Maui

15 Best Maui Sunset & Dinner Cruises

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.

1.Original Sunset Cruise With Open Bar From Ka’Anapali Beach

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.”

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3.From Maalaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

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…”

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4.Maui Sunset Luau Dinner Cruise From Maalaea Harbor Aboard Pride of Maui

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 :)”

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5.Maalaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise

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.”

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6.Premium Dinner Cruise: Four Course Dining Experience – Maalaea

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.”

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8.Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

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”

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11.From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver

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…”

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12.Sunset Sail From Maalaea Harbor

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.”

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13.West Maui Sunset Whale Watch

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.”

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14.Maui: Breathtaking Sunset Cocktail Cruise in Ka’anapali

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!!”

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15.Maui: Sunset Dinner Sail in Ka’anapali

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.”

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4.5Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor2 hours (approx.)$119.00 5.0Charcuterie Board & Sunset at a Hidden Beach W/ Photo1 hour 30 minutes (approx.)$169.20 5.0Alihilani Sunset Sail From Maalaea Harbor$112.90 4.5Alii Nui Makani 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 Maalaea Harbor: Sunset Whale Watch Tour Aboard the Malolo2 hours 30 minutes (approx.)$49.95 5.0Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)2 hours 30 minutes (approx.)$289.00 4.5Maui: Haleakala Sunset and Stargazing Tour With Dinner$299 4.5Maui: Haleakalā National Park Sunset Tour$237 5.0VIP Private Road to Hana and Haleakala Sunset Tour8 to 12 hours (approx.)$499.00 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 Exclusive 6 Guests2 hours (approx.)$279.00 5.0Sunset Maui Goat Yoga With Live Music1 hour 30 minutes (approx.)$69.00 5.0Sunset/Glow Clear Kayak Tour in Olowalu4 hours (approx.)$239.00 5.0Lahaina: Private Sunset Sailing Trip & West Maui Mountains$1,936 5.0Haleakalā Sunset Spectacle: Maui’s Heavenly Evening7 hours (approx.)$2,000.33 5.0Maui: Luxury Catamaran Alii Kai Royal Sunset Dinner Cruise$290 5.0Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour8 to 9 hours (approx.)$1,799.00 Private Sunset Surf Lesson in Kihei2 hours (approx.)$155.00 4.8Maui: Turtle Town Sunset Glow Snorkel With Optional Photo1.5 hours$149