4 Sailing Trips in Oahu That Still Read Well a Year On

1.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

★★★★★★★★★★4.5 · 2,109 reviews · 2 to 3 hours (approx.) · from $134Our pick

From Kewalo Basin, you cruise past Waikiki and Diamond Head to Turtle Canyon for guided snorkeling with green sea turtles. The midday trip includes lunch, beer, wine, and cocktails, while the morning sailing offers soft drinks. The crew, including guides such as Chris, Natalie, Greta, and Joey, provides gear and water safety help.

“Bathroom before departing is far from the slip. Better to park near restrooms under the tree if you’re driving. Parking was cheap and easy. The trip was awesome. Captain and crew were so friendly answered all of our questions and saw 6 or 7 turtles.”

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2.Waikiki Signature Sunset Catamaran Sail

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

Sail from Honolulu toward Diamond Head aboard a 53-foot catamaran for about 90 minutes. You’ll get a bento-style snack box, two alcoholic drinks, unlimited nonalcoholic beverages, and views of Waikiki at sunset. Crew members including Chris, Phil, and Keoni have been praised for friendly service and marine-life tips.

“It was a beautiful sunset views, and we saw a bunch of rainbow. It wasn’t the best, but the views were amazing.”

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3.Waikiki Sunset Catamaran Sail and Swim

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

Spend two hours off Waikiki with Pink Sails Waikiki, watching the sunset, Diamond Head, and city lights from the water. You can jump in for a sunset swim or stay aboard. English-speaking crew members such as Jaime, Alex, Peter, and Morgan are known for friendly help, photos, and good humor. Boat assignments can change with weather and availability.

“My family and I had an amazing time. We loved every moment of it. Although we didn't get to see any sea turtles liked we'd had hoped. it's a great excursion be sure to try it out!”

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4.Waikiki Sunset Catamaran Cocktail Cruise

★★★★★★★★★★4.7 · 348 reviews · 1h 30m · from $99

Sail from Kewalo Basin Harbor aboard the Hanu Lani for 90 minutes of Waikīkī coastline views, sunset color, tropical cocktails, beer, wine, snacks, and easygoing music. You get shaded and open-air seating, restrooms, and an English-speaking crew. Arrive early for parking and request vegetarian or gluten-free food at least 24 hours ahead.

“Everything was amazing! Captain Nick and the crew had amazing energy. The excursion wasn’t overbooked so it felt very intimate. Honestly I’d avoid alcohol if you get seasick easily, but the crew provided essential oils for motion sickness and let us sit in the back to help. I will book with this company every time I come back to Oahu.”

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