Maui

15 Best Maui Sunset & Dinner Cruises

The dinner sails out of Ma’alaea: the sun setting behind Lanai, mai tais on schedule and the West Maui mountains going gold. An anniversary made of an ordinary Tuesday.

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

Experience Maui’s stunning sunset from the water with a 2-hour catamaran cruise, delicious local cuisine, and the chance to spot humpback whales.

★ 4.5

“Had a get time. The food was great plus the guy on the guitar was very good and singing. From the front of the boat we had a Dolphin swimming around side to side enjoying himself or herself.”

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5.Ma’alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise

Enjoy a 2-hour Maui sunset cruise on a three-story catamaran, with dinner options like prime rib or mahi mahi, drinks, and island music in a relaxed setting.

★ 4.5

“Beautiful cruise! We had a good night and saw both whales and a gorgeous sunset. The food wasn’t spectacular, but it was good. The staff is friendly and welcoming. Two minor issues - the seating was very tight for my 6’ 6” hubby, and something…”

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6.Maui Premium Sunset Dinner Cruise & Whale Watch

Experience Maui's whales on a 2-hour catamaran cruise from Lahaina, with naturalist guides, dinner, and guaranteed sightings for an authentic adventure.

★ 4.5

“What an amazing experience! We saw so many whales, both adult and babies. March is a great time to go whale watching, especially in Maui. When we come here again, this will be one of the first tours I’ll book!”

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7.Ma’alaea Premium Dinner Cruise: Four Course Dining Experience

Experience Maui’s stunning sunset with an intimate 2.5-hour dinner cruise, featuring a four-course meal, spectacular views, and attentive service.

★ 4.5

“The dinner cruise was great. The crew was very friendly and professional. The food was also excellent and the sunset was beautiful. We will do this again if we come to Maui.”

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

Experience Maui’s stunning sunsets aboard a spacious catamaran from Ma’alaea, with drinks, snacks, and wildlife sightings for an unforgettable evening.

★ 4.8

“Excellent tour. All the staff was so friendly. They were available all the time for serving or helping you with any query . Snacks and drinks were good . Trampoline sort of seating in front of cruise ship was cool. Captain Nicholas was funny and…”

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9.Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

Experience breathtaking Maui sunsets from the air with a private flight, champagne toast, and personalized guidance—perfect for romantic or special occasions.

★ 5.0

“It was a very great experience very nice and personal the guide was were nice and helpful know a lot about the island he did a great job he was also a local owned business!”

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

Experience a stunning Maui sunset from a triple-decker catamaran, enjoy a gourmet dinner, live music, and possibly spot whales on this 2-hour cruise.

★ 4.7

“They were very accommodating you’re supposed to check in 30 minutes early and we were late because we have a handicap grandmother and they were very understanding. They helped her on and off the boat with a lot of care, and the waiter and waitresses…”

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

Experience stunning Maui sunsets on a 2-hour dinner cruise with a 3-course meal, island music, and panoramic ocean views aboard the Quicksilver.

★ 4.5

“Everything was great. Staff friendly with great service. Food tasty and musician very talented Very windy but captain stayed close to shoreline to watch sunset. Also spotted mama whale with calf and watch them for quite a while”

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13.Sunset Sail from Ma’alaea Harbor

Experience Maui’s stunning sunsets from a luxury catamaran, enjoy premium appetizers, and look for whales and dolphins on this 2-hour sunset cruise.

★ 4.5

“This was definitely one of the best whale watching experiences we have done. It was so chill and the staff was amazing. They were so knowledgeable and kind. You can tell they really love what they do! We saw tons of whales breaching and it…”

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15.Maui: Ka’anapali Luxury Sunset Dinner Sail

Experience Maui’s stunning coast with a luxurious sunset dinner sail on a modern catamaran, featuring local flavors, open bar, and memorable ocean views.

★ 4.8

“Such a great experience. The crew were so nice and attentive. The drinks flowed, the food was great, and you couldn’t ask for a better atmosphere. I would definitely book this dinner sail again.”

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More Maui Sunset & Dinner Cruises

5.0Maui: Coast of Ka’anapali Beach Sunset Dinner Sail2 hours (approx.)$158.06 5.0West Maui Sunset Whale Watch2 hours (approx.)$97 4.5Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor2 hours (approx.)$119.00 5.0Charcuterie Board and Sunset at Pristine Beach with Photos1 hour 30 minutes (approx.)$169.20 5.0‘Alihilani Sunset Sail from Ma’alaea Harbor$112.90 4.9Lahaina: Day or Sunset Whale Watching Tour with Naturalist90 minutes - 2 hours$80 4.5Day’s End Cocktail Sunset Sail2 hours (approx.)$159.00 4.7Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers$149 4.7South Maui: Sunset Cruise with 4-Course Dinner and Drinks150 minutes - 3 hours$178 4.0From Ma’alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo2 hours 30 minutes (approx.)$49.95 4.4Maui: Sunset & Dinner Tour to Haleakala National Park7 hours$241 5.0Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)2 hours 30 minutes (approx.)$289.00 5.0Haleakala Sunset and Astronomy Tour5 hours 30 minutes (approx.)$235.00 4.5Maui: Haleakala Sunset and Stargazing Tour with Dinner$299 5.0VIP Private Road to Hana and Haleakala Sunset Tour8 to 12 hours (approx.)$499.00 5.0Llama Sunset Hike1 hour 30 minutes (approx.)$248.00 4.5Sunset Glow Snorkel At Turtle Town With Photo & Video1 hour 30 minutes (approx.)$149.00 4.7Maui: Ma’alaea Catamaran Sunset Sail with Appetizers2 hours - 150 minutes$137 5.02-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests2 hours (approx.)$279.00 4.0Haleakala’s Best Sunset Tour with Dinner6 hours (approx.)$314.00 5.0Maui: Haleakala Sunset Tour with Snacks and Photos5 hours$222 4.0Haleakala Sunset and Stargazing Audio Tour3 to 5 hours (approx.)$15.99 4.5Maui Snorkel and Sunset Sail4 hours (approx.)$127.68 4.5Akialoa Malaea Sunset Sail2 hours (approx.)$108.11