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

“Nice cruise, great crew & bad whale watching experience. We have been on numerous similar cruises but this is the only one that we felt the captain was only interested in taking us out to point one and returning to the harbor to get off.…”

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4.Maui Sunset Luau Dinner Cruise on the Pride of Maui

Experience Maui’s breathtaking sunset from a spacious catamaran, enjoy a delicious buffet, open bar, live Hawaiian music, and maybe even whales.

★ 4.5

“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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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

“The staff made us all feel welcome. The food was really good. The cruise was great, we got to see whales up close and the whole experience was worth it.”

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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

“I recently had an incredible experience whale watching that I will never forget! I booked a tour with this reputable company and was blown away by the knowledgeable and friendly crew. As soon as we set off, everyone on board was on high alert in…”

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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

“Knowledgeable and friendly crew, yummy food, and a really cool experience! Seeing a whale that swam up to us was really amazing to see! I’ve seen Orcas and Gray Whales, and now I can add Humpback Whales to that list. Thank you to the crew…”

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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

“I was pleasantly pleased with the cruise. It’s a 2 hour ride having dinner while watching the sunset hence the title. Very relaxing and we met a couple from our hometown area who gave great conversation.”

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11.Haleakala Maui Sunset Twilight Tour with Dinner

Discover Maui’s stunning sunset from Haleakala with this 7-hour guided tour, including dinner, hotel pickup, and a chance to see the crater without the early morning rush.

★ 4.5

“We had a great experience with Mitchell, who was very friendly and informative throughout the entire drive. The sunset was stunning and he took us directly to a prime viewing area. We are so glad we didn’t drive ourselves, as some parts of the roads…”

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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

“We thoroughly enjoyed the sunset dinner cruise, the exceptional service and the dolphins that entertained everyone. Our prayers go out to all who lost everything in the horrific fires that destroyed Lahaina. We were shocked that it happened only 2-days after we left Maui.”

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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

“Enjoyed the cruise. Snacks were good. Drinks could have been better. But it was nice on the waters. Staff was friendly.”

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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

“Incredible experience! One of the highlights of our Maui trip! The crew was very friendly and professional. It was a beautiful night with a gorgeous sunset and the food was very tasty! Not mentioning the variety of cocktails! My husband and I truly enjoyed ourselves…”

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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