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.”
★★★★★★★★★★
1,422 reviews2 hours (approx.)From $127.31by Sea Maui
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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“Friendly staff & whale watching experience. Food was delicious. Thanks for a fun & memorable evening.”
★★★★★★★★★★
903 reviews2 hours 30 minutes (approx.)From $166.31by Sea Maui
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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…”
★★★★★★★★★★
826 reviews2 hours (approx.)From $139.95by Quicksilver
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Experience Maui’s breathtaking sunset from a spacious catamaran, enjoy a delicious buffet, open bar, live Hawaiian music, and maybe even whales.
★ 4.5“Had a great time. The crew was awesome. The boat is very nice and clean. Food, drinks and music were great. Also saw a few whales.”
★★★★★★★★★★
703 reviews2 hours (approx.)From $158.00by Pride of Maui
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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”
★★★★★★★★★★
533 reviews2 hours (approx.)From $149.95by Calypso Sunset Dinner Cruises and Whale Watches
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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!!!!”
★★★★★★★★★★
504 reviews3 hours (approx.)From $189.36by Pacific Whale Foundation
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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.”
★★★★★★★★★★
373 reviews2 hours 30 minutes (approx.)From $170.18by Pacific Whale Foundation
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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!”
★★★★★★★★★★
348 reviewsFrom $114by Sail Maui
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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!”
★★★★★★★★★★
264 reviews1 hour (approx.)From $420.00by MAUI PLANE RIDES
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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“Great food and breathtaking scenery! Staff was top shelf! Loved that you could go up top outside and the sunset was amazing!”
★★★★★★★★★★
242 reviews2 hoursFrom $149by Calypso Molokini Charters
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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…”
★★★★★★★★★★
240 reviews7 hours (approx.)From $256.55by Polynesian Adventure Tours
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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“Would highly recommend; the views were stunning, food and drinks were delicious and the crew were so friendly and welcoming!”
★★★★★★★★★★
218 reviews2 hoursFrom $139by Quicksilver Charters
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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.”
★★★★★★★★★★
207 reviewsFrom $151.00by Pacific Whale Foundation
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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“Anna and Captain Ian were FABULOUS & we loved the photos! The sailing was flawless and the sunset was a dream come true!!”
★★★★★★★★★★
150 reviews2 hoursFrom $134by Teralani Sailing Adventures
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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.”
★★★★★★★★★★
123 reviews2.5 hoursFrom $169by Teralani Sailing Adventures
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