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Sunset Cruises

Overall Rating

Sip on a tropical cocktail and feast on a delicious dinner courses on a variety of Hawaii sunset cruises and sails with live music, hula shows, friday fireworks, and of course, spectacular sunsets. Enjoy your evening on a cruise ship, powered or sailing catamaran, glass bottom boat, or even a pirate ship! These fun and relaxing sunset cruises are a must-do activity for anyone visiting Hawaii.

Sunset Cruises on Kauai

At sunset, the shadows play a game as they dance over the folded surface of the cliff faces along the Na Pali Coast. On the opposite side of the island, fading daylight paints the shimmering resorts and pristine beaches of Poipu in gold. With the waves lapping gently and a cocktail in hand, sunset sailing and cruises from any departure point on Kauai offer friends, family and couples the chance to enjoy something magical together.

6Activities

1/1 pages

Availability varies by date for all activities.

Captain Andy's Na Pali Coast Sunset Dinner Sailing Cruise (from Port Allen)
TOP PICKS

Cruise with Capt. Andy's along the Na Pali's coastal cliffs and enjoy a delicious dinner & cocktails while the sun disappears amid the timeless beauty of Kauai.

Meal Provided

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From USD137.60

(121 reviews)

Daily

5 hour(s) (afternoon)
2-Hour Aloha Sunset Sail & Island-Style Dinner with Open Bar
TOP PICKS Instant Confirmation

The Leila, a 50' authentic sailing catamaran, is waiting to spirit you off to the Poipu Coast, where you can watch the sun fade over the rim of a mai tai glass.

Meal Provided

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From USD58.67

21%
OFF

(1 review)

Wed, Fri

2 - 2.5 hour(s) (afternoon)
Poipu Cocktail Sunset Sail with Live Music by Capt Andy's (from Kukuiula Harbor)

Enjoy an unforgettable sail along the beautiful Garden Isle coastline with Captain Andy and enjoy tropical cocktails as the sun dips below the Pacific Ocean.

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USD94.94

(8 reviews)

Thu

3 hour(s) (afternoon, evening)
Na Pali Coast Cocktail Sunset Cruise by Holo Holo Charters
TOP PICKS Instant Confirmation

Cast off on a relaxing sunset cruise with Holo Holo Charters along Kauai's breathtaking Na Pali Coast with refreshing cocktails and delicious appetizers.

Meal Provided

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From USD121.60

12%
OFF

(33 reviews)

Daily

3.5 hour(s) (afternoon)
Na Pali Coast Summer Sunset Sail with Dinner & Cocktails

Sail along Kauai's most beautiful natural wonder, enjoying unbelievable views of the Na Pali Coast's valleys & beaches as they're illuminated by the sunset sky.

Meal Provided

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USD137.60

(1 review)

Sun, Mon, Tue, Wed, Thu, Sat

4.5 hour(s) (afternoon)
Hawaiian Cultural Experience at Botanical Garden & Sunset Dinner Cruise

Holo Holo Charters offers the perfect tour for land & sea experiences in a single day! Visit a botanical garden, learn about the ancient Hawaiians, and end your day with a relaxing sunset cruise.

Meal Provided

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USD240.01

Fri

5.5 hour(s) (afternoon)