I lined up Maui’s sunset and dinner cruises side by side, from barefoot mai tai sails to white-tablecloth dinners. Most depart Maalaea Harbor and point west, straight into the sunset. Winter bonus: humpbacks tend to crash the party.
Experience the ultimate sunset cruise with an open bar from Ka'anapali Beach. Sip on cocktails, watch the sky ignite, and create unforgettable memories. Book now!
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 a breathtaking sunset on a premium dinner cruise from Ka'anapali Beach. Indulge in delectable cuisine, stunning views, and create unforgettable memories. Book now!
★ 5.0“They're number 1 for a reason. Great vibes for me and my wife. Great food and good drinks! Got to see some whales too”
★★★★★★★★★★
903 reviews2 hours 30 minutes (approx.)From $166.31by Sea Maui
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Experience a breathtaking sunset dinner cruise aboard the Quicksilver from Maalaea Harbor. Indulge in delicious cuisine as you sail into the golden hues of the Hawaiian sky.
“Dinner was very good. Good service. Got to see the beautiful sunset. Overall a great experience. Would recommend”
★★★★★★★★★★
826 reviews2 hours (approx.)From $139.95by Quicksilver
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Experience the ultimate sunset dinner cruise in Maui! Join us aboard the Pride of Maui for a magical Luau feast and breathtaking views. Book your unforgettable adventure now!
★ 4.5“This was such an amazing experience, we got to see amazing sunset, but cherry on the cake was bonus whale watching. The staff was really is courteous, food drinks were excellent. Highly recommend taking this tour.”
★★★★★★★★★★
703 reviews2 hours (approx.)From $158.00by Pride of Maui
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Hailed as one of Maui's premier dining experiences, the Maalaea Harbor Sunset Prime Rib or Mahi Mahi Dinner Cruise offers a unique opportunity to witness the island's stunning coastline.
★ 4.5“Wonderful all around experience Friendly and accommodating. The captain was entertaining. Live music, yummy meal and lots of whale sighting.”
★★★★★★★★★★
533 reviews2 hours (approx.)From $149.95by Calypso Sunset Dinner Cruises and Whale Watches
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Indulge in a luxurious four-course dining experience aboard Maalaea's premium dinner cruise. Treat your taste buds to an unforgettable evening on the water.
★ 4.5“The dinner cruise was great. The crew was very friendly and professional. The food was also excellent and the sunset was beautiful. We will do this again if we come to Maui.”
★★★★★★★★★★
373 reviews2 hours 30 minutes (approx.)From $170.18by Pacific Whale Foundation
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Feast your eyes on the breathtaking Maui sunset on this cruise, but the real magic lies in the unexpected twists that await...
★ 4.8“I was AMAZING! The sunset was so beautiful. The crew were friendly, and informative. Not only did we see THE most beautiful sunset on the water but also saw two whales playing. Loved every bit of the cruise.”
★★★★★★★★★★
331 reviewsFrom $103by Sail Maui
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Experience the ultimate romantic getaway with our private Maui Air Tour. Witness breathtaking sunsets and indulge in champagne while creating memories that will last a lifetime.
★ 5.0“https://www.tripadvisor.com/ShowUserReviews-g60631-d10035072-r749558927-Maui_Plane_Rides-Kahului_Maui_Hawaii.html?m=19905”
★★★★★★★★★★
264 reviews1 hour (approx.)From $420.00by MAUI PLANE RIDES
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Experience the breathtaking beauty of a Haleakala Maui sunset tour. Immerse yourself in the stunning sights and sounds of Maui's paradise. Book your adventure today!
★ 4.5“When booking, I thought it was a 1:30-8:30p tour (7 h) but was informed after purchasing that it was more like 4.5h. We left the pickup site 25 mins late, so we were rushed for time in the visitors center. The driver was nice, but…”
★★★★★★★★★★
240 reviews7 hours (approx.)From $256.55by Polynesian Adventure Tours
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Experience the magic of South Maui with a breathtaking sunset, indulging in a mouthwatering prime rib or mahi mahi dinner cruise. Don't miss out, book your unforgettable adventure now!
★ 4.6“Other than the rain (which we both enjoyed) the trip was amazing. Romantic if it’s for a special occasion. We enjoyed the dinner and the dessert. We wished maybe it was a little longer.”
★★★★★★★★★★
224 reviewsFrom $150by Calypso Molokini Charters
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Experience a breathtaking sunset dinner cruise aboard the Quicksilver in Ma'alaea. Indulge in delicious cuisine, enjoy live entertainment, and take in the stunning views of the ocean and coastline.
★ 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 the magic of a sunset sail from Maalaea Harbor. Set sail on the shimmering waters and witness breathtaking views as the sun dips below the horizon.
★ 4.5“The crew was friendly and hospitable serving up apps and drinks. The sunset was beautiful. We even saw a humpback whale. It was a wonderful experience!”
★★★★★★★★★★
207 reviewsFrom $151.00by Pacific Whale Foundation
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Gaze upon the majestic humpback whales and revel in the breathtaking sunset views on this intimate 2-hour
★ 5.0“Great boat ride in the sunset....we booked last minute...whales weren't that active...better whale tours to go on....we prefer the rubber rafts.”
★★★★★★★★★★
117 reviews2 hours (approx.)From $97by Maui Ocean Adventures
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Experience a breathtaking sunset cocktail cruise in Ka'anapali, Maui. Enjoy stunning views, delicious drinks, and a memorable evening on the water. Don't miss out on this unforgettable experience!
★ 4.7“Great fun. Good mai tais and au d’oevres. Cheers to Israel”
★★★★★★★★★★
114 reviewsFrom $129by Teralani Sailing Adventures
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Experience the ultimate romantic evening on a sunset dinner sail in Maui's stunning Ka'anapali. Indulge in delectable cuisine while watching the sun melt into the horizon.
★ 4.6“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 !”
★★★★★★★★★★
97 reviewsFrom $162by Teralani Sailing Adventures
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