The 7 Best Sunset Cruises on Maui You Can Book

1.Original Sunset Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127Our pick

Sail from Ka’anapali Beach on a barefoot catamaran with a maximum of 48 people. Sea Maui serves unlimited cocktails, soft drinks, and heavy pupus while the crew points out whales from December 15 to April 15. Expect beach boarding, live music on select nights, and possible spray on the ride.

“So much fun! Great value! Staff was amazing! Food and drinks were great! So many whales! I laughed so hard.”

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2.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Sea Maui’s 2.5-hour cruise leaves Ka’anapali Beach aboard a 65-foot catamaran for sunset views, a chef-prepared buffet, and a full open bar. From December 15 to April 15, the crew also searches for humpback whales. You can sit indoors or outside, with live music on Wednesdays and Saturdays. Boarding from the sand means your feet may get wet.

“Great crew good food I would recommend this tour.Check in was easy the crew was very helpful with loading as we entered on the beach”

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3.From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139

Board the Quicksilver at Ma’alaea Harbor for a two-hour sunset cruise toward views of Lanai and Lahaina. You’ll receive table-side service, a three-course dinner, two alcoholic drinks, unlimited soft drinks, and island-style music. Winter departures may include humpback sightings. Arrive 30 minutes early at Boss Frog’s, and request dietary needs when booking.

“The water was way too rough to be out. They canceled the cruise then un canceled it. It was so windy and rough we all got sick. We never get sea sick”

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4.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Board the Pride of Maui at Maalaea Harbor for a two-hour sunset cruise near Molokini. Enjoy ribs, shoyu chicken, roasted vegetables, dessert, and an open bar with microbrewed beer and blended drinks. Hawaiian musician Kekoa and a hula dancer provide live entertainment, while winter sailings may include humpback whale watching.

“Food was good. We appreciated the captain steering us toward the whales. The music guy and hula gal did great. (The background for her dancing could have been better, maybe off to the side. Drinks need improvement too). We would recommend this to anyone…”

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5.Maui Premium Sunset Dinner Cruise & Whale Watch

★★★★★★★★★★4.5 · 504 reviews · 3 hours (approx.) · from $189

Sail from Maalaea Harbor on a three-hour Pacific Whale Foundation cruise with a four-course dinner, alcoholic drinks, sunset views, and live naturalist commentary. During whale season, keep watch for humpbacks, calves, dolphins, and underwater songs. Captain Andrew, Captain Chris, Stevie, and Ash are among the crew members praised for their warm, informative work.

“It was great experience. The crew member gave us a lot of info about the whale and we got to see 8 whales including a 3 weeks old baby whale”

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6.From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

★★★★★★★★★★4.8 · 348 reviews · from $114Best value

Set sail from Ma'alaea Harbor aboard Sail Maui’s 49-passenger catamaran, ‘Alihilani, for a two-hour sunset cruise through the Au‘Au Channel. Enjoy included drinks and cold hors d’oeuvres while you watch for dolphins, seabirds, and winter humpback whales. Captain Nicholas and crew members such as Jess have helped make this an easygoing, well-served evening on Maui.

“Good activity unfortunately the clouds interrupted the sunset and the water was rough too but still had a good time. How can you not have a good time in Maui when you are on vacation. Bad day of vacation beats a good day at work anytime. The staff was super, super friendly, always made sure we had something to drink. Food was good (COVID friendly box but still filling). I'm sure they didn't fill the boat to capacity due to COVID which was fine with us. More room to walk around and take pictures with no one else in them. Overall we had a good time we all really enjoyed…”

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7.Kaanapali: Sunset Dinner Catamaran Cruise With Drinks

★★★★★★★★★★4.8 · 55 reviews · 2h 30m · from $153

Board Sea Maui’s 65-foot beach-loading catamaran at Ka’anapali for a 2.5-hour sunset cruise. Enjoy a chef-prepared dinner by Chef Jai, an open bar, coastal views, and a champagne toast at sunset. The crew, including Carrie, Luke, and Quinn on some sailings, keeps service friendly and attentive.

“Great experience! All the workers were helpful and friendly!”

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