By rail · WINE TOURS

The 14 Best Wine Tastings Worldwide

14 rail days  ·  from $24 a seat

Every trip has one free day too few. These 14 wine tastings justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Montserrat & Cogwheel Train, Gourmet Wine Tasting & Tapas/Lunch - The Oller del Mas winery and its old stone setting
Barcelona Train Tours, Food & Drink, Funicular & Mountain Railway Rides, Funicular and Mountain Railway Rides in Spain, Lunch Experiences, Spain Train Tours, Tour Reviews, Train Tours, Wine Tours

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

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 Basilica with an English-speaking guide, then choose wine and tapas or a full lunch at a centuries-old winery. Guides such as Thais, Toni, Mariana, and Lesly are praised for clear explanations and warm humor.

“The tour and our tour guide Vince was absolutely amazing and super knowledgeable!! Beautiful experience!”

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Porto: City Train Tour, River Cruise & Wine Cellar - Begin beside Porto Cathedral
City Tours, Cruises & Boat Tours, Hop-On Hop-Off Train & Tram Tours, Hop-On Hop-Off Train Tours in Portugal, Porto Train Tours, Portugal Train Tours, Tour Reviews, Tours, Train Tours, Wine Tours

Porto: City Train Tour, River Cruise & Wine Cellar

2.City Train Tour, River Cruise & Wine Cellar

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

Start beside Porto Cathedral with the Magic Train, ride through the historic center to Real Companhia Velha, and taste two ports after a guided cellar visit. Continue by train, then take a one-hour Douro cruise from Ribeira. The train has multilingual audio, but the boat has no commentary.

“O atendimento, o passeio e a pontualidade foram os pontos altos da experiência. Tudo muito tranquilo e fácil de acompanhar”

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From Cape Town: Franschhoek Wine Tram Hop-on Hop-off - The early Cape Town pickup matters
Cape Town Train Tours, Hop-On Hop-Off Train & Tram Tours, South Africa Train Tours, Tour Reviews, Train Tours, Tram & Streetcar Tours, Wine Tours

From Cape Town: Franschhoek Wine Tram Hop-on Hop-off

3.Franschhoek Wine Tram Hop-on Hop-off

★★★★★★★★★★4.7 · 1,972 reviews · 8h 30m · from $50

Take a comfortable Xplorer coach from Cape Town to Franschhoek, then use the vintage tram and open-air tram buses to visit 4 to 5 wine estates. Choose tastings, cellar tours, picnics, or meals at each stop. Routes vary, so plan around the estates you most want to see.

“The driver and guides were fabulous, gave us lots of advice and were very caring. We do think that clients staying in the city should have a pick-up point much closer than the V & A waterfront because it meant using a taxi to get to our only meeting point Superb”

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Rome to Pompeii Guided Tour with Wine & Lunch by High Speed Train - Entering Pompeii with a guide
Bullet Train Tours, Bullet Train Tours in Italy, Bullet Train Tours in Rome, Guided, Italy Train Tours, Lunch Experiences, Rome Train Tours, Tour Reviews, Tours, Train Tours, Wine Tours

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

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

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

Meet your tour representative at Rome Termini, ride the high-speed train to Naples, and explore Pompeii with an expert guide. Afterward, visit a Vesuvius winery for five or six wine tastings, antipasti, pasta, and dessert before returning to Rome.

“I was very excited about this tour in the way it was described. One notable thing, while they do not say 'small group', I was surprised to see exactly how large of a group we were. My fault for not asking about the group size, but that was a slight dissappoinment right off the bat. Overall, not completely dissatisfied, but for what this was, it did NOT deliver equivalent value to the cost. The guides were all professional and wonderful, as was the van driver from Naples to Pompeii. Also, nice train ride, they give you business class. The Pompeii ruins tour was good, but there hardly any plaster casts…”

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Porto: Magic Train Tour and Port Wine Cellar with Tastings - From Sé Cathedral to Batalha Square
Porto Train Tours, Portugal Train Tours, Tour Reviews, Tours, Train Tours, Wine Tours

Porto: Magic Train Tour and Port Wine Cellar with Tastings

5.Magic Train Tour and Port Wine Cellar with Tastings

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

Start at Porto Cathedral and ride a narrated tourist train past São Bento Station, Clérigos Tower, and Batalha Square. Visit Real Companhia Velha, founded in 1756, watch a short film on Port production, tour the old cellar, and taste two Port wines. Lunch is optional.

