13 Madeira Wine Tours the Drive Pays For

1.Taste Funchal: food, wine & cultural tour

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

Meet a local English-speaking guide in Funchal for four hours of Madeiran food, wine, poncha, and cultural stops. Guides such as Ana, Leonora, Elda, and Roberto have led the tour, translating menus and sharing practical tips. Expect generous tastings, an easy-paced walk, and a small group of up to 12 people.

“Our tour guide Leonora was friendly and informative. We learned not only about the food and drink but also about Madeira's history and culture. She also offered great tips on places to go to eat and shop during our stay. The food and drink offered was excellent & plentiful - make sure you go with an empty stomach! Would definitely recommend this trip.”

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2.Taste Funchal: food, wine and cultural tour

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

Walk through Funchal with a local guide such as Ana, Elda, or Darleen, stopping for Madeira wine, poncha, market fruit, pastries, biscuits, lunch, and traditional dishes. The four-hour route mixes food with local history and suits first-time visitors, solo travelers, and small groups. Vegetarian, gluten-free, and nonalcoholic choices are available.

“Very enjoyable and good relaxed pace. Lovely local guide who was passionate about Madeira.”

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3.Madeira: Food and Wine Walking Tour in Funchal

★★★★★★★★★★4.8 · 469 reviews · 3.5 hours · from $111

Explore Funchal on a 3.5-hour English-language food and wine walk limited to 10 people. You will visit eight tasting venues for 11 food samples and six drinks, including Madeira wine, bolo do caco, poncha, exotic fruit, chocolate, tuna, and scabbard fish. Guides such as Matt, Roberto, Isabel, and Ana add local history and humor.

“Matt was a fantastic guide. All of the tastings were great! I would highly recommend this tour.”

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4.Madeira: Cabo Girao, Jeep Tour Adventure and Wine Tasting

★★★★★★★★★★4.8 · 443 reviews · 4 hours · from $57

Join a small group of up to eight for a four-hour open-roof 4x4 ride from Funchal. With guides such as Rui, Gil, Chris, and Tony, you’ll reach Boca dos Namorados, explore Jardim da Serra, stop for poncha, visit Cabo Girão, sample Madeira wine, and see Câmara de Lobos.

“Christopher was an outstanding tour guide! We had a pram for our son who is autistic that didn’t fit into the jeep; Christopher drove us to his garage to store the pram so we could continue with the tour. We had a German speaking family with us on the tour and Christopher was fluently able to interchange between English and German so we could all benefit from the interesting history about the island (he also speaks Dutch and French)! We saw some amazing views, drank panocha and sampled local wines. The jeep ride was really fun and we loved the off-road part too; things we couldn’t experience in the UK.…”

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5.Madeira: Cabo Girão, Wine Tasting, & Serra d’Água Jeep Tour

★★★★★★★★★★4.8 · 336 reviews · 4 hours · from $88

Join a small English-speaking group for a four-hour jeep tour from Funchal to Cabo Girão, Serra d’Água, and São Vicente. Expect steep roads, forest tracks, island views, and a visit to Quinta do Barbusano, where you taste three whites, one rosé, two reds, cheese, and chorizo. Guides such as Gil, Rui, Miguel, and Graham are known for safe driving and lively local insight.

“Very good activity. Driver Francisco was excellent. Highly recommend.”

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6.H.M. Borges Winery Guided Tour with Wine Tasting

★★★★★★★★★★4.7 · 334 reviews · 30 minutes - 1 hour · from $17Best value

Visit H.M. Borges, a fourth-generation family winery in central Funchal. An English-speaking guide such as Maria, Melissa, or Marie explains Madeira wine production, aging casks, and the building’s history before you taste 2 to 6 wines with local snacks. The Gold and Diamond options offer the best range.

“Great trip. Could tell us what flavours we can taste in each wine. Anyway I recommend”

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7.Madeira: Fado Show – The Heart of Portugal With Madeira Wine

★★★★★★★★★★4.8 · 190 reviews · 50 min · from $23

In a small Funchal venue, you’ll hear live Fado from two singers and two guitarists, with explanations in Portuguese and English about the music, instruments, and song meanings. Arrive 20 minutes early for a glass of Madeira wine. The show lasts 50 minutes, starts promptly, and suits adults and children aged six and up.

