The 7 Evenings Out in Honolulu That Earn Their Price

1.Waikiki Sunset Catamaran Sail and Swim

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

Join Pink Sails Waikiki for a two-hour sunset outing from Waikiki. You’ll cruise past Diamond Head, watch the shoreline light up, and may jump into the ocean before sunset. Crews have included Jaime, Alex, John, Peter, and others. Boat type and departure time can change with weather and availability.

“This was honestly one of the best experiences I’ve ever had, and for the price it’s a no-brained. Our crew of Jamie, Peter, and Ben made this sail unforgettable for my group! And they went above and beyond: when my sunglasses fell into the ocean, both Peter and Ben were quick to get their goggles on and jump in to find them. I didn’t think they would be recovered, but they were and for that this crew deserves nothing but high praise from me! They’re energetic, outgoing, and funny. Oh, and can’t forget about the views of the sunset: it was a beautiful backdrop. Take Pink Sails, you won’t regret…”

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2.Board from Waikiki Beach: Scenic Sunset Sail on the Hāwea

★★★★★★★★★★4.9 · 217 reviews · 1h 30m · from $68

Spend 90 minutes aboard Hāwea, a hand-built 50-foot catamaran sailing from Waikiki Beach along the Honolulu coast. Expect Diamond Head at sunset, onboard music, nonalcoholic drinks, and a bar selling cocktails, beer, and wine. Premium adds all-inclusive cocktails.

“we did the unlimited cocktail package for our anniversary. value for money. the staff were friendly and amazing and great at what they do. thoroughly recommend.”

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3.Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

★★★★★★★★★★5.0 · 191 reviews · 2 hours (approx.) · from $71Top rated

Spend about two hours sailing from Honolulu past Diamond Head, the Royal Hawaiian Hotel, and Magic Island. You can bring your own drinks, swim or snorkel off Waikiki, and enjoy music as the sun goes down. The boat holds no more than 35 people and returns to the marina.

“Boat sailing to the sunset and swimming. Pretty basic, but can be pleasant. Not informative. The crew is nice but not doing much.”

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4.1-Hour Friday Night Fireworks Cruise with Drinks

★★★★★★★★★★4.7 · 77 reviews · 1 hour · from $56

Board Na Hoku 2 at Kewalo Basin Harbor for a one-hour Friday evening cruise along Oahu’s south shore. You’ll see Ala Moana and Waikiki from the water, listen to upbeat music, and watch the Hilton fireworks while enjoying beer, mai tais, cocktails, juice, soda, or water.

“Fantastic. Great bunch of guys. Dancing, including pole dancing-great fun.”

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5.Board from Waikiki Beach: Friday Night Fireworks sail

★★★★★★★★★★4.8 · 70 reviews · 1 hour · from $71

Join Waikiki Sailing Company behind the Duke Kahanamoku Statue for a one-hour Friday evening catamaran cruise. Buy a drink at the onboard bar, watch Waikiki glow at sunset, and finish with close fireworks views. Crew members, including bartender-guide Cameron on some sailings, help keep the trip relaxed and safe.

“Best way to see the fireworks and the lights of the city. So pretty. Had the best time.”

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6.90 Minute Catamaran Sunset Sail

★★★★★★★★★★4.8 · 64 reviews · 1h 30m · from $56

Join the 45-foot yellow-and-red Na Hoku 2 at Kewalo Basin Harbor for a lively 90-minute sunset sail. You’ll see Waikiki, Ala Moana Beach, Kaka’ako, and Honolulu’s skyline while enjoying soda, juice, water, beer, Mai Tais, and mixed drinks. Expect music, friendly crew, and a social bar atmosphere.

“The sunset catamaran sailing experience was absolutely brilliant. The crew were amazing and very entertaining and made sure everyone had a great time. I thoroughly recommend this to everyone.”

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7.Sunset Whale Watching with 2 Drinks (BYOB-Friendly)

★★★★★★★★★★4.3 · 34 reviews · 2 hours · from $52

Set sail from Pier E for a two-hour Waikiki sunset cruise during humpback season. Guides including Captain Chad, Dillion, and Eve share marine-life insight while you watch for whales, enjoy two cocktails, and bring extra drinks or snacks.

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