The 14 Best Maui Dinner Cruises

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

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

Sea Maui’s 65-foot catamaran departs directly from Ka’anapali Beach for a 2.5-hour sunset sail with a buffet dinner and open bar. From December 15 to April 15, you may also see humpback whales. Expect to board from the sand, and plan for wet feet. Live music is offered Wednesdays and Saturdays.

“Exceptional experience. The whale watching was off the charts. Multiple whales breaching and frolicking near the boat. Crew was friendly engaging and professional. Truly a bucket list effort!”

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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 a double-decker catamaran at Ma’alaea Harbor for a two-hour sunset cruise with island-style music, table-side service, and a three-course dinner. Choose prime rib, mahi-mahi, chicken, ribs, or a vegetarian pasta, plus two included alcoholic drinks. In winter, keep watch for humpback whales. Check in 30 minutes early at Boss Frog’s.

“We had such a fun time on this trip! Easy boarding, beautiful sunset and music, good food, service was amazing”

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3.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

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

Board the Pride of Maui for a two-hour coastal cruise near Molokini, starting at 5:00 pm. Dinner, an open bar, live Hawaiian slack-key music, and hula are included. During humpback whale season, the captain may pause near whales in the area. Check in 30 minutes early at Maalaea Harbor.

“Great experience excellent food whale watching and entertainment. Crew was 5 star and I would highly recommend it for a relaxing evening.”

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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 table-side dinner service, Hawaiian-style music, and a full bar. Choose a main course such as prime rib, fresh fish, ribs, chicken, or penne pasta. The captain may spot whales along the way, but sightings depend on conditions.

“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

Leave Maalaea Harbor on a roughly three-hour sunset cruise with a four-course dinner, alcoholic beverages, and live naturalist commentary as you look for migrating whales. The route includes views of McGregor Point Lighthouse and the Pacific, with Lana‘i and Moloka‘i on the horizon. Whale sightings and activity vary.

“We had an excellent experience. It could not have been better. We saw a mother whale teaching her calf how to breech, a single whale decided to hang out beside and under our boat for an incredible amount of time showing off for everyone on board. We also saw many other whales within the 2 hours plus hearing them sing through the hydrophone. I was so looking forward to this excursion and my expectations were beyond met. I’m not sure what I was expecting but the number of whales we saw was incredible. Add in the close up viewing of a whale checking us out, it just could not have…”

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6.Maui Premium Dinner Cruise: Four Course Dining Experience

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

Sail from Maalaea on a small-group sunset dinner cruise capped at 50 people. The 2.5-hour trip includes a four-course meal, beverages, and views toward Molokini, Kahoʻolawe, Lanai, and Maui’s sunset. Choose chicken, braised short rib, shrimp, or Portobello mushroom, and check in 45 minutes before departure.

“Bring a cushion for your rear, the seats aren't comfortable. Aside from that, EVERYTHING was perfect! Very attentive service from Rylee, and food was excellent! The captain was awesome, making sure all could see the whales, and had a great narrative. The sunset was spectacular! A fantastic experience!”

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7.Sunset Prime Rib or Island Fish Dinner Cruise

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

Sail Ma’alaea Bay aboard a three-deck catamaran as the sun sets behind Maui’s Kahalawai Mountains, with views toward Lanai, Kaho’olawe, and Molokini. You’ll get dinner, live music, and two alcoholic drinks. Choose your entrée when booking, and watch for humpback whales from December through April.

“The sunset was amazing. There was a rainbow over the mountains. The dinner was excellent. Well worth the trip.”

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8.Sunset Dinner Cruise Aboard the Quicksilver

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

Board the Quicksilver at Maalaea for a two-hour sunset cruise with a three-course dinner served table-side, island-style music, and views from a double-deck catamaran. Choose a main course such as prime rib, island fish, ribs, chicken, or vegetarian pasta. Two alcoholic drinks are included, and wildlife sightings are possible but never guaranteed.