“I couldn’t have asked for a better introduction to Portuguese art than this Fado show. The atmosphere was intimate, the music was deeply emotional, and the local wine was the perfect touch. A beautiful way to spend an evening in Funchal!”

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8.Full-Day Madeira Wine Tour with Lunch

★★★★★★★★★★4.9 · 158 reviews · 8 hours · from $247

Travel from Funchal to Madeira’s north coast with an English-speaking wine guide, tasting at Blandy’s, Quinta do Barbusano, and Barbeito’s. Expect several local wines, a generous espetada lunch, mountain and coastal scenery, and a small group of no more than 10 people. Guides such as Roberto and Sofia add island stories along the way.

“Sofia, our guide, was great. She has a big knowledge about the plants and knows pretty much everything about Madeira. Thank you for a wonderful day!”

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9.Cabo Girão, Wines Tasting and Dolphins Watching

★★★★★★★★★★4.6 · 50 reviews · 8 hours · from $104

Spend eight hours seeing Madeira from mountain roads and the sea. A local guide such as Rui takes you to Nun’s Valley, Jardim da Serra, Cabo Girão, and a Madeira wine lodge before you board a catamaran for dolphin watching. Expect a small 4x4 group, paid cliff access, free time for lunch, and no drop-off afterward.

“Jeep tour is nice and Rui was excellent. The boat trip was too busy to be enjoyed.”

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10.Madeira: Signature Wine Tasting, Skywalk & Nature Expedition

★★★★★★★★★★4.7 · 49 reviews · 7.5 hours · from $104

Spend 7.5 hours with a local English-speaking guide, often guides such as Rui or Gill, exploring Serra d’Água and São Vicente by 4x4. Visit a sustainable honey museum, taste six table wines at Quinta do Barbusano, stop at Cabo Girão, and finish with aged Madeira wines at Henriques & Henriques.

“Excellent trip would recommend the guide was brilliant and very informative.The views were amazing.”

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11.Open Roof Jeep Tour with Madeira Wine Tasting

★★★★★★★★★★4.8 · 46 reviews · 6 hours · from $94

Spend six hours with a local guide in a classic open-roof Jeep, leaving Funchal for Camara de Lobos, Nun's Valley viewpoints, Madeira wine tasting, poncha, and Cabo Girao. Guides including Vitor, Ricardo, and Andre tailor the route for small groups of up to seven, using narrow roads and off-road tracks.

“Due to some technical issues with the car the winetour we've booked couldn't go through. The company messaged us upfront en suggested an alternetive. At first we've had our doubts, but they were completly gone the minute we arrived at the first stop. Ricardo was a passionate and enthousiastic tourguide, who will consult the options, gives his own recommondations and then listened to the preference of the group. We received lots of information and saw wonderfull things we wouldn't be able to see on our own. We got to experience some local delicacies en got to see so much more from madeira than only the touristic parts. We would rate…”

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12.Madeira: Vineyard Tour w/ Wine Tasting & Skywalk

★★★★★★★★★★4.6 · 41 reviews · 4 hours · from $86

Spend four hours touring a Madeira vineyard with a wine guide and enologist, tasting sweet or dry wines aged 3, 10, and 15 years with traditional tapas. You’ll also stop at Cabo Girão, Europe’s highest sea cliff, and Câmara de Lobos. Pickup is available around Funchal, Caniço, and Câmara de Lobos.

“Excellent tour. Knowledgeable and friendly guide. Wine tasting was interesting and fun. Well explained.”

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13.Madeira: Cabo Girão, Wines Experience and Dolphins Watching

★★★★★★★★★★4.6 · 29 reviews · 8 hours · from $128

Start in Funchal with Cabo Girão’s 580-meter cliff and glass platform, then ride through Serra d’Água and São Vicente in an open-roof vehicle. At Quinta do Barbusano, taste one rosé, three whites, and two reds before a three-hour catamaran trip for dolphins and whales. English guidance, pickup, and insurance are included.

“Het leukste aan de activiteit was het wijnproeven, de info die we daar kregen en de korte safaririt met de open dak. De boottrip was echter niet zo, die was erg lang gezien weinig verandering uitzicht e.n beperkte info. Het was vooral veel varen, kort zwemmen (Max. 10 minuten) en er werd helemaal geen verdere informatie of praatje gegeven over de dieren etc. De crew gaf aan het begin een veiligheidsinstructie echter waren zij niet te verstaan boven het geronk van de boot.”

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