca, and Leticia have made the evening personal and informative. Dinner moves indoors if weather turns bad.

“i enjoyed learning about the making of the wine, wine tasting and dinner with others from around the world in the vineyard.”

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3.Wine Tasting and Dinner in Chianti Vineyards

★★★★★★★★★★4.6 · 192 reviews · 6.5 hours · from $141

Leave Florence for two Chianti wineries, with vineyard and cellar visits, wine and olive oil tastings, Tuscan snacks, and a multi-course dinner paired with estate wines. Guides such as Chiara, Phillipa, Anna, and Gabriel have led departures, though staffing changes. A short stop in Greve may be included.

“A very good choice for a different type of activity in Florence, the two vineyards visited were beautiful, with good wine selection, the dinner and wine tasting at Tenuta Torciano was one of the best we’ve had had at a vineyard, very good dinner, excellent hosts”

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4.From Siena/Chianti: Dinner & Drinks in the Chianti Vineyards

★★★★★★★★★★4.0 · 95 reviews · from $123

From Siena, ride by air-conditioned minivan to a Chianti farm for a sunset aperitivo, winery visit, chapel stop, and candle-lit four-course dinner. Expect roast meats, grilled vegetables, dessert, wine, and water. English, Italian, and Spanish guides lead the evening, with vegetarian meals available on request.

“The tour was very well organised and our guide was excellent.”

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5.Dinner in the vineyard with wine tasting and walk

★★★★★★★★★★5.0 · 58 reviews · 3 hours (approx.) · from $71Top rated

Meet at Vigna il Castagno near Martina Franca for a sunset walk through the vineyard, a talk on grapes and Apulian traditions, then a family-style meal paired with white, rosé, and red wines. Giorgio and his family serve broad bean purée, focaccia, handmade orecchiette, bombette, dessert, and rosoli at a shared table.

“One of the nicest experience we had in a holiday! The dinner in a vineyard, the sunset, the atmosphere were absolutely stunning! The staff is wonderful and the company of other tourists from all over the world made the evening a real pleasure. We will definitely come back!”

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6.Etna Urban Winery – Sunset vineyard Walk and Tasting Dinner

★★★★★★★★★★5.0 · 56 reviews · 3 hours 30 minutes (approx.) · from $78

Spend about three and a half hours at Etna Urban Winery near Catania, walking through vineyards, an olive grove, dry-stone buildings, and an urban forest before touring an 18th-century palmento. Taste four Etna wines with dishes by resident chef Leonardo. Children receive a treasure map, and the evening ends in the courtyard or garden with views toward Mount Etna.

“Rather small groups, we were 10 people all together, we got lot of information on the history of the vineyard and a walk through the site which was not very big, so easy accessible.”

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7.Etna Urban Winery, Vineyard Walk & Sunset Tasting Dinner

★★★★★★★★★★4.9 · 53 reviews · 3.5 hours · from $86

Spend 3.5 hours at Etna Urban Winery between Catania and Mount Etna. Walk urban vineyards, see 19th-century dry-stone walls and an oak wood, then explore a 1790 palmento with a guide such as Angela or Vera. Finish with four Etna wines, chef-made tapas, and a main course in the courtyard or garden.

“It was amazing! Angela was brilliant, told the story of the vineyard with her heart and soul. The food was amazing and the vine was perfect. All together in combo so worth it!!!”

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8.Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

★★★★★★★★★★4.5 · 49 reviews · 6 hours 30 minutes (approx.) · from $144

Leave Florence at 3 p.m. for two Chianti wineries, a cellar lesson, tastings of wine, cured meats, olive oil, and balsamic, plus free time in Greve. Finish with a multi-course Tuscan dinner paired with local wine. Guides may include Jackie, Lucy, Nico, Stefano, or Gennora, and groups are limited to 25.

“Both wineries though completely different were great and the short time spent walking around Grève added to the trip.”

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9.Alghero: lunch or dinner in the vineyard

★★★★★★★★★★4.6 · 48 reviews · 3 hours · from $94

Spend three hours at a family-run winery near Alghero, where a multilingual host welcomes you to a self-guided vineyard and cellar visit before a generous Sardinian meal. Expect seasonal cold cuts, cheese, vegetables, pasta, meat, desserts, wine, coffee, and liqueur. Yvana can help with transport arrangements, which is useful because taxis may be hard to find.

“présentation rapide mais parle plusieurs langues. petite promenade rapide dans le vignoble. Mais très beau cadre, repas excellent et copieux tant en nourriture qu'en vin! original et sympa.”

