The 9 Best Catamaran Sails off Waikiki

1.Turtle Snorkeling and Sailing on Hāwea

★★★★★★★★★★4.7 · 656 reviews · 2h 30m · from $84Our pick

Sail from the Duke Kahanamoku Statue to Turtle Canyon aboard Hāwea, a 50-foot catamaran built by its owner. Snorkel with green sea turtles and reef fish, then relax under sail with Waikiki and Diamond Head in view. Morning trips include cold brew and granola.

“This was one of the best activities we did during our stay here on Oahu! The crew was professional, informed, and friendly. We walked from our hotel, they picked everyone up beachside behind Dukes statue. So easy! We saw 20+ sea turtles, schools of fish, and the sailing at the end was so beautiful. If we come back, we’d definitely consider doing this again with Hāwea!”

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2.Waikiki Sunset Catamaran Sail and Swim

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

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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3.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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4.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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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.Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

★★★★★★★★★★4.5 · 68 reviews · 5 hours 30 minutes (approx.) · from $196

Meet guides such as Terry, Terii, Rudolph, or Captain Krash for a downhill Tantalus bike ride, then sail from Kewalo Basin on a 38.6-foot catamaran. You may snorkel with reef fish and turtles, spot dolphins or seasonal whales, and return toward Waikiki after about 5.5 hours.

“We were picked up by our bike guide, and drive about 5 minutes before pulling over on the side of the road for an entire hour. Got picked up at 12pm, sat on the side of the road until almost 1pm. “Waiting for another guide to show up” when he finally did show up we headed on our way. The biking was nothing special for 100$ a person……the bikes were not well maintained. The snorkel group / sail was fun. Personally I would just book this separately and skip the scam bike ride all together……. Really wish I could get a REFUND for my bike ride. We sat there for…”

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7.90 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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8.Board from Waikiki Beach for our Aloha Hour Sail

★★★★★★★★★★4.4 · 15 reviews · 1h 30m · from $52

Spend 90 minutes aboard Hawea, a hand-built 50-foot catamaran, sailing from Waikiki Beach toward Diamond Head. Your $52 fare includes alcoholic and nonalcoholic drinks from the onboard bar, with time to relax on the front nets and watch for flying fish.

“Great trip and we saw flying fish!! Was beautiful”

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9.BYOB Weekend Sightseeing Sail towards Diamond Head

★★★★★★★★★★3.0 · 4 reviews · 1 hour · from $23Best value

Sail aboard Island Magic from Prince Waikiki toward Waikiki, Turtle Canyon, and Diamond Head, then return in one hour. Bring your own drinks, snacks, camera, and motion-sickness remedy. An English-speaking certified crew handles the sail, with private groups available.

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