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.

13Activities

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
Quick 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

View details

From USD117.11

23%
OFF

(72 reviews)

Daily

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

Sea Maui Kaanapali Sunset Cocktail Sail with Open Bar
TOP PICKS Quick 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 & tasty appetizers. On Tue, Thu & Sat enjoy live music with local artists. The best booze cruise in Maui!

View details

From USD71.97

13%
OFF

(32 reviews)

Daily

(afternoon, evening)
No.3

Top Rated

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

View details

From USD92.13

10%
OFF

(56 reviews)

Tue, Thu, Fri, Sat

2.5 - 5.5 hour(s) (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.

Meal Provided

View details

From USD151.43

(4 reviews)

Sun, Wed, Thu, Fri, Sat

3 hour(s) (afternoon, evening)
Island Rhythms Maui Sunset Cocktail Cruise with Live Music (Maalaea Harbor)
TOP PICKS Quick Confirmation

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!

Special

View details

USD95.59

Family Discount

Fri

3.5 hour(s) (evening)
Ocean Spirit Maui Sunset Sail with Cocktail & Appetizers (from Lahaina Harbor)
TOP PICKS Quick 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.

Special

View details

USD89.16

(2 reviews)

Sun, Mon, Tue, Thu, Fri, Sat

3 hour(s) (afternoon, evening)
Trilogy Maui Cocktail 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.

View details

From USD99.83

(13 reviews)

Daily

2.5 hour(s) (afternoon, evening)
Calypso Maui Sunset Dinner Cruise with Cocktails & Live Music (Maalaea Harbor)
TOP PICKS

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!

Meal Provided

View details

From USD98.70

5%
OFF

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Calypso Cocktail Cruise - Maui's Most Affordable Sunset Cruise (Maalaea Harbor)
TOP PICKS

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.

View details

USD55.94

5%
OFF

Family Discount

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Sea Maui Kaanapali Sunset Whale Watch Dinner Cruise with Open Bar
TOP PICKS Quick Confirmation

Enjoy a 2.5 hour Open Bar dinner sail 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. Whale watching included Jan through April!

Meal Provided

View details

From USD129.24

15%
OFF

(1 review)

Daily

(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

View details

From USD189.00

(17 reviews)

Daily

3 - 6 hour(s) (evening)
Quicksilver Maui Sunset Dinner Cruise
TOP PICKS

Quicksilver invites you for a cruise along the picturesque coastline of West Maui. This 2 hour Pacific Rim Cuisine Sunset Dinner Cruise featuring table-side service, local live music, great drink specials and unforgettable sunset views.

Meal Provided

View details

From USD89.95

10%
OFF

Tue, Thu, Sat

2.5 hour(s) (evening)
Ocean Quest Lahaina Sunset Cruise with Four-Course Dinner & 3 Free Cocktails
TOP PICKS

A uniquely Maui outdoor dining experience featuring a delicious chef-prepared four-course dinner served table-side by our attentive crew. All entrees are freshly grilled onboard during your cruise and all guests are guaranteed outdoor seating.

Meal Provided

Special

View details

From USD104.12

Daily

3 hour(s) (evening)