Sunset Cruises, Maui tours & activities, fun things to do in Maui

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.

Dinner Cruises

Set sail at sunset for a dinner cruise that you'll never forget! Depart from Lahaina or Maalaea and sail west to watch the setting sun before dinner is served. These cruises set a romantic mood as you float across the calm waters between Maui and her sister islands, watching the brilliant sunset cast a warm, fading light across them. Indulge in seasonal and local delicacies from the decks of powered yachts and sailing catamarans with the addition of live music and expertly-mixed cocktails.
Sunset Cocktail Cruises

Drift off the coast of Maui, the silhouettes of Lanai and Molokai lurking in the distance, as you watch the sun sink below the western horizon. Enjoy a tropical cocktail, delicious appetizers, and live music as you relax on the calm Pacific waters of Maui. Choose from a variety of catamarans to board, from a powered catamaran to a sailing vessel to a hybrid. A sunset cruise is the best way to end a fun day in Maui with friends, family, or by meeting new people at sea.

15Activities

1/1 pages

Availability varies by date for all activities.

No.1

Top Seller

Maui Princess Sunset Dinner Cruise from Lahaina with Live Music and Cocktails
TOP PICKS Instant Confirmation

Depart from Lahaina with Maui Princess on a premium sunset dinner cruise. Enjoy a relaxing cruise in Maui with live music & cocktails. Enjoy a 3-course dinner and panoramic views of Maui on this sunset cruise in Lahaina's beautiful ocean.

Meal Provided

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From USD117.11

16%
OFF

(69 reviews)

Daily

3 - 20 hour(s) (evening)
No.2

Top Rated

Sea Maui Kaanapali Sunset Cocktail Sail with Open Bar
Instant Confirmation

Set sail from Kaanapali beach along Maui's west coast, watching the sky break into an array of colors at sunset while enjoying open bar drinks and tasty island snacks. On Tue, Thu & Sat enjoy live music with local artists.

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From USD71.22

9%
OFF

(25 reviews)

Daily

2.5 hour(s) (afternoon, evening)
No.3

Pride of Maui Sunset Luau Dinner Cruise with Open Bar & Polynesian Dance Show
TOP PICKS

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

Pick-up Provided

Meal Provided

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From USD81.02

10%
OFF

(47 reviews)

Review Rebate

Tue, Thu, Fri, Sat

2.5 - 5.5 hour(s) (evening)
Trilogy Excursions Deluxe Sunset Sail with Premium Open Bar & Gourmet Tapas

Embark on a premier sunset cruise aboard a luxury sailing catamaran. Sit back and watch the sunset as you enjoy a premium open bar and delicious appetizers served by the friendly crew of Trilogy. Departing from Kaanapali Beach or Maalaea Harbor.

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From USD99.83

(12 reviews)

Daily

2.5 hour(s) (afternoon, evening)
Alii Nui Royal Feast Sail - Maui Romantic Sunset Dinner Cruise with Open Bar

Experience a premium dining experience aboard Alii Nui, the finest sunset dinner cruise on Maui. This adult-only sail is limited to 36 passengers for comfort. Enjoy a delicious buffet dinner with a premium open bar. Departs from Maalaea Harbor.

Pick-up Provided

Meal Provided

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From USD189.00

(17 reviews)

Daily

3 - 6 hour(s) (evening)
Sea Maui Kaanapali Sunset Dinner Cruise with Buffet Catered by Joey’s Kitchen
Instant Confirmation

Enjoy a 2.5 hour dinner sail with open bar in Kaanapali featuring a full buffet served with your choice of chicken, fish, beef or veggie options prepared by a renowned local chef Joey Macadangdang

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From USD143.60

2-for-1

(1 review)

Review Rebate

Daily

3 hour(s) (afternoon, evening)
Romantic Sunset Dinner Sail Cruise with Open Bar (from Maalaea & Lahaina Harbor)
TOP PICKS

Sail along Maui's majestic Pali Sea Cliffs on a sunset evening cruise that includes a delicious gourmet dinner, open bar and a convenient Ma'alaea or Lahaina Harbor departure.

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USD151.43

(4 reviews)

Sun, Wed, Thu, Fri, Sat

3 hour(s) (afternoon, evening)
Pride of Maui Sunset Dinner Cruise & Turtle Snorkel Combo from Maalaea Harbor
TOP PICKS

Combine 2 amazing experiences on the Pride of Maui. Snorkel with turtles at some of the top snorkel destinations in Maui! Then enjoy spectacular sunset views aboard the Pride of Maui Dinner Cruise with live music & an open bar.

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From USD125.29

10%
OFF

(2 reviews)

Early Booking

Mon, Wed, Fri, Sat

2 day (afternoon)
Calypso Maui Sunset Dinner Cruise - Best Deal In Maui!

Take in the sunset as you relax aboard this 2-hour dinner cruise that features a full 3-course meal, local live music and a 3rd deck for the best sunset views Maui has to offer. This is Maui's ONLY dinner cruise to offer lobster as a dinner choice!

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From USD89.95

22%
OFF

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Calypso Maui Sunset Happy Hour Cocktail Cruise (Maalaea Harbor)

Sink into tranquil relaxation as you cruise along side the legendary Pali-HWY. Featuring Maui's only triple Decker catamaran, giving you the best vantage point out of any boat in Maui to witness the breath taking Hawaiian sunset.

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USD49.95

15%
OFF

Family Discount

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Christmas Cruise from Lahaina - Dinner Cruise & Brunch Cruise with Live Music

Celebrate your Christmas in Hawaii on these special Holiday Cruises! These once-a-year December Cruises offer either a brunch or dinner buffet, perfect for your Maui winter getaway! Be merry and enjoy the stunning view of West Maui.

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From USD93.40

Wed

2.5 - 4 hour(s) (afternoon, evening)
Sunset & Star Gazing Cocktail Cruise with Astronomer (from Maalaea Harbor)
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Experience a one-of-a-kind evening on Hawaii's waters with a Maui sunset cocktail sail that combines the relaxing fun of a sail, with the awe inspiriting beauty of stargazing. Look and watch as the evening skies come alive through stories and facts.

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USD78.45

Sat

3.5 hour(s) (evening)
Island Rhythms Live Hawaiian Reggae Sunset Cocktail Cruise (from Maalaea Harbor)
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Back by popular demand, Maui's very own Marty Dread brings live music and fun on a Hawaiian sunset sail that is fun for all ages. Get ready for a night filled with island-style reggae music and dancing, delicious appetizers, and refreshing cocktails!

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USD95.59

Fri

3.5 hour(s) (evening)
Small Group Sunset Sushi & Sake Cocktail Cruise (from Maalaea Harbor)
Instant Confirmation

Sip on sake and cocktails as the sun dips below the horizon on a Maui sunset cocktail cruise featuring fresh sushi and appetizers made from local island ingredients, and learn about Hawaii's culture and ocean history before hitting the dance floor!

Accessible

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USD117.02

Sun

3.5 hour(s) (evening)
Ocean Spirit Lahaina Sunset Cocktail Sail with Appetizers (from Lahaina Harbor)
Instant Confirmation

Disembark historic Lahaina Harbor on a relaxing sail as the sun sinks aboard Ocean Spirit, Maui's newest luxury sailing catamaran. Take in panoramic views of Maui as you enjoy premium appetizers and island cocktails served by the friendly crew.

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USD89.16

Sun, Mon, Tue, Thu, Fri, Sat

3 hour(s) (afternoon, evening)