Our Pick of the 15 Best Wine Tastings

1.Montserrat & Cogwheel Train, Gourmet Wine Tasting & Tapas/Lunch

★★★★★★★★★★5.0 · 6,290 reviews · 7 to 8 hours (approx.) · from $81Our pick

Travel from Barcelona to Montserrat by air-conditioned bus and cogwheel train, tour the monastery and Basilica with an English-speaking guide, then choose wine tasting with tapas, a full winery lunch, or a Montserrat-only visit. Guides such as Thais, Toni, Mariana, and Lesly are praised for clear explanations and warm humor.

“We had an absolutely fantastic experience on this tour. Our tour guide, Judit, was AMAZING!! She was a wealth of knowledge, history, positive energy, helpfulness and humor. We had a day filled with fun and memories of the beautiful country of Spain.”

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2.City Train Tour, River Cruise & Wine Cellar

★★★★★★★★★★3.9 · 2,601 reviews · 3 hours · from $43

Start beside Porto Cathedral with a Magic Tourism voucher, then ride the city train to Real Companhia Velha for a film, cellar tour, and two port tastings. Continue through Porto’s central sights by train and take a one-hour Douro cruise from Ribeira. You can split the train and boat over two days.

“This was an incredible tour...and the buffet at the restaurant was the best! There was such a huge variety of authentic Portuguese food and the service was over the top! Highly recommended!”

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3.Rome to Pompeii Guided Tour with Wine & Lunch by High Speed Train

★★★★★★★★★★5.0 · 1,379 reviews · 9 hours (approx.) · from $239

Travel from Rome to Pompeii by high-speed train, private coach, and expert local guide. Spend about two hours among ancient bakeries, homes, baths, and plaster casts, then visit a winery on Vesuvius for wine tasting, antipasti, pasta, and dessert. Guides vary, with archaeologists such as Felicity, Ida, and Ludo leading some departures.

“I always wanted to see Pompeii, so that the excursion from Rome fit in perfectly with our plans. The excursion was well planned, no glitches. Pompeii was fascinating seeing it in real life. The wine tasting was a pleasant way to end the tour. It gave us a chance to socialize with the other members of the tour. Fabricio and Carla were great!”

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4.Magic Train Tour and Port Wine Cellar with Tastings

★★★★★★★★★★3.9 · 730 reviews · 2 hours · from $24Best value

Start at Porto Cathedral and ride the Magic Train through the old center with multilingual audio commentary. Visit Real Companhia Velha, founded in 1756, watch a 15-minute film, see its oldest cellar area, and taste two Ports. The standard trip lasts two hours. An optional Portuguese buffet lunch is available.

“excellent way to sample a little of what Porto has to offer”

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5.Montserrat with Winery, Lunch, and Train Options

★★★★★★★★★★4.8 · 525 reviews · 5 - 9 hours · from $63

Choose a 5 to 9-hour Barcelona day trip to Montserrat with an English or Spanish guide. Options include extra mountain free time, a cogwheel train, Catalan lunch, tapas, and wine tasting at Oller del Mas, a 10th-century castle winery. Guides such as Lesley, Laia, Azul, and Vince are known for lively history and wine commentary.

“We thoroughly enjoyed our trip to Montserrat with our winery tour. Lorena was a wonderful guide and made our day extra special.”

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6.Pompeii Tour with Wine and Lunch by High Speed Train

★★★★★★★★★★4.8 · 485 reviews · from $239

Take a high-speed train from Rome to Naples, then a private air-conditioned shuttle to Pompeii. Guide Antonio, Felicia, Vincenzo, Kiera, and others bring the ruins to life during a 2.5-hour walking tour. Finish at a nearby vineyard with four wines, local food, and a relaxed two-hour lunch.

“Antonio was our guide and was perfect from the time we met until we left. He was extremely knowledgeable about Pompeii and its history. Not only did he inform us about the ruins but also the plants and the derivation of a few English words. It was apparent that Antonio loves Naples and Pompeii. The place we had a wine tasting and light lunch was a truly beautiful garden. What a way to end our tour. Also the travel arrangements could not have been better. I highly recommend this tour.”

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7.Douro Experience – Boat and Train Ride – Lunch and Wine Tasting – All Included

★★★★★★★★★★4.5 · 141 reviews · 6 to 8 hours (approx.) · from $175

Leave Porto at 8:20 am for a full day in the Douro Valley. You’ll visit viewpoints and vineyards, taste wine, honey, and olive oil, ride a vintage-style train near Pinhão, cruise the river, and eat lunch by the Douro. Guides such as Manuel, Miguel, Rita, and Antonio are praised for their warmth and local knowledge.

“A long trip (8h). Quite a lot of sitting in a car, but with stories about the region and it’s history. Douro valley is really beautiful and a must see place if visiting Porto. There was portwine tour and tasting and sparkling wine on the boat trip. Also wine with the food after the boat. So lot of drinking 😁 Honestly only ”problems” about the trip is the lack of general information and guidance. We got to know the order of the day only at the car trip that took more than an hour (would’ve been nice to know so you can prepare bathroom and water vice) It’s always nice…”

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8.Régua: Wine tasting at a Quinta, traditional lunch, cruise, and train ride

★★★★★★★★★★4.5 · 79 reviews

Spend nine hours exploring the Douro from Régua with a local Portuguese or English-speaking guide. Visit a century-old quinta, taste five wines, stop at São Leonardo de Galafura, enjoy a traditional farm lunch, cruise to Pinhão, and return by train. Small-producer visits and generous food make this a strong choice for a full Douro day.

