8 Dolphin Cruises With Wine That Fill Up First

1.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89Our pick

Set out from Key West Historic Seaport on a luxury catamaran with Captain Daniel, John, Gracie, Jordan, or Brandon. You will look for wild dolphins, pass Mallory Square, Fort Zachary Taylor, and Sunset Key, then settle in for sunset with wine, champagne, beer, and chef-selected tapas.

“This was the BEST dolphin cruise ever! Well worth the money. Sebago is the bomb!!🤗🥰 Will definitely do this cruise again!”

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2.Funchal: Cabo Girão, Wines Tasting and Dolphins Watching

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

Combine a small-group 4x4 tour with a three-hour catamaran trip. Visit Boca dos Namorados, Jardim da Serra, Cabo Girão, and Henriques & Henriques for Madeira wine tasting. Guides such as Rui and Toni add local character, while the boat trip may include dolphins and summer swimming.

“We had a fantastic day on this tour. Our 4x4 driver was brilliant and made the ride so much fun - we loved being able to stand up in the car and experience a little bit of off road driving. We saw some fantastic views, tried traditional homemade Poncha, braved the glass floor at Cabo Girao and also got to try some Madeira wine. All in all was a great day. The second part of the day felt a bit disconnected as we were left for some awkward free time and to find the boat tour ourselves, this was a bit confusing as we were unsure which company the boat…”

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3.Amazing Skywalk, Wine Tasting & 4×4 Adventure + Dolphin Watching

★★★★★★★★★★5.0 · 40 reviews · 8 hours (approx.) · from $106Top rated

Spend a full day seeing Madeira from mountain roads and the sea. A guide drives you by 4x4 to Boca dos Namorados, Boca da Corrida, and Cabo Girão, with local poncha and Madeira wine along the way. After a short break in Funchal, join a three-hour dolphin and whale cruise.

“Such a fantastic day for a great price. The guide/driver was engaging and knowledgeable, clearly passionate about his country.. he took us to mountains, wine tasting and to a traditional taverna for ponca. Then on to a catamaran where we saw dolphins. Superb day thank you”

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4.Wines Tasting Experience and Skywalk with Dolphin Watching

★★★★★★★★★★5.0 · 34 reviews · 8 hours (approx.) · from $130

Spend the morning in a small 4x4 group with stops at São Sebastião, São Vicente vineyards, and Cabo Girão, then join a three-hour dolphin and whale-watching cruise. Guides such as Rui, Paulo, and David bring humor and local detail, while the boat portion is less guided.

“Prompt pickup by a very friendly, genuine and informative guide. Who added fun and a real sense of adventure. Well done Rooey. Sorry about the spelling. It was a fabulous trip to St Vincent in the jeep, off road and en route to a beautiful vineyard. Well worth it! Boat trip in the afternoon was a bit disappointing. No commentary to help lift the disappointment of no marine life.”

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

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

Spend eight hours exploring Madeira by road and sea: visit Cabo Girão, ride through Serra d’Água and São Vicente, taste six local wines at Quinta do Barbusano, then cruise from Funchal in search of dolphins and whales.

“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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6.Krk: Sunset Boat Tour with wine, high chance of dolphins

★★★★★★★★★★4.8 · 14 reviews · 1h 30m · from $35Best value

Set out from St. Fuska on a 90-minute speedboat trip to Plavnik. You’ll get a glass of wine on group tours, a bottle on private trips, peanut snacks, and soft drinks. The skipper speaks English, Italian, and Croatian, with time for sightseeing, swimming, and sunset views.

“Esperienza magnifica!! Il ragazzo che guidava è super preparato, attrezzato e ci ha spiegato tutto rispondendo anche alle nostre tante domande! Il vino buonissimo! Abbiamo visto i delfini ed è stata un'emozione indescrivibile!!”

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7.Cape May: Sunset Dolphin Cruise with Optional Wine Tastings

★★★★★★★★★★4.2 · 12 reviews · 2 hours · from $57

Join an English-speaking guide for a two-hour sunset cruise from Cape May Whale Watcher. Look for Atlantic Bottlenose Dolphins near Cape May Point, pass the lighthouse and Victorian waterfront homes, and add three local wine tastings with cheese and fruit.

“had a good time overall few things I wasn't crazy about like.. could of been better options of wine and Frozen drinks i feel was too loose in consistency, other then that it was a good experience.”

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8.Champagne Dolphin Sail and Reef Snorkel

★★★★★★★★★★5.0 · 5 reviews · 3 hours (approx.) · from $108

Join Dolphin Echo Inc. for a three-hour catamaran sail from Key West to local dolphin waters and a coral reef. Bailey and Micah may guide your trip, with about an hour to snorkel, easy instruction, sanitized gear, champagne, and other adult beverages. The group is limited to 17.

“we had a truly fantastic time. our captains/guides were Bailey and Micah who facilitated a lovely experience, the views were top notch, and the provisions were plenty. we will be return customers for similar excursions when we return to Key West. thanks for a great day!”

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