The 9 Best Maui Dinner Cruises to Book Tonight

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

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

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 seasonal whale watching from December 15 through April 15. Live music runs Wednesdays and Saturdays.

“This trip was totally awesome! The food, service, music and experience was the best! We saw several whales!”

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

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

Board the double-decker Quicksilver catamaran at Maalaea Harbor for about two hours on the water. You’ll watch the sun drop behind Lanai, enjoy prime rib, mahi-mahi, ribs, chicken, or a vegetarian pasta dish, and hear live island-style music. Two alcoholic drinks are included, with whale sightings possible in winter.

“We done this our last evening in Maui and it was very nice. Relaxing and the food was good. Drinks were also really good. Everyone was so nice. I would recommend wearing a light jacket we just visited Maui in October and with it being windy and the sun going down it was kind of cool out on the ocean on a catamaran. We had a great time!”

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3.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

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

Board the spacious Pride of Maui at Maalaea Harbor for a two-hour sunset cruise near Molokini. You’ll get island-style ribs, shoyu chicken, roasted vegetables, dessert, an open bar, live Hawaiian music from Kekoa, and a hula performance. During whale season, the captain may pause for humpback sightings.

“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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4.Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $149

Board the three-story Calypso at Maalaea Harbor for a two-hour sunset cruise with tableside dinner, Hawaiian-style music, and two included alcoholic drinks. Choose prime rib, fresh fish, chicken, ribs, or pasta. The captain may point out whales in season, while an onboard photographer captures the evening.

“Always good food, drinks and hospitality. Our trip this time was rough but crew made the best of it.”

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5.Maui Premium Sunset Dinner Cruise & Whale Watch

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

Cruise from Maalaea Harbor for about three hours, combining a four-course dinner, alcoholic drinks, sunset views, and seasonal humpback whale watching. Naturalists such as Ash and Stevie explain whale behavior, while the crew watches for breaches, calves, dolphins, and whale song. The boat carries up to 65 people and returns to the harbor.

“What an experience! Within 5 minutes we had our first whale spotting. It was a magical trip with seeing many breeches (including one right in front of the boat), fin slaps, logging and listening to a musical underwater concert. Highly recommend this trip.”

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6.Maui Premium Dinner Cruise: Four Course Dining Experience

★★★★★★★★★★4.5 · 373 reviews · 2 hours 30 minutes (approx.) · from $170

Set sail from Maalaea Harbor for a 2.5-hour sunset dinner cruise with four courses, drinks, outdoor seating, and views of Molokini, Kaho'olawe, Lanai, and Maui’s sunset. Choose chicken, short rib, shrimp, or Portobello mushroom. The boat holds up to 50 people, and check-in is 45 minutes early.

“The staff was friendly, food was very good, view amazing, ship was immaculate. Would highly recommend. Bring your jacket as it was windy.”

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7.South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

★★★★★★★★★★4.7 · 242 reviews · 2 hours · from $149

From Ma’alaea Harbor, you’ll cruise Maui’s west coast aboard a spacious triple-decker catamaran while listening to live Hawaiian music. Choose prime rib, Mahi-Mahi, chicken, ribs, or vegetarian pasta, then watch the sun set over the Kahalawai Mountains, Lanai, and Molokini. The cruise includes dinner, dessert, and two alcoholic drinks.

“It was amazing and we had a great view and seats, I purchased this dinner cruise for my husband’s Birthday that happened to be that night, it was a magical and memorable experience. Thank you to everyone involved. The Merritt’s”

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

★★★★★★★★★★4.5 · 218 reviews · 2 hours · from $139

Spend two hours aboard Quicksilver, a spacious double-deck catamaran departing Maalaea Bay. Enjoy a three-course dinner, two alcoholic drinks, unlimited soft drinks, island-style music, and sunset views of Maui and nearby islands. Choose the cabin or upper deck, with whale and dolphin sightings possible in season.

“Setting was beautiful, the staff members were all helpful, courteous, and professional. The show was wonderful, a beautiful evening...”

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9.South Maui: Sunset Cruise with 4-Course Dinner and Drinks

★★★★★★★★★★4.7 · 64 reviews · 150 minutes - 3 hours · from $178

Set sail from Maui Harbor Shops or the Pacific Whale Foundation dock for a 2.5 to 3-hour sunset dinner cruise. You’ll have a private outdoor table, a freshly grilled four-course meal, island music, two alcoholic drinks, and open views of Maui’s coast. The ride can be windy, so bring a light layer.

“We had a great time watching the sun go down on the water. Great group of guys running this. I highly recommend.”

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