“The visite to the winery and the diner was amazing. However, we were left alone at Regua for the boat trip and it was an underwhelming experience. Not a a lot of explanation during the boat trip. The boat arrive 1/2h late and we missed the train back to Regua. We had to wait 2h for the next train. In theory our ticket was not valide by the ticket inspector was generous and let us go without have to buy another set of tickets. When we book a tour, we expect a fully guided experience. If it’s not the case, we will do it on our own for much less.”

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9.PRIVATE Bernina train, Sankt Moritz & Wines Guided tour from Lake Como or Milan

★★★★★★★★★★5.0 · 56 reviews · 8 to 10 hours (approx.)

Travel from Lake Como or Milan into Switzerland with a private guide, often Giovanni, then ride the Bernina Red Train through glaciers, lakes, and Alpine valleys. You will have time in St. Moritz and the Valtellina Valley, with a winery visit available on request. Transport is included, but train tickets and lunch are extra.

“Stunning views!!! Great tour guide. It was my family and another couple. Great private tour. Highly recommended! St. Moritz is a beautiful resort town.”

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10.Napa Valley Wine Train: Gourmet Express Lunch or Dinner

★★★★★★★★★★4.7 · 48 reviews · 2 - 3 hours · from $263

Board Napa Valley Wine Train for a 2 to 3 hour Gourmet Express lunch or dinner in a refurbished antique rail car. You’ll enjoy sparkling wine, a seasonal multi-course meal, coffee or tea, and views through the valley. Ask about dietary needs when booking. Alcoholic drinks cost extra, and mobility access is limited.

“Excellent service, wonderful experience, a very memorable afternoon. Loved our experience.”

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11.Konavle Valley Wine Tour from Dubrovnik with Train Ride and Wine Tasting

★★★★★★★★★★4.0 · 37 reviews · 6 hours (approx.) · from $96

Leave central Dubrovnik for Konavle Valley, where a coach, small train, and guide connect you with family wineries, a working water mill, wool making, local snacks, and Croatian wines. Expect about six hours, several tastings, moderate walking, and a relaxed rural setting near Montenegro.

“We had a very good time on our wine tour and tasting. Included some great snacks along the way. The konvale area was stunning to see and experience in the little train even stopping at a water mill where the guy showed us how it all worked. Our only negative was that we never got to experience having a walk down the vineyards which would have made the experience even better.”

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12.Grape Train Escape: Wine Tasting and Verde Canyon Railroad Adventure

★★★★★★★★★★4.5 · 30 reviews · 4 hours (approx.) · from $208

Board the Grape Train Escape in Clarkdale for about four hours of first-class rail travel, wine tasting, charcuterie, and Southwest scenery. You’ll ride beside the Verde River, cross a 150-foot bridge, pass Tuzigoot National Monument, and hear stories from hosts such as Byron and Aiden. The wine lineup changes, so local Arizona bottles are not guaranteed.

“Great way to see the rocks and formations. Excellent narrator, Aiden. Our car was newly remodeled. Very comfy.”

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13.Guided Bike Tour on Historical Kettle Valley Railway at Myra Canyon & Wine Tour

★★★★★★★★★★5.0 · 19 reviews · 9 hours (approx.) · from $216

Spend the morning cycling a mostly flat 24 km trail across 18 historic trestles and through two tunnels at Myra Canyon. After lunch at Meadow Vista Honey Wines, your guide takes you to three or four Okanagan wineries. Guides such as Alain provide pickup, water, local context, and a full day of tasting and scenery.

“Beautiful if easy bike ride. Views are stunning. The vineyards were very enjoyable. Lots of pours lots of variety. Alain was a great guide pleasant and knowledgeable.”

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14.Etna Wine Tasting and Train Tour

★★★★★★★★★★4.0 · 8 reviews · from $230

Start in Catania at 9:30 a.m. for a scenic train ride around Mount Etna and its small towns. At Randazzo, your private party continues by air-conditioned vehicle to a local winery for vineyard and cellar visits, wine tasting, and a gourmet Sicilian lunch paired with the wines. The tour returns to Catania.

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15.Canela/Gramado: South Wineries, Wine Train, & Italian Park

★★★★★★★★★★3.2 · 7 reviews · 12 hours · from $109

Spend 12 hours touring Serra Gaúcha from Gramado or Canela. Visit Aurora Winery, ride the Maria Fumaça with tastings and performances, explore Italian Epic Park, and stop at Tramontina, Fetina de Formaio, and Gdom Knitting. The guide speaks Portuguese, with English or Spanish service needing confirmation.

“Almoço excelente, Epopeia muito legal , Maria fumaça tb , Tramontina ( muito tempo desnecessário) , loja de malharia muito cara referente a Minas Gerais . Restante excelente, visita a Aurora , achei que iríamos nos vinhedos .”

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