Hawaii · SUNSET CRUISES

Sunset Cruises in Hawaiʻi: The 15 Best Sailings

33 tours  ·  from $44

The sun goes down over open ocean here, which is the whole point of being on a boat for it. These 15 are priced and timed, with a note on which serve a proper dinner and which hand you a plastic cup.

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - What the two-hour route actually gives you
Catamaran Cruises in Oahu, Cruises & Boat Tours, Evening Experiences, Oahu Tours, Sailing, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

1.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Our pick

Board the Moana Catamaran at Kewalo Basin Harbor for a two-hour sunset sail along Waikiki and beyond Diamond Head. Your captain and crew serve a complimentary first premium drink, with more available for $8. Keep watch for dolphins, seasonal humpback whales, and sunset colors over Honolulu. Shoes are collected before boarding, so expect a relaxed barefoot sail.

“Everyone on staff was very friendly and attentive, offered to take pics without even asking! highly rec!”

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Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - What is served from the open bar
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Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

2.Original Sunset Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127

Sail from Ka’anapali Beach on a barefoot catamaran with a maximum of 48 people. Sea Maui serves unlimited cocktails, soft drinks, and heavy pupus while the crew points out whales from December 15 to April 15. Expect beach boarding, live music on select nights, and possible spray on the ride.

“So much fun! Great value! Staff was amazing! Food and drinks were great! So many whales! I laughed so hard.”

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Honolulu: Three Star Deluxe Sunset Dinner Cruise and Show - A five-course dinner with lobster and steak
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Honolulu: Three Star Deluxe Sunset Dinner Cruise and Show

3.Honolulu: Three Star Deluxe Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 1,204 reviews · 2 hours (approx.) · from $193

Sail from Honolulu on the Star of Honolulu for a sunset over Diamond Head, a five-course dinner with lobster or steak, live Hawaiian and jazz music, and a cultural show. You can board independently at Aloha Tower or add hotel pickup from select locations. Friday sailings run longer and may include fireworks.

“Great service and food. Highly enjoyed the entertainment and singers. Fireworks were beautiful. Thank you David. Highly recommend.”

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Sunset Dinner Cruise in Honolulu, Hawaii - Waikiki Beach and Diamond Head from the water
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Sunset Dinner Cruise in Honolulu, Hawaii

4.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore with views of Waikiki, Diamond Head, and the Pacific sunset. Prince Kuhio Tours serves a freshly prepared dinner of salad, short ribs or mahi-mahi, dessert, and soft drinks. Upper-deck seating depends on capacity. Alcohol is not sold, but you can bring your own for the onboard mixologist.

“It was terrible. They canceled our reservation that we made a month in advance to go to a sunset dinner and they canceled it like three hours before we could’ve chosen so many other things and now you have the nerve to send me a review. It was terrible, terrible terrible with the T the worst ever you should take them off of buy Tours do not sell this to anybody else”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - What happens during the 2.5-hour sailing
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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

5.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Sea Maui’s 2.5-hour cruise leaves Ka’anapali Beach aboard a 65-foot catamaran for sunset views, a chef-prepared buffet, and a full open bar. From December 15 to April 15, the crew also searches for humpback whales. You can sit indoors or outside, with live music on Wednesdays and Saturdays. Boarding from the sand means your feet may get wet.

“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”

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Waikiki Signature Sunset Catamaran Sail - Waikiki Coast Views and Possible Wildlife
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Waikiki Signature Sunset Catamaran Sail

6.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Set sail from Honolulu on a roomy 53-foot catamaran, heading along Waikiki toward Diamond Head for sunset. You’ll get light bites, two alcoholic drinks, unlimited nonalcoholic drinks, and a restroom onboard. The crew, including names such as Chris, Phil, Keoni, and Andrea, keeps the 90-minute cruise relaxed and social.

“This was an AMAZING adventure! The captain and crew were fun, funny, informative... just great. I HIGHLY recommend this tour!”

