Maui Sailing Tours

Enjoy a relaxing cruise along Maui’s scenic shores – a truly memorable experience. Sip a tropical drink and enjoy the beautiful sunset colors that dip the West Maui Mountains and the ocean into fascinating shades of orange and red. You may even spot a pod of dolphins or a humpback whale during the winter whale watch season.

Hawaii Discount offers several popular Maui sunset cruises at discounted rates. From families or couples to singles and groups of friends, Maui sailing tours are for everyone. Find great deals on Maui's best sailing tours on Hawaii Discount.

Ma'alaea Harbor Departure

SAVE UP TO 10%

Pacific Whale Foundation - Sunset Cocktail Cruise

Dance to reggae and island favorites on an open air dance floor at sea! Charismatic, fun-loving Maui recording artist Marty Dread gets everyone up and dancing to rocking soul music, island rhythms, pop and rock favorites on this fun Maui sunset cruise.
DURATION: 2 HOURS

from $112.79

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SAVE UP TO 10%

Pacific Whale Foundation - Sunset & Celestial Cruise

Enjoy a sunset cruise along the South Maui coastline that includes delicious appetizers and drinks while learning about Polynesian navigation (wayfinding) and how the ancient Polynesians used the stars to navigate across the Pacific.
DURATION: 2.5 HOURS

from $102.00

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SAVE UP TO 8%

Hawaii Nautical - Luxury Sunset Cruise

Escape the crowds on this intimate Maui sunset cruise. Limited to just 6 guests, you'll be whisked away on the powerboat Amore and cruise past Molokini Crater. Relax on board and enjoy the island views you can only get at sea.
DURATION: 2 HOURS

from $239.00

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Ka'anapali Beach Departure

SAVE UP TO 10%

Sea Maui - Sunset Sail

Come aboard Sea Maui’s modern catamaran and enjoy a sunset sail along the Kaanapali coastline. Enjoy scenic views of the West Maui Mountains and the neighbor islands of Kahoolawe, Lanai and Molokai.
DURATION: 2 HOURS

from $95.00

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SAVE UP TO 10%

Sea Maui - Live Music Sunset Sail

Come aboard Sea Maui’s modern catamaran and enjoy a sunset sail along the Kaanapali coastline. This sail includes live music entertainment on board!
DURATION: 2 HOURS

from $104.00

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