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 on a variety of Hawaii sunset cruises and sails. Enjoy live music, hula shows, Friday night fireworks, and of course spectacular sunsets. Spend 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

Choose from a variety of Maui’s most popular sunset cruises departing from Lahaina, Kaanapali Beach and Maalaea Harbor. Whether you are looking for a fun evening with family and friends or if you are seeking a romantic evening experience to impress your special someone, we have the best Maui dinner cruise options. Enjoy a premium dining experience on the Calypso, Ocean Quest, Alii Nui and Trilogy. Or opt for a more casual dinner cruise with Pride of Maui, Maui Princess, Sea Maui and Quicksilver.
Sunset Cocktail Cruises

Enjoy tropical cocktails and live music, create picture perfect memories, and celebrate the aloha spirit on a Maui sunset cocktail cruise. Whether you are looking for a romantic experience or a fun evening with family and friends, we have the best sunset cruise options on Maui. Let the good times roll on a booze cruise with Sea Maui and Pride of Maui. Or relax on a casual sunset cruise with Quicksilver, Ocean Spirit and Trilogy. Book early as they sell out quickly!
Private Sunset Cruise

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15Activities

1/1 pages

Availability varies by date for all activities.

No.1

Top Seller
Top Rated

Sea Maui Kaanapali Sunset Cocktail Sail with Open Bar [Open Now]
TOP PICKS Quick Confirmation

Set sail from Kaanapali beach on the best sunset booze cruise in Maui. Enjoy an open bar and appetizers on the original booze cruise aboard Sea Maui II or for a small upgrade hop on the newly renovated Sea Maui III and enjoy a premium experience.

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From USD85.73

5%
OFF

(33 reviews)

Daily

(afternoon, evening)
No.2

Maui Princess Lahaina Sunset Dinner Cruise - Live Music & Cocktails [Open Soon]
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

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From USD117.11

(72 reviews)

Daily

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

Trilogy Maui Cocktail Sunset Sail - Premium Open Bar & Gourmet Tapas [Open Now]

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 Lahaina, Kaanapali or Maalaea Harbor.

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USD99.83

(13 reviews)

Daily

2.5 hour(s) (afternoon, evening)
Pride of Maui Sunset Luau Dinner Cruise - Open Bar & Polynesian Show [Open Soon]

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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USD102.88

(56 reviews)

Tue, Thu, Fri, Sat

2.5 - 5.5 hour(s) (evening)
Ocean Quest Lahaina Sunset Cruise - Four Course Dinner & Cocktails [Open Now]

Cast off from Lahaina Harbor on a Maui sunset dinner cruise with Pacific Whale Foundation. Enjoy freshly grilled entrees, 3 free cocktails, outdoor seating and table side service while watching the sun sink below the horizon.

Meal Provided

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USD125.55

(2 reviews)

Daily

3 hour(s) (evening)
Romantic Sunset Dinner Sail Cruise with Open Bar [Open Now]

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

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From USD151.43

(4 reviews)

Sun, Tue, Wed, Thu, Fri, Sat

3 hour(s) (afternoon, evening)
Ocean Spirit Maui Lahaina Sunset Sail with Cocktail & Appetizers [Open Now]
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Experience a relaxing Lahaina Sunset Cruise aboard Ocean Spirit 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

(2 reviews)

Sun, Mon, Tue, Thu, Fri, Sat

3 hour(s) (afternoon, evening)
Calypso Maui Sunset Cocktail Cruise from Maalaea Harbor [Open Soon]

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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USD55.94

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Calypso Maui Sunset Dinner Cruise & Live Music (Maalaea Harbor) [Open Now]

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 one of Maui's few cruises to offer lobster as a dinner choice!

Meal Provided

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From USD98.70

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Alii Nui Royal Feast Maui Sunset Dinner Cruise with Open Bar [Open Now]

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 premium dinner menu selection and full open bar. Departs from Maalaea Harbor.

Pick-up Provided

Meal Provided

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USD189.00

(17 reviews)

Daily

3 - 6 hour(s) (evening)
Aqua Adventures - Maui Private Charter Cruises from Maalaea Harbor [Open Now]

Embark on a Maui private cruise of your choice, and enjoy an aquatic adventure tailored for your group. Take your pick from snorkeling, whale watching, or a sunset cocktail, and then head out on one of the best things to do in Maui on the ocean!

Meal Provided

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From USD1,061.45

Daily

2.5 - 5.5 hour(s) (morning, afternoon)
Island Rhythms Maui Sunset Cocktail Cruise with Live Music [Open Soon]

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)
Quicksilver Maui Sunset Dinner Cruise [Open Soon]

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

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From USD89.95

Tue, Thu, Sat

2.5 hour(s) (evening)
Alii Nui Catamaran Maui Private Sunset Sail Charter [Open Now]

Sail the azure waters of Maui on an exclusive catamaran charter! From snorkel to sunset, whale watch to party night club this charter will suit your needs whatever the occasion.

Pick-up Provided

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From USD5,914.00

Daily

(evening)
Maui Magic Private Boat - Afternoon Snorkel Cruise from Maalaea [Open Now]

Great charter perfect for groups! Relax on deck or snorkel with colorful reef fish, it's all up to you on this afternoon or sunset private charter.

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USD1,857.49

Daily

3.5 hour(s) (afternoon)