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From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - Out on the water, with Lanai in the distance
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From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

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

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139

Board the Quicksilver at Ma’alaea Harbor for a two-hour sunset cruise toward views of Lanai and Lahaina. You’ll receive table-side service, a three-course dinner, two alcoholic drinks, unlimited soft drinks, and island-style music. Winter departures may include humpback sightings. Arrive 30 minutes early at Boss Frog’s, and request dietary needs when booking.

“The water was way too rough to be out. They canceled the cruise then un canceled it. It was so windy and rough we all got sick. We never get sea sick”

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Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - Boarding at Maalaea Harbor
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Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

8.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Board the Pride of Maui at Maalaea Harbor for a two-hour sunset cruise near Molokini. Enjoy ribs, shoyu chicken, roasted vegetables, dessert, and an open bar with microbrewed beer and blended drinks. Hawaiian musician Kekoa and a hula dancer provide live entertainment, while winter sailings may include humpback whale watching.

“Food was good. We appreciated the captain steering us toward the whales. The music guy and hula gal did great. (The background for her dancing could have been better, maybe off to the side. Drinks need improvement too). We would recommend this to anyone…”

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BYOB Sunset Cruise off the Waikiki Coast - BYOB is the feature that changes the value
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BYOB Sunset Cruise off the Waikiki Coast

9.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44Best value

Spend about 90 minutes cruising off Waikiki aboard Living Ocean Tours’ small boat. Bring canned drinks or other non-glass beverages, use the onboard cooler and ice, and watch the sun set behind views of Waikiki Beach, Diamond Head, and Honolulu’s evening lights. The crew, including Captain Hollace and Tanner on some departures, also helps with photos and local stories.

“This cruise was amazing. Very friendly and fun crew! Great views and it awesome music. Highly recommend!”

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Honolulu: Pacific Star Sunset Dinner Cruise and Show - What arrives at the Pacific Rim buffet
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Honolulu: Pacific Star Sunset Dinner Cruise and Show

10.Honolulu: Pacific Star Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 633 reviews · 2 hours (approx.) · from $139

Board the Star of Honolulu at Pier 8 for a two-hour sunset cruise with a Pacific Rim buffet, one Mai Tai, coffee, tea, and live contemporary entertainment. You’ll see Oahu’s coast from wraparound decks, with an extra hour and fireworks on Friday sailings. Seats and show views vary by dining level.

“The food was so-so. The chicken was great but the beef was tough and the pork was dry. The entertainment was great, but should sign up as early as possible so you can sit closer to the stage and in the middle.”

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Waikiki Sunset Cocktail Sail with Open Bar - Boarding barefoot from the beach
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Waikiki Sunset Cocktail Sail with Open Bar

11.Waikiki Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.5 · 554 reviews · 1 hour 30 minutes (approx.) · from $84

Join Holokai Catamaran in Waikiki for a 90-minute sunset sail with unlimited wine, champagne, beer, soda, juice, and the signature Holokai Hooch. You will board barefoot through shallow water, cruise past Waikiki and Diamond Head, and return to the same meeting area. Friday departures are for ages 21 and older.

“Definitely would recommend! Beautiful view of Waikīkī and sunset! The weather was perfect and staff was very friendly!”

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Kauai: Leila Na Pali Sunset Dinner Sail - First sight of the Na Pali cliffs
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Kauai: Leila Na Pali Sunset Dinner Sail

12.Leila Na Pali Sunset Dinner Sail

★★★★★★★★★★4.5 · 524 reviews · 5 hours (approx.) · from $263

Sail from Port Allen Marina along Kauai’s Na Pali Coast aboard the 50-foot Leila. You’ll see towering cliffs, waterfalls, sea caves, and marine life, then enjoy a fresh dinner, open drinks, and a Champagne toast near sunset. Captain Kevin and crew members such as Jess, John, Nicole, and Max have all helped make recent trips memorable, though the crew changes.