“The crew was very accommodating, friendly, provided good service, and good people skills!”

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9.Ka’anapali Luxury Sunset Dinner Sail

★★★★★★★★★★4.8 · 123 reviews · 2h 30m · from $169

Set sail from Ka'anapali Beach aboard a luxury catamaran for a 150-minute sunset cruise with an assisted buffet and open bar. Expect ocean views, the West Maui Mountains and, if wildlife appears, a chance to spot whales or dolphins. Boarding is directly from the beach, so plan for sand and shallow surf. Check in at the Aqualani kiosk by the Outrigger Ka'anapali Beach Resort.

“Fabulous crew and great dinner and cocktails!! The perfect boat for a large group with plenty of room to relax and stretch out. Tanner, Freddie, Ian and Sammie were knowledgeable and a lot of fun!!”

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10.Coast of Ka’anapali Beach Sunset Dinner Sail

★★★★★★★★★★5.0 · 121 reviews · 2 hours (approx.) · from $158

Board Gemini from Ka'anapali Beach for a two-hour sunset sail with views of Maui, Molokai, and Lanai. Shoes go in a locker before you wade through the surf to the boat. Dinner is a casual buffet, and beer, wine, cocktails, and soft drinks are included. Whale sightings are possible, but not promised.

“Perfect datenight off the Ka'anapali coast on Maui! Thank you to the Gemini Captain and Crew for helping us celebrate the anniversary of the day we met! Dinner was great, sailing was better and the sunset was the best!”

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11.2 Hour Sunset Dinner Sail with Open Bar and Appetizers

★★★★★★★★★★4.7 · 65 reviews · from $149

Board Gemini from Kaanapali Beach for a two-hour sunset sail with cushioned seating, island-style food, and an open bar serving Mai Tais, local beer, wine, and more. You’ll see the West Maui Mountains and nearby islands from the water. Check in by the Westin’s Ulu Kitchen, and expect to get your feet wet during beach boarding.

“Food and drinks were fine. Nothing too exciting but decent enough. Views and experience were excellent. Easy access and low key guides made this a fun trip.”

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12.Sunset Dinner Catamaran Cruise With Drinks

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

Board Sea Maui’s 65-foot beach-loading catamaran from Kaanapali Beach for a 2.5-hour sunset cruise with dinner, beer, wine, cocktails, and a champagne toast. The crew keeps drinks and water coming, and you may spot whales or dolphins. Crew members praised by name include Carrie, Luke, and Quinn, though the crew can vary.

“The crew were awesome! All ladies!! Best time and great hospitality! Coming back!”

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13.Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)

★★★★★★★★★★5.0 · 43 reviews · 2 hours 30 minutes (approx.) · from $289

Set sail from Maalaea Harbor for a 2.5-hour, adults-only sunset dinner aboard Ali'i Nui’s catamaran. Expect five courses, a top-shelf open bar, and attentive table service, with a maximum of 42 people. Captains Bree and Luke have been praised for their welcoming style, though your captain may differ. Sunset views are the main event, and the boat may remain in the bay for the full sail.

“What an amazing luxurious catamaran! Crew was amazing and top notch. From beginning to end, the entire experience was superb! Cannot recommend enough! Adult only was perfect. Drinks were rolling. 5 course meal was well timed. Food was to be expected for a boat trip- but worth it! Nothing beats a sunset view from the water. Best sunset we experienced during our entire trip!”

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14.Luxury Catamaran Royal Sunset 5-Course Dinner Cruise

★★★★★★★★★★5.0 · 4 reviews · 2h 30m · from $289

Depart from Slip #56 at Ma'alaea Harbor for a 150-minute adults-only dinner sail with Alii Nui Sailing Charters. Expect five plated courses, a top-shelf open bar, sunset views, and fresh espresso after dinner. A grilled lobster tail is available as a premium upgrade, and onboard photos can be purchased.

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