“I loved the wine cellar tour and tasting! Didn't have much time to look around the grounds though. I wouldn't say the train was a tour, going back it's more of the shopping streets etc. (more for transportation to the wine cellar) Still highly recommend, great company!”

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Full-Day Franschhoek Hop On Hop Off Wine Tram Tour from Cape Town - The 8:15 am coach from Cape Town
Cape Town Train Tours, Full-Day, Hop-On Hop-Off Train & Tram Tours, South Africa Train Tours, Tour Reviews, Tours, Train Tours, Tram & Streetcar Tours, Wine Tours

Full-Day Franschhoek Hop On Hop Off Wine Tram Tour from Cape Town

6.Full-Day Franschhoek Hop On Hop Off Wine Tram Tour from Cape Town

★★★★★★★★★★4.5 · 579 reviews · from $28

Start at 8:15 am from a Cape Town pickup point and ride a comfortable coach to Franschhoek. Choose estates on the Blue, Pink, Red, or seasonal Navy route, then hop on and off trams and buses for tastings, food, gin, and vineyard views. Tastings and lunch cost extra.

“the coach use to transport us to the wine area was very luxurious and comfortable. the day out we used the wine bus first in the morning and the tram in the afternoon. all the winerys were excellent and we stayed for lunch at one stop and stayed 2 hours (most stops you got 1 hour to enjoy). the day never felt rushed and we had all the information required to make the most of our day”

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Barcelona: Montserrat with Winery, Lunch, and Train Options - The coach ride and arrival at Montserrat
Barcelona Train Tours, Lunch Experiences, Spain Train Tours, Tour Reviews, Train Tours, Wine Tours

Barcelona: Montserrat with Winery, Lunch, and Train Options

7.Montserrat with Winery, Lunch, and Train Options

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

Travel from Barcelona to Montserrat with an English or Spanish-speaking guide, then choose extra mountain time or a 10th-century castle winery visit with Catalan lunch, tapas, and wine. Guides such as Lesley, Laia, Elena, and Xavi bring the history to life.

“Everything was perfect. Our guide Delph was amazing, she had so much passion for the topics.”

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Rome: Pompeii Tour with Wine and Lunch by High Speed Train - Pompeii in 2.5 hours: what you actually see
Bullet Train Tours, Bullet Train Tours in Italy, Bullet Train Tours in Rome, Italy Train Tours, Lunch Experiences, Rome Train Tours, Tour Reviews, Tours, Train Tours, Wine Tours

Rome: Pompeii Tour with Wine and Lunch by High Speed Train

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

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

Travel from Rome to Pompeii by fast train, private shuttle, and expert English-speaking guides such as Antonio, Felicia, or Vincenzo. Explore the ruins for 2.5 hours, then taste four volcanic-soil wines over a generous farm-to-table lunch. It is a full, active day with little planning required.

“Ida was very knowledgeable and the wine tasting and food finished off a very good day.”

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Tuscany Comfort Day Tour from Rome with Wine & Lunch - Meeting at Rome Termini before 8:10 a.m.
Italy Train Tours, Lunch Experiences, Rome Train Tours, Tour Reviews, Tours, Wine Tours

Tuscany Comfort Day Tour from Rome with Wine & Lunch

9.Tuscany Comfort Day Tour from Rome with Wine & Lunch

★★★★★★★★★★5.0 · 313 reviews · 12 hours (approx.) · from $349

You’ll travel from Rome to Florence by high-speed train, tour Florence with a guide such as Antonio or Sarah, then ride by private van to a family-run winery near San Gimignano. Expect vineyard views, a six-wine tasting, pasta lunch, and free time among San Gimignano’s medieval towers.

“This was an amazing experience from start to finish! We got a beautiful tour of Florence and then had some time to explore our own. We then got driven to the winery where we were greeted with warm welcomes and had the most amazing intimate experience. We got a tour of the grounds and a delicious lunch with wine tasting that was available for purchase. Everything from start to finish was amazing! I would recommend this tour to everyone I know.”

