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“It was a great ride with amazing views of the sunset, but also WHALES! We saw more whales on this trip than we did on our whale watching tour. The people were great and the drinks were delicious. It was a relaxing night. Would schedule…”
★★★★★★★★★★
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“Excellent from beginning to end, but beware of big waves when disembarking- you can end up very wet! Great food, drinks and service - will 100% do this trip again!”
★★★★★★★★★★
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“We had such a fun time on this trip! Easy boarding, beautiful sunset and music, good food, service was amazing”
★★★★★★★★★★
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“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!”
★★★★★★★★★★
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“Decent food and saw some whales. It was everything I was hoping for. There was a photographer on board who took some nice shots for us and the other guests.”
★★★★★★★★★★
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“Very nice dinner cruise, perfect weather, not choppy water,nice sunset and we got to see momma and baby whale.”
★★★★★★★★★★
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“Amazing! Eric rocks he was very knowledgeable and safe. Best sunset ever flying over and around Maui with my wife”
★★★★★★★★★★
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“The entertainer who is on board never stopped singing from the time we started till the time we ended. She was amazing for two solid hours she saying I tipped her $100 US because she deserved that from every passenger on the cruise. I also…”
★★★★★★★★★★
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“Convenient pickup. Drivers are helpful and considerate. So lucky to see sunset and moon rise at the same time.”
★★★★★★★★★★
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“The food was great. The staff was very nice and very attentive.”
★★★★★★★★★★
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“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…”
★★★★★★★★★★
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“We had a wonderful cruise. The crew included Captain Ian, with first mates Sammy and Quentin. They all did a great job making sure everyone had a good time, served cocktails and delicious appetizers to all the guests. The helped us to board and disembark…”
★★★★★★★★★★
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“The staff were super fun, super cute, polite and friendly. They created a very nice & relaxing party atmosphere ! They kept up on any empty drink cups, and the food was delicious !”
★★★★★★★★★★
123 reviews2.5 hoursFrom $169by Teralani Sailing Adventures
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