14 Dinner Cruises in Hawaii Worth Booking

1.Big Island Historical Dinner Cruise to Kealakekua Bay

★★★★★★★★★★4.5 · 1,279 reviews · 3 hours (approx.) · from $189Our pick

Board Body Glove’s catamaran at Kailua Pier for a three-hour sunset cruise to Kealakekua Bay. A local historian explains Kona’s landmarks, legends, and culture while you enjoy pupus, dinner, live Hawaiian-style music, and one complimentary cocktail. Bring a light wrap, since the boat can get windy and cool.

“Un unforgettable experience. Everything was perfect: music, food, and the detailed history of the island:”

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2.Three Star Deluxe Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 1,204 reviews · 2 hours (approx.) · from $193

Sail from Honolulu’s Pier 81 on the Star of Honolulu for a sunset over Diamond Head, a five-course dinner with lobster and steak, live jazz, Hawaiian performances, and two premium drinks. The cruise lasts about two hours, or three hours on Fridays, with optional hotel pickup from select Waikiki locations.

“Most amazing experience EVERRR!! Music was Excellent!! And the food first class! The only thing is it was not clear for my Uber driver to find because it said Pier 8, and it was actually pure one. So he was gonna drop us off at the wrong place. So on your side, you should clarify the exact place or pier.”

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3.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore watching the sun set behind Waikiki and Diamond Head while the onboard chef prepares salad, short ribs or mahi-mahi, and dessert. Soda and water are included, and you may bring your own alcohol for the upper-deck tiki bar. Verify current operation before booking.

“What a beautiful view of the sunset and of Waikiki Beach. The dinner was top notch. The whole crew was friendly.”

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

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

Set out from Ka’anapali Beach aboard Sea Maui’s 65-foot catamaran for a 2.5-hour sunset cruise with a chef-prepared buffet, full open bar, indoor and outdoor seating, and live music on Wednesdays and Saturdays. From December 15 through April 15, the crew also watches for humpback whales. Expect wet feet when boarding from the sand.

“Beautiful sunset cruise. We ate and drank well, and saw many whales. A few breached. The boat’s driver needs to work on his whale approach instincts, and I wish he would cut the engines when close to them.”

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

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

Board the Quicksilver catamaran at Ma’alaea Harbor for a two-hour sunset cruise with table-side service, island-style music, and a three-course dinner. Choose prime rib, mahi-mahi, ribs, chicken, or vegetarian pasta. Two alcoholic drinks are included, and winter sailings may bring humpback whale sightings.

“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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6.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

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

Cruise Maui’s coast aboard the spacious Pride of Maui catamaran for a two-hour sunset outing near Molokini. You’ll get a buffet of ribs, shoyu chicken, vegetables, and coconut sweet potatoes, plus an open bar with microbrewed beer, wine, cocktails, and mocktails. Live Hawaiian slack key music and hula add a real island touch, and winter sailings may include humpback whales.

“This is a great late afternoon excursion. We'll worth the price and during whale watching season added immense pleasure to the trip.”

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7.Pacific Star Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 633 reviews · 2 hours (approx.) · from $139

Sail from Pier 8 aboard the Star of Honolulu for a two-hour sunset dinner cruise with a Pacific Rim buffet, one Mai Tai, coffee, tea, and live contemporary entertainment. You’ll see Oahu’s coast from wraparound decks, while Friday sailings add an hour and fireworks. Seating, food quality, and views of the show vary by package and table.

“Perfect evening on the water. A great buffet and enterainment was provided. Enjoyed a beautiful sunset and the shore fireworks. Our server Tina was super nice.”

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8.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 table-side dinner service, island-style music, and a full bar. Choose prime rib, fresh fish, ribs, smoked chicken, or pasta. The crew may also point out whales during winter sailings, and photographer Marley is often aboard for optional pictures.

“Celebrated my sister's birthday in style! The service was exceptional. Very warm and welcoming staff on board. We had the fish dinner which was very delicious. Loved the sunset made dinner extra special.”

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9.Leila Na Pali Sunset Dinner Sail

★★★★★★★★★★4.5 · 524 reviews · 5 hours (approx.) · from $263

Sail from Port Allen Marina along Kauai’s Na Pali Coast aboard the 50-foot Leila catamaran. Expect towering cliffs, waterfalls, marine life, dinner, mai tais, beer, wine, and a Champagne toast. The crew may raise the sails when conditions allow, while local stories and sunset views round out this five-hour evening.

“Sailing the Napili coast and Sunset what could be better than that! A little rough water, maybe because its Winter so I suggest taking dramamine, a patch or something like a Ginger chewable for sea sickness. We saw a whale and dolphins . The food and crew are fantastic and I highly recommend this experience!”

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10.Maui Premium Sunset Dinner Cruise & Whale Watch

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

Set out from Maalaea Harbor on a three-hour Pacific Whale Foundation cruise with a four-course dinner, alcoholic drinks, and live naturalist commentary. Watch for migrating humpbacks, listen for whale song, and take in sunset views toward Lana‘i and Moloka‘i. Captains and naturalists such as Andrew, Stevie, Ash, and Chris have helped make past trips memorable.

“The crew was awesome. Our captain was just as excited as we were to see the whales. Because we had the most sightings and preachings they had ever seen and us as well.”

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11.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 views of Molokini, Kaho'olawe, Lanai, and Maui's western coast. Enjoy four courses, drinks, open-air seating, and a choice of chicken, short rib, shrimp, or Portobello mushroom. Check in 45 minutes early.

“Good tunes, decent food, good drinks, and, if you’re lucky, great whale watching! On our trip, they were very active. We had a few very close counters with the whales as they came up within 50 feet of the boat. Check in time was at 3:15 for the 4:00pm cruise, at the shops near the Maui Ocean Center. So plan ahead if so you don’t miss the ship.”

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12.Honolulu Sunset Dinner Cruise with Friday Fireworks Show

★★★★★★★★★★4.0 · 285 reviews · 2 hours 30 minutes (approx.)

Spend about two and a half hours aboard a dinner boat off Waikiki, with sunset views, a three-course meal, Diamond Head scenery, and Friday night fireworks near Hilton Hawaiian Village. Choose beef short ribs or mahi-mahi, bring your own alcohol for the onboard mixologist, and expect shared seating with outside seating subject to capacity.

“Amazing experience and beautiful views the service and food were also amazing would definitely book again !”

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13.Sunset Prime Rib or Island Fish Dinner Cruise

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

From Ma’alaea Harbor, you’ll spend two hours aboard Calypso Molokini Charters’ roomy triple-decker catamaran, with dinner, live music, two alcoholic drinks, and sunset views of Maui, Lanai, Kaho’olawe, and Molokini. Chef Keoni’s menu includes prime rib, Mahi-Mahi, chicken, ribs, or vegetarian pasta. Whale sightings are possible from December through April.

“Great trip. Jill and Bree were knowledgeable and helpful. They found the whales and I would definitely go again.”

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

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

Board the Quicksilver at Maalaea Harbor for a two-hour sunset cruise with table-side service, a three-course dinner, two alcoholic drinks, and live island-style music on most nights. Choose from prime rib, island fish, ribs, chicken, or vegetarian pasta while watching Maui’s coast, neighboring islands, dolphins, or seasonal whales from the cabin or upper deck.

“Great crew! clean ship! comfortable seats! Great food! beautiful sunset! We weren't sure it would be worth it,v considering there are so many great restaurants to eat at right in the water... but it was definitely fantastic! you get to just see so much more from the ocean! love seeing the islands from the water and search for paces we have been. The sun setting with unobstructed views is gorgeous. God is the ultimate artist!”

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