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

Sunset Cruises

Overall Rating

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!

Hawaii Activities has a great selection of Maui’s most popular sunset cruises. Find a cruise close to your hotel with sunset cruise options departing from Lahaina, Kaanapali Beach, and Maalaea Harbor. Find the best deals and discounts on the top rated Maui cocktail cruises.

Frequently Asked Questions

What is the best party sunset booze cruise on Maui?

Booze cruises are the best way to enjoy happy hour on Maui. Sea Maui is our most popular open bar booze cruise. It departs daily from Kaanapali Beach, and features live music by local artists on Tuesday, Thursday, and Saturday. Pride of Maui is a great party cruise departing from Maalaea Harbor. Enjoy luau themed entertainment, good food, and bottomless drinks aboard this comfortable, double deck power catamaran. For a more premium experience, enjoy gourmet tapas and an open-bar aboard Trilogy Excursions with cruises departing from Kaanapali and Maalaea.

What is Maui’s most romantic sunset cruise?

Ocean Spirit Lahaina Sunset Cruise, Trilogy Sunset Sail from Kaanapali and Maalaea are excellent choices for a romantic evening and are sure to impress your special someone.

Which Maui sunset cocktail cruise is the most recommended for families?

Calypso and, Friday Island Rhythms are great sunset cruises the whole family will enjoy and both offer special deals for child tickets.

Which Maui sunset cruises provide live entertainment?

Sea Maui Kaanapali Sunset Cruise features live music by local artists on Tuesdays, Thursdays and Saturdays. On Fridays, enjoy local live music with Pacific Whale Foundation on the Island Rhythms Sunset Cruise from Lahaina.

What is the cheapest and most affordable sunset cruise on Maui?

Calypso is the most affordable Maui dinner cruise.

Do any Maui sunset cruises offer transportation?

Pride of Maui offers transportation from select Maui hotel areas for an add-on fee.

6Activities

1/1 pages

Availability varies by date for all activities.

No.1

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!

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From USD85.73

12%
OFF

(32 reviews)

Daily

(afternoon, evening)
No.2

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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USD102.88

(56 reviews)

Tue, Thu, Fri, Sat

2.5 - 5.5 hour(s) (evening)
No.3

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.

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From USD99.83

(13 reviews)

Daily

2.5 hour(s) (afternoon, evening)
Calypso Cocktail Cruise - Maui's Most Affordable Sunset 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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USD55.94

5%
OFF

Family Discount

Sun, Mon, Wed, Fri

2.5 hour(s) (evening)
Ocean Spirit Maui Sunset Sail with Cocktail & Appetizers (from Lahaina Harbor)
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

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USD89.16

(2 reviews)

Sun, Mon, Tue, Thu, Fri, Sat

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

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USD95.59

Family Discount

Fri

3.5 hour(s) (evening)