The 5 Dinner and Sunset Cruises in Maui That Earn Their Price

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 Sea Maui’s two-hour sunset catamaran with unlimited drinks, hearty pupus, and views of Lanai, Molokai, and Kahoolawe. The crew, including names such as Jim, Travis, Jenni, Mario, Nick, James, and Em, keeps things lively and well organized. Expect a barefoot, beach-loading boarding and possible whale sightings from December 15 through April 15.

“The crew is professional and friendly! The ride is beautiful and the food was good. We’ll definitely book again.”

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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

Board Sea Maui’s 65-foot catamaran from the sand at Ka’anapali Beach for a 2.5-hour sunset sail. You’ll get a chef-prepared buffet, full open bar, indoor and outdoor seating, and whale watching from December 15 to April 15. Wednesday and Saturday sailings include live music. Expect wet feet during beach boarding.

“Wonderful experience, great staff open bar, nonstop, drinks, Prosecco, and chocolate at the end dinner was amazing and more whales that we could count”

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

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

Set out from Ma’alaea Harbor on Quicksilver’s two-hour sunset cruise. You’ll enjoy table-side service, a three-course dinner, two alcoholic drinks, island-style music, and views toward Lanai and the West Maui coast. Winter sailings may include humpback whales. Arrive 30 minutes early at Boss Frog’s and allow time to park.

“Great experience as to cruise, music, food and photographer. Only suggestion is send out the email about traffic, parking, etc earlier in the day. Received it at 2pm for a 5pm cruise.”

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4.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

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

Spend about two hours aboard the Pride of Maui, a spacious power catamaran leaving Maalaea Harbor at 5:00 pm. You’ll cruise near Molokini, enjoy ribs, shoyu chicken, vegetables, dessert, and an open bar, then watch live Hawaiian music and hula. Winter sailings may include humpback whales.

“Crew was kind and hardworking. Food was delicious. Good drinks. Captain went out of his way to stop and watch the whales! We got to see 3 whales doing tail splashing together!”

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

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

Sail from Ma'alaea Harbor aboard the Alihilani, a spacious catamaran with forward trampolines, covered seating, cold hors d’oeuvres, and drinks. The two-hour cruise follows the Au'au Channel toward sunset. From December through March, keep watch for humpback whales. Crew names have included James, Kevin, Jess, and Captain Nicholas.

“It was a lot of fun, and the staff were great! Made some good drinks, and really good snacks.”

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