Top 15 Guided Winery Tours

1.Quinta da Regaleira: Skip-The-Booth E-Ticket and Audio Guide

★★★★★★★★★★4.2 · 2,067 reviews · 75 - 100 minutes · from $32Our pick

Enter Sintra’s Quinta da Regaleira with a timed e-ticket, then explore its palace, chapel, grottoes, aquarium, greenhouse, and famous initiation well at your own pace. Download the audio guide before arrival, bring headphones, and allow more than the listed 75 to 100 minutes if you want to see the grounds properly.

“Beautiful place to explore and you will definitely need a few hours here to really take in all the beauty. I would 100% recommend visiting if you get the chance!”

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

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

Set out from central Florence with John’s e-bike team, then follow a GPS route through Fiesole, olive groves, forest roads, and Tuscan hills to a boutique vineyard. Wine, food, and tastings cost extra. You ride independently, so solid bike skills and comfort with traffic are essential.

“This was brilliant. Easy to follow and exceptionally beautiful route. The bikes give as mush assistance as you want and worked well. Lovely accommodating host who gives a great explanation of everything to expect on bike ride.”

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3.Madrid Countryside Wineries Guided Tour with Wine Tasting

★★★★★★★★★★5.0 · 740 reviews · 6 hours (approx.) · from $175

Travel from central Madrid to three family-run and historic wineries in the Vinos de Madrid region. Taste more than 10 local wines, including tempranillo and malvar, with Iberian ham, cheese, and winery-made dishes. Guides such as Ismael, Antonio, and Muna add lively wine insight.

“Our guide was excellent and gave detailed answers and interaction with everyone in the group. His English was perfect and he took time to ensure we had an outstanding experience.”

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4.Bodegas Fundador Guided Tour with Tasting Session

★★★★★★★★★★4.8 · 714 reviews · 1.5 hours · from $21

Spend 90 minutes at Bodegas Fundador, founded in 1730, with an English or Spanish-speaking guide. Visit La Mezquita, the gardens, museum, and oak-barrel cellars, then taste Sherry and Brandy. Guides such as Fatima, Carlos, and Celia explain the process in a clear, welcoming way.

“Very informative. Fatima knows her stuff. She made us discover the world of sherries and Jerez brandies in a way that we now feel we have a whole new appreciation for them. The tasting at the end was wonderful.”

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5.Guided Tour to 3 Wineries with Wine Tastings

★★★★★★★★★★4.8 · 693 reviews · 4.5 hours · from $176

Spend 4.5 hours visiting three Santorini wineries chosen from five estates, usually including Estate Argyros, Art Space, Anhydrous, or the Wine Museum. Your English-speaking guide handles the driving while you taste 12 wines with cheese, olives, and small Greek bites.

“Maria and Vasilyas gave us the best afternoon tour we could have hoped for! With great traditional wineries shown to us and beautiful tastings! Thanks so much and we highly recommended!”

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6.Loulé: Quinta da Tôr Winery Guided Tour and Wine Tasting

★★★★★★★★★★4.7 · 661 reviews · 2 hours · from $21

Spend two hours at family-run Quinta da Tôr with guides such as Carina, Telma, Vera, or Joana. Tour the winery, learn how seven Algarve grape varieties are used, then taste four wines with local bread and homemade olive oil. Premium tasting options and pool access make it easy to linger.

“The vinyard was in a really nice setting with a pool. We enjoyed a guided tour of the vinyard and tasted 4 wines sat outside in the sun. Would recommend”

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7.Guided Winery Tour with Wine Tasting

★★★★★★★★★★4.4 · 636 reviews · 1h 20m · from $22

Visit Cayetano del Pino in central Jerez for an 80-minute guided tour in English or Spanish. You’ll explore its 138-year winemaking story, see original 19th-century labels, learn about Marco de Jerez wines, and finish with two tastings and appetizers. Guides such as Maria, Angela, and Linda are known for clear, personal explanations.

“Our guide, Maria, was fantastic. Knowledgeable & passionate about the winery & its products. We highly recommend this tour to anyone interested in sherry & its production. If you are lucky you mat get Maria.”

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8.Lucca: Guided Winery Tour with Wine Tasting

★★★★★★★★★★4.7 · 611 reviews · 1.5 hours · from $29

At Tenuta Adamo, tour the cellar for about 20 minutes, then taste local wines and extra virgin olive oil on a hilltop terrace above the vineyard. English-speaking hosts such as Lisa, Julia, Luisa, and Antonio explain the wines in a friendly shared setting. Breadsticks are included, with optional food platters.