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Cape Town: Full-Day Wine Tasting Tour with Wine Tram - From Cape Town to Stellenbosch
Cape Town Train Tours, Food & Drink, Full-Day, South Africa Train Tours, Tour Reviews, Tours, Train Tours, Tram & Streetcar Tours, Wine Tours

Cape Town: Full-Day Wine Tasting Tour with Wine Tram

10.Full-Day Wine Tasting Tour with Wine Tram

★★★★★★★★★★4.7 · 261 reviews · 9h 30m · from $80

Spend a full day tasting South African wines in Stellenbosch and Franschhoek. Your English or French-speaking guide handles the driving, while you visit Lanzerac, Tokara, and selected Franschhoek estates by wine tram. Expect generous pours, chocolate pairing, mountain views, and guides such as Candy, Natasha, Peter, or Joseph.

“A fantastic wine experience!! We visited 4 wineries, each one better than the last! We went in a van, with a small group, which made everything faster and more friendly! And I have to praise our staff duo, Candy and Zane, guide and driver, who treated everyone with cordiality, attention, safety and good humor! Thank you, guys, you shone! I highly recommend this tour with Candy and Zane!”

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Cape Town: Stellenbosch, Franschhoek, Wine Tasting and Tram - The road east, with context beyond the vineyards
Cape Town Train Tours, Food & Drink, South Africa Train Tours, Tour Reviews, Train Tours, Tram & Streetcar Tours, Wine Tours

Cape Town: Stellenbosch, Franschhoek, Wine Tasting and Tram

11.Stellenbosch, Franschhoek, Wine Tasting and Tram

★★★★★★★★★★4.7 · 190 reviews · 8 hours · from $110

Spend eight hours touring South Africa’s Cape Winelands with an English-speaking guide such as Zaine or Brandon. Taste wine with cheese and biltong, walk through Stellenbosch, pause for lunch in Franschhoek, ride the wine tram, and visit Groot Drakenstein Prison.

“Had a lovely trip. Zaine was both knowledgeable and fun. Would recommend”

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Douro Experience - Boat and Train Ride - Lunch and Wine Tasting - All Included - The Douro Valley viewpoints and vineyards
Cruises & Boat Tours, Food & Drink, Lunch Experiences, Portugal Train Tours, Tour Reviews, Train Tours, Wine Tours

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

12.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 a.m. for a full day in the Douro Valley. With guides such as Manuel, Miguel, Rita, or Antonio, you’ll visit vineyards, taste wine and port, ride a Portuguese train, cruise the river, and enjoy lunch. Expect excellent scenery, a long drive, and a flexible group format.

“This should be on your bucket list as it’s hard to put into words the beauty and immensity of this wine region. We traveled in early November and the autumn leaves made it very special. Our driver (Victor) was lovely, informative and made the visit magical. Highly recommended.”

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Franschhoek wine Tram & Stellenbosch Town Full day tour - Starting in Stellenbosch after the Cape Town pickup
Cape Town Train Tours, Full-Day, South Africa Train Tours, Tour Reviews, Tours, Train Tours, Tram & Streetcar Tours, Wine Tours

Franschhoek wine Tram & Stellenbosch Town Full day tour

13.Franschhoek wine Tram & Stellenbosch Town Full day tour

★★★★★★★★★★5.0 · 139 reviews · from $74

Spend 9 to 10 hours touring Stellenbosch and Franschhoek from Cape Town. Walk Stellenbosch, taste at estates such as Lanzerac and Tokara, then ride the Franschhoek Wine Tram to up to three farms. Guides including Peter, Candy, Rodney, and Joseph bring local history to life.

“An entire day of wine tasting experience was really worth in SA. The Driver and guide was good and friendly.”

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Régua: Wine tasting at a Quinta, traditional lunch, cruise, and train ride - São Leonardo de Galafura: fifteen minutes with a huge view
Cruises & Boat Tours, Food & Drink, Lunch Experiences, Portugal Train Tours, Tour Reviews, Train Tours, Wine Tours

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

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

★★★★★★★★★★4.5 · 79 reviews

Start in Régua with a local guide, visit Coimbra de Mattos for five wines, stop at São Leonardo de Galafura, and enjoy a generous traditional lunch at Quinta da Laceira. Cruise to Pinhão, take free time there, then return to Régua by train. Portuguese and English are offered.

“The wine and port and jam tasting with Helena was outstanding. The lunch on the farm was excellent. With the boat trip we joined a big boat coming from Porto. Lots of passengers, sitting at tables but there were no loud music or any other disturbances. We found the boat trip to be just long enough to not get boring. We were just in time to catch the train from Pinhão back to Regua, the guide gave us tickets for a specific time. As far as recommendations, we think it will be better to also supply the name of the store at the dock where we are suppose to meet.…”

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