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.

2.Premium Sunset Dinner Cruise from Kaanapali Beach

Experience Maui’s stunning coastline on a luxury sunset dinner cruise with whale watching, live music, and a delicious buffet for a memorable evening.

★ 5.0

“Wonderful experience, great staff open bar, nonstop, drinks, Prosecco, and chocolate at the end dinner was amazing and more whales that we could count”

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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

“A great experience food was delicious. Worth the $$. We didn’t get to see a sunset due to weather but it was a good moon set!!!!”

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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

“This was our 2nd time booking this cruise over 3 years and will continue to do so. Everyone on board was so nice, knowledgeable and we learned a lot about the whales. I recommend this company as they are always doing research everytime they go…”

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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

“It was a beautiful boat ride. The food was delicious and everyone was excellent!! Could not have asked for a better dinner cruise”

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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

“Get yourself a mai tai, lay out on the net, get to know the crew a bit! They’re some very competent, fun & aloha energy filled folks! They’ll take great care of you & your own! The captain of the ship knows his way around…”

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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

“The flight was beautiful. I would recommend it. However, be aware that the company is VERY pushy about reviews. I would go so far as to say that a review was demanded, as it was too uncomfortable to say no. I don’t mind leaving reviews,…”

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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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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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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

“Activity was fun, staff was amazing! Danielle was very accommodating and Maddie was phenomenal with camera. Captain was very knowledgeable and the whales of course stole the show! Unfortunately no sunset because of rain but nothing staff could control.”

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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

“Our family went on the Teralani 5 sunset dinner cruise on May 21st. We had an excellent time with Captain Patrick, AJ, Isaiah, and the crew. Good dinner and drinks - highly recommend this in Maui!”

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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