“Definitely recommend! All the wines were so different from each other. A very good variety.”

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9.Quinta da Regaleira Entry Ticket and Guided Tour

★★★★★★★★★★4.5 · 606 reviews · from $47

Walk through Quinta da Regaleira with a live English, Spanish, or Portuguese guide. You’ll see the palace, gardens, grottoes, lakes, and Initiation Wells while hearing about Templars, Freemasonry, alchemy, Tarot symbolism, and artists inspired by Sintra. Guides include Inês, Jorge, Diogo, and Frederico.

“We enjoyed the tour a lot! Our guide Luany was really great, showing and telling us interesting things about the history of the Quinta. The pace was also perfect, would definitely recommend booking this tour! Plus: With the guided tour we skipped the long queue.”

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10.Historical Pharmacy Cellar Guided Tour

★★★★★★★★★★4.8 · 541 reviews · 1 hour · from $37

Meet at Schutzengel Apotheke for a one-hour German-language tour of a private pharmacy cellar. Descend through old underground rooms, see a former laboratory and medicine cellar, and trace 160 years of pharmaceutical history in a group limited to 10 people.

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11.Guided Tour of Champagne Cellar with Tastings

★★★★★★★★★★4.7 · 507 reviews · 1 hour · from $20

At Vollereaux Champagne House in the Marne Valley, you’ll tour historic cellars, learn how a sixth-generation family makes Champagne, and taste three cuvées. The one-hour visit includes 40 minutes of guided touring and 20 minutes of tasting, with English and French guides.

“Fabulous, intimide and small, able to see the cellar while in production which was fabulous ! The guide allowed for alternative tastings which was a great value add !”

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12.Lisbon to Sintra Pena & Regaleira guided tour in 8pax group

★★★★★★★★★★5.0 · 506 reviews · 9 to 10 hours (approx.) · from $57

Travel from Lisbon in a small air-conditioned vehicle with an English-speaking guide such as Sergey, Dimitri, or Lucia. See Pena Palace, Regaleira’s Initiation Well, Sintra, Cabo da Roca, Cascais, and Estoril in about 9 to 10 hours. Bring sturdy shoes, a warm layer, and money for lunch and entrance tickets.

“This tour was a fun learning experience. The tour guide was very knowledgeable and a pleaseure to spend the day with. The sites were awesome and happy we did this tour”

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13.Tacoronte: Guided Winery Tour with Wine and Cheese Tastings

★★★★★★★★★★4.6 · 481 reviews · 2 hours · from $41

Visit Bodegas Monje in El Sauzal for a two-hour guided look at a family winery dating to 1750. Taste Dragoblanco, Hollera, Monje Tradicional, and barrel-aged Listán Negro with four Canary Island cheeses. English and Spanish tours are available, with coastal views from the grounds.

“Wonderful experience! You get to know the whole process of vine production from the vineyard to the bottle while learning about the history of vine production on the Canary Islands, with a special treat at the end: The best goat cheeses I’ve ever tasted, masterfully matched to the volcanic vines of their own vineyard, simply amazing!”

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14.Olbia: Gallura Winery Guided Tour with Tasting

★★★★★★★★★★4.7 · 451 reviews · 1.5 hours · from $61

At family-run Cantina Murales near Olbia, guides such as Greta and Arianna lead you through the vines, winery, and barrel cellar. You will taste three local wines with Sardinian snacks, then meet the rescued donkeys, goats, chickens, ducks, and dogs on the property.

“The vineyards are absolutely beautiful. our guide, Greta was informative, friendly and knowledgeable. I have never done a wine tasting experience previously but I really believe that any others I do will be disappointing compared to this one. I highly recommend 👌 ☺️”

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15.Malibu: Guided Vineyard Hike with Photo Stops and Wine

★★★★★★★★★★5.0 · 391 reviews · from $49

Spend about three hours on a guided 2.5-mile loop through a private Malibu vineyard. You’ll see golden hills, native oaks, an organic garden, and Chumash cave paintings, with guides such as Ben and Tug bringing local stories to life. The hike ends with two cans of wine to take away.

“Great time! Beautiful views. My husband and I enjoyed the tour and the frose was delicious! Would definitely recommend.”

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