Maui

15 Best Maui Sunset & Dinner Cruises

The sun sets behind Lanai, the mai tais arrive on schedule and the West Maui mountains go gold. Dinner sails out of Ma’alaea make an anniversary 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

“Great vibes for the whole family. Awesome crew, highly recommend! Booked a sunset but the clouds didn’t stop us. Evening whale watch was perfect.”

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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

“This was a great overall trip - food, staff, entertainment, etc. and highly recommend it. We saw several whales too which was super exciting. The captain took time to tell us about the whales and followed them around for a bit so we could watch…”

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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

“Great food we saw some whales beautiful sunset a wonderful time we had a great time! we also took some great pictures of whales which we weren’t really thinking we were gonna be able to do”

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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

“After stopping an appropriate distance from a sighting, the Humpbacks came closer and we’re were only about 100-150 feet off to the side of the boat. Great viewing!!!!”

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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

“This dinner cruise is absolutely beautiful and fun. The staff were so cool and the food was delicious. We would highly recommend this to anyone wanting a great night out.”

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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

“This was a wonderful experience. The staff (Nicholas, Aly, & 2 others whose name I didn’t catch) were fun, helpful & provided great service. They let the guests help choose the playlist. The views & sunset were lovely. Highly recommend!”

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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

“Absolutely awesome experience. Our Guide, david, was wonderful. Highly recommend this for everyone. It is a long afternoon, from 2 pm - 9 pm, but definitely worth it. The views on the way up and down the volcano are fabulous At the top, it will…”

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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

“The crew was so amazing. Having to serve in crazy wind was impressive but even more they did it with smiles and positive energy.”

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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

“Everything was very enjoyable, except parking, which I’m sure they can’t control. The crew was very nice, food was good, the water was sapphire blue and we had a very lovely sunset. Thank you to everyone.”

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More Maui Sunset & Dinner Cruises

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 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 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 5.0Sunset Maui Goat Yoga with Live Music1 hour 30 minutes (approx.)$69.00 4.52 Hours Holo Holo Sunset Cocktail Sail with Open Bar2 hours (approx.)$141.98 5.0Sunset/Glow Clear Kayak Tour in Olowalu4 hours (approx.)$239.00