The 15 Best Historic Estate Tours with Wine Tasting

1.Historical Sites, Wine Experience, Lunch & Cruise

★★★★★★★★★★5.0 · 5,133 reviews · 10 hours (approx.) · from $107Our pick

Leave Porto at 7:30 a.m. for a 10-hour small-group journey through Amarante and the Douro Valley. You’ll ride the N222, stop at São Leonardo da Galafura, eat a traditional lunch, cruise from Pinhão on a Rabelo boat, and visit a wine estate for three tastings. Guides such as Christian, Simmy, Rita, Cuber, and Carlos have led past departures.

“We had an incredible day with guide Luis, passing in the main points around Douro. This tour called my attention because it goes to Amarante, an amazing city where we ate the best português pastry from our trip. The winery that we visited was gorgeous and the wine, delicious. The meal is also good, with good wine included.”

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2.Tapas Walking Tour with Food, Wine, and History

★★★★★★★★★★4.8 · 4,261 reviews · 3 hours · from $78

Meet your English-speaking guide at Travel Bar near Las Ramblas, then walk Barcelona’s Gothic Quarter for four food stops. Expect pinchos, seafood, tapas, wine, vermouth, and sangria, plus stories about Catalan food and city history. Groups can reach 16 people, with guides such as Juan Carlos, Andrew, or Santiago.

“Amazing tour! I booked it last minute for my birthday and had a great time with the guide Francesco who went above and beyond to make sure he got me a slice of cake and - hear me out! - candles, which he had to run to the shop next door for, to sing happy birthday to me. So glad I chose to do this tour and met such amazing people. Also, the tapas experience was great. The black paella made of cuttlefish has me wanting to go back to BCN!!! Love it!!”

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3.Sevilla Food Tour: Tapas, Wine, History & Traditions

★★★★★★★★★★5.0 · 3,468 reviews · 3 hours 30 minutes (approx.) · from $83

Walk Seville’s old quarters with a local guide, stopping at four bars for tapas, regional dishes, and four wines. You’ll try chicharrones, montaíto, carrillada, spinach with chickpeas, meatballs, pestiños, and PX while learning about flamenco, football, and Sevillian food customs.

“The tour guide was amazing and very knowledgeable about the history of Seville, but the food was subpar. Only one of the five stops was good (the charcuterie place) and the rest was passable at best. The alcohol was heavy and the food was salty, greasy, and not tasty. There’s so much amazing food in Seville that it’s surprising that these were the places that were chosen. The upside is it was nice to have dinner with wonderful people from around the world.”

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4.Valencia Old Town Tour with Wine & Tapas in 11th Century Historic Monument

★★★★★★★★★★5.0 · 3,234 reviews · 4 hours (approx.) · from $96

Walk Valencia’s Old Town with guides such as Martha, Mimi, or Dani, seeing the Silk Exchange, Cathedral, Central Market, and historic squares. Then settle into an 11th-century monument in Barrio del Carmen for tapas, paella, dessert, and regional wines. The group is limited to 12 people.

“Martha, our guide, was terrific. She was extremely knowledgeable and provided a nice overview of the Central Market area.”

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5.Barcelona Tapas Walking Tour: Food, Wine & History

★★★★★★★★★★4.5 · 1,928 reviews · 3 hours (approx.) · from $66

Meet at Travellers Nest Bar near La Rambla for four food-and-drink stops in Barcelona’s Gothic Quarter. Your English-speaking guide may be Santiago, Lila, Leila, Ewan, or another local host. Expect generous tapas, wine, vermouth, sangria, cava, and an easygoing group atmosphere, with some history along the way.

“Lila made this tour a fun and educational experience. Time flew by very quickly. I would be happy to recommend to others.”

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6.Ultimate Seville Tapas, Wine & History Small Group Tour

★★★★★★★★★★5.0 · 1,766 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $101

Walk Seville’s Santa Cruz quarter with an English-speaking food guide such as Mario, Paula, Elena, or Manuel. Visit four traditional spots for 9 or more tapas and four drinks, including vermouth, orange wine, manzanilla, Iberian ham, and artisan ice cream. Expect standing, moderate walking, and flexible dietary options.

“Pilarr was amazing she knew so much and we had an amazing evening tasting great food and wine around the old town”

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7.Daytime or Sunset Boat Cruise with History and Wine

★★★★★★★★★★5.0 · 1,053 reviews · 2 hours · from $47

Set out from Belém with Ana, Pedro, and a two-person crew for a relaxed two-hour sail along the Tagus. You’ll pass Belém Tower, Praça do Comércio, Alfama, and Cristo Rei, with optional guiding in four languages, green wine, water, or juice, and room for up to 12 people.

“Awesome sunset tour with tons of info about the city, history and different areas in Lisbon. The wine was also very good and plenty.”

