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.

1.Original Sunset Cruise with Open Bar from Kaanapali Beach

Experience Maui's stunning sunset on a 2-hour catamaran cruise from Kaanapali Beach, with unlimited drinks, delicious snacks, and dolphin or whale sightings.

Most Popular★ 5.0

“Bring a jacket, you might need it, when you get wet. Seacraft is a bit small so hang on. The crew is amazing and will assist at the drop of a hat. October is a little over cast but still a wonderful trip.”

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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

“This is a lovely dinner/sunset/whale watching cruise. The staff was amazing! So attentive and friendly! Definitely the highlight of the cruise. The dinner was very good-Caesar salad, prime rib or a delicious fish, white rice and steamed vegetables. Dessert was chocolate cake or cheesecake, both…”

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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

“February is a great time for whale watching in Maui! We saw lots of humpbacks, including a mom & calf with some escorts very close to the boat...great fun! Stevie, the marine biologist on board, was very knowledgeable and presented the information in very descriptive…”

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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

“We enjoyed a romantic ride on the most beautiful night! Our pilot was very knowledgeable about the island and was able to answer our many questions. I would highly recommend!”

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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

“Amazing experience! The crew was wonderful and the captain did a spectacular job narrating our cruise. He knew SO much about the area. Live music was a major bonus-can’t get that anywhere else. Food was delicious. This was the highlight of our trip to Hawaii!!”

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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

“Beautiful night for a sunset cruise. Great cocktails! The captain & staff were super friendly. We didn’t see any whales but it was end is season for them so we knew that may be the case. We got amazing sunset pictures!”

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14.Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

Experience Maui’s stunning sunset from a luxury catamaran with an open bar and chef-inspired pupus. Perfect for romantic evenings or special occasions.

★ 4.7

“The cruise and staff were excellent!!! Had an awesome time. The only thing I want to mention so others know, is to ask for validation prior to boarding. After the I had no idea where to get validation, was just going to pay for parking,…”

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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

“The staff were very attentive and helpful. I loved the dinner and whale sightings. The captain gave a brief review of the mom and baby whales. Very informative. The musician was very good. Nice job.”

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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