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“Bring a jacket, you might need it, when you get wet. Seacraft is a bit small so hang on. The crew is amazing and will assist at the drop of a hat. October is a little over cast but still a wonderful trip.”
★★★★★★★★★★
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“Best whale watching experience and dinner was good!! The Cap and crew were so fun and hospitable. Highly recommend!!”
★★★★★★★★★★
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.
“We had a wonderful time on the Maui Sunset Dinner Cruise. The serene, breathtaking views over the ocean were unforgettable, especially as the sun dipped into the horizon. One of the highlights was spotting humpbacks and their calves—such a magical and rare sight that made…”
★★★★★★★★★★
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“A beautiful and fun 2 hour experience. Super friendly staff and we were surprised how good the food and drinks were. I mean we’re on a boat after all :)”
★★★★★★★★★★
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“Great dinner cruise with whale watching along for free. Food was excellent, crew was attentive, and the whales were active. Actually had a breach about 100 feet from the boat. What an incredible sight. Highly recommend.”
★★★★★★★★★★
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“Relaxing and very easy. Just park and walk aboard. Then relax and enjoy the views. Crew was so attentive and accommodating.”
★★★★★★★★★★
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“Crew was fabulous. Prompt replies to questions before cruise and picturesque evening. Crew pleasurable and attentive. Great way to spend spend an evening. Memorable experience.”
★★★★★★★★★★
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“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 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“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 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“The staff, food and ship’s instructions were great. Too bad it was a bit cloudy for a brilliant sunset.”
★★★★★★★★★★
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“Excellent crew, live entertainment, food and dolphin watching! Excellent evening! Crew were very helpful & accommodating. My husband uses a manual wheelchair. The bookindetails said the trip was wheelchair accessible. When we arrived we discovered there was no ramp to get on the boat, so…”
★★★★★★★★★★
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“Enjoyed the cruise. Snacks were good. Drinks could have been better. But it was nice on the waters. Staff was friendly.”
★★★★★★★★★★
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“Captains Sharon and Allison did an excellent job! Very competent and engaging. Provided information about humpback whales habits including their breeding and migration patterns. Had multiple whale sightings with spectacular views. The boat was a comfortable size with great views frm any seat.”
★★★★★★★★★★
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“It was a fabulous sunset cruise with Tanner and Company. I am handicapped and they helped me board and get off safely. The food and drinks were abundant and they made sure we all had a great time. Mahalo!!”
★★★★★★★★★★
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“Great experience. Staff was excellent. The boat was beautiful. We saw dolphins, got great sunset pictures and had drinks and food in hand the whole ride. I highly recommend and we are so glad we did this.”
★★★★★★★★★★
97 reviewsFrom $162by Teralani Sailing Adventures
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