“The layout of the boat made it tough to have the experience we were hoping for. For the cost of the experience I wish there was better seating and the fact it was too rough to sail was disappointing because the motor was loud. The crew was fantastic and very knowlegable. They really do a wonderful job with what they have. The coast was stunning once we got there and we even got to see a group of dolphins!”

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Oahu: Waikiki Sunset Catamaran Sail and Swim - The ride toward Diamond Head
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Oahu: Waikiki Sunset Catamaran Sail and Swim

13.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44

Set out from Waikiki on Pink Sails’ two-hour sunset cruise, usually aboard a pink-sailed catamaran, with views of Diamond Head and the city lights. You can swim from the boat before sunset or stay dry on deck. Crew members such as Jamie, Alex, John, and Tyler have been praised for friendly help, music, photos, and good humor.

“such kind people on board and such a vibe! Bring snorkels!”

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Oahu: Waikiki Glass Bottom Boat Sunset Cruise - Leaving Ala Moana and finding the boat
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Oahu: Waikiki Glass Bottom Boat Sunset Cruise

14.Waikiki Glass Bottom Boat Sunset Cruise

★★★★★★★★★★4.6 · 518 reviews · 1h 30m · from $60

Sail from Honolulu’s Ala Moana harbor toward Waikiki and Diamond Head aboard the 50-foot Haleiwa Queen. Expect local stories, city views, music, and a relaxed BYO setup. Sunset is the star, while fish and marine life are possible extras. Past sailings have featured guides including Courtney, Tristan, Jim, and Lorenzo.

“The guides were great and they did fantastic job making it an enjoyable trip. The weather was a bit overcast, but I think that helped, since it was a bit cooler. We got some great tips of were to eat after too!”

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Maui Premium Sunset Dinner Cruise & Whale Watch - McGregor Point Lighthouse and the first ocean views
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Maui Premium Sunset Dinner Cruise & Whale Watch

15.Maui Premium Sunset Dinner Cruise & Whale Watch

★★★★★★★★★★4.5 · 504 reviews · 3 hours (approx.) · from $189

Sail from Maalaea Harbor on a three-hour Pacific Whale Foundation cruise with a four-course dinner, alcoholic drinks, sunset views, and live naturalist commentary. During whale season, keep watch for humpbacks, calves, dolphins, and underwater songs. Captain Andrew, Captain Chris, Stevie, and Ash are among the crew members praised for their warm, informative work.

“It was great experience. The crew member gave us a lot of info about the whale and we got to see 8 whales including a 3 weeks old baby whale”

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New in Sunset Cruises

★ 4.8Kaanapali: Sunset Dinner Catamaran Cruise With DrinksFrom $15355 reviews
★ 5.0Traditional Canoe Sunset Cruise with DinnerFrom $2504 reviews
★ 4.8Honolulu: 90 Minute Catamaran Sunset SailFrom $5664 reviews
★ 5.0Private Catamaran Sunset Cruise & Optional Snorkeling7 reviews
★ 5.0Kona: Catamaran Sunset Sail with Cocktails and SnacksFrom $1098 reviews
★ 4.9Board from Waikiki Beach: Scenic Sunset Sail on the HāweaFrom $68217 reviews
★ 4.6Allerton Garden and Estate Tour with Sunset DinnerFrom $10655 reviews
★ 5.0Sunset Cocktail Cruise on our Sailing CatamaranFrom $16562 reviews
★ 5.0Kona Signature Catamaran Sunset SailFrom $109218 reviews
★ 4.8Waikoloa: Catamaran Sunset Sail with CocktailsFrom $15968 reviews
★ 4.5Waikiki Sunset Cocktail Cruise aboard the Majestic by AtlantisFrom $85249 reviews
★ 5.0Board from Waikiki Beach for a scenic Sunset Sail on the HāweaFrom $72277 reviews

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