Under sail · MADEIRA SAILING TOURS

4 Madeira Sailing Tours Worth Booking

4 sailing trips  ·  seats from $47 each

Short on days in Madeira? Give one of them to the water. Below, 4 sailing trips that earn it.

Funchal: Sunset Sailing Tour - Sailing west toward Cabo Girão
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Funchal: Sunset Sailing Tour

1.Funchal: Sunset Sailing Tour

★★★★★★★★★★4.7 · 2,144 reviews · 3 hours · from $58Top of the fleet

Sail from Funchal with up to 20 people on a relaxed evening trip led in English or Portuguese. Look for dolphins and whales, stop to swim or snorkel beneath Cabo Girão, and watch the sunset from the sea. Drinks are included, but food, transport, and shoes on board are not.

“Victor and Bruno were great. Victor really cared for our daughter who was a bit scared initially as the sea was not flat. Very attentive to everyone onboard and the scenery was amazing!”

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Funchal: Dolphin and Whale Watching Sailing Trip - Searching for dolphins, whales, and sea turtles
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Funchal: Dolphin and Whale Watching Sailing Trip

2.Funchal: Dolphin and Whale Watching Sailing Trip

★★★★★★★★★★4.6 · 1,325 reviews · 3 hours · from $47Lowest fare aboard

From Funchal Marina, you sail up to 3 miles offshore with an English- or Portuguese-speaking crew, often including Bruno or Joseph. Look for dolphins, whales, and sea turtles, then stop near Cabo Girão for swimming and snorkeling. The small yacht, usually limited to about 15 to 20 people, offers a quieter alternative to large catamarans.

“Very professional staff, it was a wonderful day! :) There were big waves, it was an experience. I saw dolphins too. It was a wonderful 3 hours on the water. The beer is delicious ;)”

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From Funchal: West Bays Sailing Tour with Lunch - Madeira’s west coast from the water
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From Funchal: West Bays Sailing Tour with Lunch

3.From Funchal: West Bays Sailing Tour with Lunch

★★★★★★★★★★4.7 · 75 reviews · 5 hours · from $82

Set out from Funchal Marina for five hours along Madeira’s west coast. Guide Bruno and the crew lead you past Ponta do Sol, Ribeira Brava, Cabo Girão, and Câmara de Lobos, with time to spot whales and dolphins, swim, snorkel, and eat lunch. The boat may use its engine more than its sails, and shoes stay ashore.

“Sortie en mer absolument géniale ! L’équipage était très accueillant, jovial, le repas était très bon et de bonne quantité On a pu naviguer au large de l’île puis revenir en longeant la côte ouest de plus prêt, la baignade dans les eaux claires au pied de la falaise a bouclé le tout ! Je recommande à 100%, le prix est vraiment plus que bien pour la qualité de l’évènement”

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Funchal: Half and Full Day Private Sailboat Tour - Seeing Funchal from the sea
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Funchal Half and Full Day Private Sailboat Tour

4.Funchal Half and Full Day Private Sailboat Tour

★★★★★★★★★★5.0 · 19 reviews · 4 hours (approx.) Best loved

Set out from Funchal Marina with Happy Hour Madeira for a private sail along Madeira’s south coast. Your crew may include João and Luís, praised for warm service and local tips. Choose a half or full day, stop at sea-only beaches, swim, and arrange lunch at Fajã dos Padres or aboard.

“Our guides João and Luís were the best! Very kind, knowledgeable and provided great local recommendations. I would highly recommend to anyone traveling to Madeira!”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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