Maui's Most Popular Sunset Cruises, Maui tours & activities, fun things to do in Maui

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Maui EDITOR'S PICKS

Maui's Most Popular Sunset Cruises

Experience a Maui Sunset Cocktail or Dinner Cruise and drift away into the fading Hawaiian sun while sipping on tropical drinks and nibbling on delicious snacks. Then just sit back and relax as the cooling ocean breezes surround you. Claim your seats early as seats sell out quickly.

6Activities

Availability varies by date for all activities.

Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy
TOP PICKS

Take in spectacular sunset views on one of the best cocktail sunset sails on Maui, and relax aboard a luxurious sailing catamaran and enjoy a premium open bar and gourmet appetizers with multiple departures from Kaanapali, and Maalaea Harbor.

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USD130.62

(61 reviews)

Daily

2.5 hour(s) (afternoon, evening)
Maui Ultimate Luxury Sunset Gourmet Dinner Sail & Open Bar - Alii Kai Catamaran
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Experience Maui’s finest sunset dinner cruise exclusively for adults. Limited to 40 passengers, this intimate sail ensures comfort and luxury with a gourmet dinner & full open bar. Upgrade to the 12-passenger VIP top deck for the ultimate in luxury!

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From USD284.14

(35 reviews)

Daily

3 hour(s) (afternoon, evening)
2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui
TOP PICKS Quick Confirmation

Book the best Maui sunset booze cruise today! Set sail from Kaanapali Beach, enjoy drinks from the premium open bar, delicious appetizers and stunning views. On Tue & Thu nights the cruise features fun live music performed by local artists.

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From USD108.78

(60 reviews)

Daily

(afternoon, evening)
Calypso Sunset Dinner Cruise with Cocktails & Island Music from Maalaea Harbor
TOP PICKS Quick Confirmation

A sunset cruise is one of the top things to do in Maui! Experience a deluxe sunset dinner cruise aboard the comfortable, triple-deck catamaran Calypso. Enjoy a 3-course dinner, local island music and free drinks.

Meal Provided

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From USD149.95

11%
OFF

(8 reviews)

Daily

3 hour(s) (evening)
2.5-Hour Sea Maui Sunset Dinner Cruise with Open Bar from Kaanapali Beach
TOP PICKS Quick Confirmation

Enjoy a 2.5 hour Maui sunset dinner sail departing from Kaanapali. This relaxing family-friendly cruise features open bar and a full buffet served with your choice of chicken, fish, beef or veggie options. Whale watching included from Dec - Apr!

Meal Provided

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From USD145.40

(9 reviews)

Daily

3 hour(s) (afternoon, evening)
Pride of Maui Luau Sunset Dinner Cruise with Open Bar & Polynesian Show
TOP PICKS

Enjoy a fun luau dinner party aboard Pride of Maui, Maui's best sunset booze cruise! Featuring premium open bar, Polynesian dance show, live music, delicious island cuisine, and spectacular sunset views. Departs from Maalaea Harbor.

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USD174.68

(63 reviews)

Tue, Thu, Sat

2.5 hour(s) (evening)