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8.Undiscovered Charleston: Half Day Food, Wine & History Tour with Cooking Class

★★★★★★★★★★5.0 · 948 reviews · 4 hours (approx.)

Chef Forrest Parker leads a 90-minute Charleston history walk from Pineapple Fountain through the historic district, linking architecture, slavery, crops, and Lowcountry cooking. The tour ends with a cooking demonstration, three-course lunch, wine pairings, and recipes you can take home.

“Great historical info and fabulous food!! Would highly recommend for all visitors. Chef was very entertaining!”

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9.Taste Funchal: food, wine & cultural tour

★★★★★★★★★★5.0 · 906 reviews · 4 hours (approx.) · from $112

Walk through Funchal with a local guide such as Ana, Leonora, Elda, or Roberto, stopping at small eateries, bars, and shops for Madeiran food, wine, and poncha. The four-hour tour includes all tastings, cultural stories, menu help, and vegetarian options, though it is not suited to vegans.

“This was an exceptionally well-organized food tour. Ana is a highly knowledgeable and kind guide who offered us much more than just information about food. We learned about Madeira's history and received thoughtful answers to all our questions. We highly recommend a tour with Ana.”

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10.Madrid Historic Centre Food Tour with Authentic Tapas & Wines

★★★★★★★★★★5.0 · 814 reviews · 2 to 3 hours (approx.) · from $78

Start with a pastry, then follow your guide through Madrid’s old center for Iberian ham, Manchego, squid sandwiches, tapas, vermouth, cider, and a changing secret dish. Guides such as Jorge, Jo, Ignacio, and Diego add food lore and city history. Choose the shorter walk or the fuller three-hour version.

“Jorge is such an engaging guide. He offered great tips for eating in Madrid. He talked about the history of different foods and made it so interesting!”

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11.Taste Funchal: food, wine and cultural tour

★★★★★★★★★★4.8 · 680 reviews · 4 hours · from $109

Walk Funchal’s old center with guides such as Ana, Anna, Elda, or Darleen, stopping for Madeira wine, poncha, market fruit, honey cake, pastel de nata, biscuits, and a traditional meal. Expect about four hours of easy walking, local stories, and enough food to replace lunch.

“Excellent - our tour guide was fantastic and food was delicious. Incredibly good value”

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12.Lisbon Sunset Sailing with Portuguese Wine and History

★★★★★★★★★★5.0 · 668 reviews · 2 hours (approx.) · from $54

Join Pedro, David, or another two-person crew for a two-hour shared sail from Doca de Santo Amaro. You’ll pass Lisbon’s major riverfront sights, hear local history, and enjoy Vinho Verde, iced tea, water, and blankets aboard a boat limited to 14 people.

“The tour was a lot of fun and our guides were incredibly friendly and knowledgeable. They were experts that genuinely enjoy informing travelers of Lisbon’s history, while also creating a lively and exciting experience being on a sail boat. The harbor was lovely at sunset and the boat was very clean, organized, and comfortable. Highly recommend!”

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13.Live Fado Show in Historic Alfama with Port Wine

★★★★★★★★★★4.8 · 572 reviews · 1 hour · from $17Best value

Spend one hour in historic Alfama with fadista Mário Lundum and his musicians. Hear live Fado, learn how Lisbon shaped the music, explore the Portuguese guitar, and enjoy a complimentary glass of Port wine in an intimate venue.

“Amazing and very informative Fado show. The host, Mr. Mario properly explained the history of Fado and we witnessed some really great music from him and his team. Highly recommend this experience.”

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14.Small-Group Full-Day Tour of Côte de Nuits, Côte de Beaune Vineyards and Beaune Historical District

★★★★★★★★★★5.0 · 364 reviews · 7 hours 30 minutes (approx.) · from $161

Travel from Dijon in a minivan limited to eight people, visit two Burgundy wineries, taste five to seven wines at each stop, and enjoy free time in Beaune. Guides such as Max, Stefan, Alex, and Anne explain vineyard soils, village names, classifications, and local food.

“Only did quick tastings at two vineyards- and time to wander the village. Felt more like a sales pitch than an actual tour. Didn’t help that our tour was an hour delayed due to another guest and rude comments from the tour operator. Would recommend exploring wine bars in Dijon and doing tastings there rather than booking this door.”

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15.Historical Bike Tour & Wine Tasting

★★★★★★★★★★4.9 · 248 reviews · 4h 30m · from $92

Ride from Stellenbosch into Jonkershoek Valley with an English-speaking guide, stopping at two wine estates for tastings, a cellar tour, and wine paired with chocolate. You can choose a standard bicycle or book an e-bike for the hills. Guides include Marshall, Sevi, Tayne, and Lance.

“Great guide (thank you Michael). Very knowledgeable and friendly. Wine tasting took place in stunning vineyards and the second was paired with delicious chocolates.”

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