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10.San Gimignano: Romantic Vineyard Dinner

★★★★★★★★★★4.3 · 47 reviews · from $141

Meet at Tenuta Torciano near San Gimignano for a two-hour dinner among the vines. An English- or Italian-speaking wine expert, such as Alberto, Elena, Donato, or Gabriel, guides the tasting of Tuscan wines and olive oil while you enjoy traditional food, garden views, and time for photos.

“An absolutely amazing experience. This was our first wine tasting and our sommelier Alberto gave a good introduction and information regarding the estate, background, tasting and the wine making process and the Family's traditions. Food and wine was top notch. The estate itself is very beautiful and we were given a tour of the yard. Alberto was also very outgoing and humorous which made it a nice evening.”

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11.San Gimignano Romantic Dinner in the Vineyards

★★★★★★★★★★4.0 · 46 reviews · 2 hours 30 minutes (approx.) · from $150

Spend about two and a half hours at Tenuta Torciano, pairing a four-course Tuscan dinner with wines such as Vernaccia, Chianti Classico, Brunello, and Super Tuscans. Francisco and Kiara have hosted some evenings. Expect vineyard views, olive oil tastings, and a social winery setting rather than a private dinner for two.

“We had the most amazing experience with Francisco & cousin Kiara at their family vineyard. The experience was 5 star!! Wine was amazing and the food was the best we had through our entire trip. Highly recommend!”

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12.Dinner in the vineyard and wine tasting under the stars

★★★★★★★★★★4.9 · 41 reviews · 3 hours · from $93

Spend three hours at Vigna il Castagno with fourth-generation hosts Giorgio and Vincenzo. Enjoy five Apulian appetizers, handmade orecchiette, meat from a wood-fired oven, fruit, dessert, and four wines made with local grapes. Dinner is outdoors when weather allows, but a warm indoor setting is used in cold or windy conditions.

“Because of weather (cold and wind), the dinner was held inside a beautiful building that was warm and welcoming and comfortable for 38 guests. Giorgio and his brother Vincenzo - 4th generation - were our friendly and gracious hosts and sat everyone for maximum sociability. Food was grown or prepared at the vineyard/farm including wine and olive oil. The wines were well paired with each course of the meal - in a word, excellence. Delicious. A grand experience. I hope to return.”

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13.Chianti vineyards: Small-Group tour with wine tasting & Dinner

★★★★★★★★★★4.0 · 38 reviews · from $126

Leave Florence for a small Chianti estate, tour the wine cellar and chapel, taste local wines, and share a four-course Tuscan dinner under candles and stars. Guides such as Simone and Marco have earned praise for warm, informative hosting. Dinner moves indoors in bad weather, and vegetarian options require advance notice.

“Marco, our tour guide to the winery, was so informative! Simone was a WONDERFUL tour guide at the winery! We got to taste as well as smell balsamic and cannot go back to store bought. We got to try truffle olive oil and homemade lasagna. The meal was wonderful and we tried 4 types of wine. I don't like wine and I found a white I really enjoy.”

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14.Sunset Summer Dinner Among the Vines – Small Group from Siena

★★★★★★★★★★3.5 · 30 reviews · 5 hours (approx.) · from $130

Leave Siena at 6 pm for Monteriggioni and a Chianti estate. You’ll tour the winery, taste wines and balsamics, then eat a generous barbecue dinner among the vines at sunset. The experience lasts about five hours and uses a small group, though pickup changes and communication can be unreliable.

“What a wonderful way to experience a boutique winery! The dinner courses were delicious as was the wine (and olive oil and balsamic offerings) We ordered a variety of wines as the price was great and so were the shipping costs, and it arrived home shortly after we did. Our driver/host was so fun and gracious and we loved visiting the walled castle town of Monteriggioni prior to our arrival to the winery. Our tour from Siena joined up with their other tour from Florence so it was a lively evening with fun people.”

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15.Tuscan Vineyard Dinner with Wine Tasting

★★★★★★★★★★4.8 · 20 reviews · 2 hours · from $66Best value

Spend two hours at Poggio ai Laghi in Chianti with a wine expert, tasting six wines, three olive oils, and two balsamic vinegars alongside Tuscan food. You’ll try salami, pecorino, lasagna, barbecue, cantuccini, and Vin Santo while learning about local art, history, and winemaking in English or Italian.

“Nos gustó mucho la explicación de la guía, los vinos y el lugar eran espectaculares. La única cosa que mejoraría sería la comida, esperaba una cocina de mayor calidad y el postre no hubo postre, nos sirvieron cántico solamente.”

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