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

“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

Check Availability →Read my full review →

2.Premium Sunset Dinner Cruise From Ka’anapali Beach

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

“Great crew good food I would recommend this tour.Check in was easy the crew was very helpful with loading as we entered on the beach”

903 reviews2 hours 30 minutes (approx.)From $166.31by Sea Maui

Check Availability →Read my full review →

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.

“The boat was fine. However the meeting place was slightly incorrect. Had to wait till they called us because where we were told to meet was wrong also the name if the boat was incorrect. The meeting point was on the boat not the scuba…”

826 reviews2 hours (approx.)From $139.95by Quicksilver

Check Availability →Read my full review →

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

“Great experience excellent food whale watching and entertainment. Crew was 5 star and I would highly recommend it for a relaxing evening.”

703 reviews2 hours (approx.)From $158.00by Pride of Maui

Check Availability →Read my full review →

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

“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

Check Availability →Read my full review →

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

“It was a beautiful boat ride. The food was delicious and everyone was excellent!! Could not have asked for a better dinner cruise”

373 reviews2 hours 30 minutes (approx.)From $170.18by Pacific Whale Foundation

Check Availability →Read my full review →

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”

264 reviews1 hour (approx.)From $420.00by MAUI PLANE RIDES

Check Availability →Read my full review →

10.South Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise

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 views were amazing, I loved being able to see Maui that way. The sunset was spectacular. The servers rounded on us often to make sure we were doing great. Food was good.”

224 reviewsFrom $150by Calypso Molokini Charters

Check Availability →Read my full review →

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

“Beautiful sunset. A few whale spottings! Good and filling appetizers! Sorry that they do not have a liquor license yet!!”

207 reviewsFrom $151.00by Pacific Whale Foundation

Check Availability →Read my full review →

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.”

117 reviews2 hours (approx.)From $97by Maui Ocean Adventures

Check Availability →Read my full review →

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

“The staff was very friendly and provided excellent service. The boat was clean and comfortable. The food and drinks were good. The beautiful sunset on the water and seeing 3 whales were awesome.”

114 reviewsFrom $129by Teralani Sailing Adventures

Check Availability →Read my full review →

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 staff! We were able to see several whales.. the captain looked for them and directed the catamaran toward them! Very fun cruise”

97 reviewsFrom $162by Teralani Sailing Adventures

Check Availability →Read my full review →

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