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.

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

“Crew was kind and hardworking. Food was delicious. Good drinks. Captain went out of his way to stop and watch the whales! We got to see 3 whales doing tail splashing together!”

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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

“It was a nice little cruise around the area. We saw whales right away. The food was good. I was a bit disappointed in the fresh fish but my husband ordered the prime rib and said it was perfectly done. My biggest disappointment was the…”

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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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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

“Amazing experience, loved every second, and minute of it ❤ will recommend to everyone ! Hawaii is a beautiful island, make sure you bring your best camera”

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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

“Dinner cruise was amazing! Food was great, the drinks were strong, and the singer/entertainer set just the right mood. Service was spot on - and the sunset was fabulous. This was definitely the highlight of our trip to Maui!”

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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

“The driver was knowledgeable about the culture and history of Haleakala. The meal was great and the experience once we reached the top was great. At the onset of the tour, after getting picked up at our hotel in Lahaina, we went to a secondary…”

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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

“Crew was great, as was musician. Plenty of drinks and food was really good for a dinner cruise. Captain provided great info about Maui and sunset was gorgeous! My family including 2 30-somethings really enjoyed it and would go again!”

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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

“Had a delightful sunset cruise recently. The water was calm, sailing was smooth, and the crew was attentive. The drinks were fantastic, and the Hawaiian music set a perfect vibe. While the appetizers were just okay, the overall experience was very enjoyable. No whales spotted…”

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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