The 9 Best Parasailing Trips in Waikiki

1.Parasailing Experience in Waikiki, HI

★★★★★★★★★★5.0 · 7,692 reviews · 1 hour (approx.) · from $44Our pick

Xtreme Parasail takes you from Kewalo Basin Harbor above Waikiki and Diamond Head for a tandem or triple flight of up to 1,000 feet. Captain Marty, Sundance, Kyle, James, and other crew members are praised for calm instructions and humor. Allow an hour, plus check-in time and extra fees.

“Great time! Sundance and Kyle were great! We had a 74 year old lady who was doing this and they were so helpful and attentive to her also! I would totally recommend do this!”

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2.Hawaiian Parasail Since 1977

★★★★★★★★★★4.5 · 1,366 reviews · 1 hour (approx.) · from $45

Take a one-hour parasailing trip from Ala Wai Boat Harbor with a group of no more than 11. After a safety briefing, fly tandem or with two companions for five to eight minutes, then cruise past Waikiki and Diamond Head while watching for turtles, dolphins, flying fish, and winter whales.

“Amazing Experience! Best time ever! Had a blast! Can’t wait to do it again! The guys were brilliant! You have to try it! Well worth it! Thanks guys!”

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3.Waikiki Parasailing

★★★★★★★★★★4.7 · 1,176 reviews · 1 hour · from $75

Take off from Waikiki Beach for a one-hour parasailing trip above Oahu’s turquoise water. You’ll see Diamond Head, beaches, and Honolulu from the air, with English or Japanese instruction. The crew, including guides such as Whitney, Daniel, Nick, and Danilo, is known for calm safety briefings and smooth landings.

“We loved the whole experience! We don't know what you could have done better. Nothing you can do about the weather!”

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4.Parasailing in Hawaii

★★★★★★★★★★4.5 · 407 reviews · 1 hour (approx.) · from $45

Take a roughly one-hour parasailing trip from 1025 Ala Moana Blvd, flying above Waikiki, Diamond Head, and the Pacific. The crew supplies the boat, chute, harness, life jacket, and safety briefing. Flights are available at different heights, with a maximum of 12 people per departure.

“I did not know there was an additional $14 to pay at the company when I checked in. Then the boat crew asked people for TIPS at least 10$ per person. Better to go direct.”

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5.Maunalua Bay Higher Flyer Parasailing Adventure

★★★★★★★★★★4.5 · 232 reviews · 1 hour (approx.) · from $94

Meet H2O Sports Hawaii at Hawaii Kai Shopping Center for a safety briefing, boat ride, and tandem parasail over Maunalua Bay. Choose a calmer 500-foot flight or the 700-foot Extreme Ride, then enjoy a gentle water dip before landing. Photos and GoPro videos cost extra.

“This company gave a great experience for our first time parasailing! We went on a beautiful day so the views were amazing. They take you on a boat shuttle out to the bay and then each group had about 10 minutes of actual time in the air. The staff was friendly and fun, transitioning groups was quick for max air time and we felt safe and comfortable. Better than a lot of companies in the Waikiki area and worth venturing out for a different view and personalized feel. If you’re nervous, don’t be! It’s much more relaxing than scary, but prepared to get wet!”

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6.Waikiki and Diamond Head Parasailing Experience

★★★★★★★★★★5.0 · 168 reviews · 1 hour (approx.) · from $34Best value

Xtreme Parasail takes you from Ala Moana into the waters off Waikiki for a smooth tandem or triple flight above the ocean. Choose a line length up to 1,000 feet, enjoy views of Diamond Head, and expect lively crew members such as Kyle, Sundance, Marty, or Luke.

“The best. Guys made sure all had a great time. Small group. Fun. Will definitely recommend and probably do this again on next vacation here.”

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7.Parasailing in Waikiki from Oahu Hawaii

★★★★★★★★★★4.5 · 150 reviews · 1 hour (approx.) · from $35

Fly above Waikiki with Go Hawaii Watersports on a small-group boat trip from Kewalo Basin. Choose 600, 800, or 1,000 feet, fly solo or tandem, and add an optional ocean dip. Captains Daniel and Whitney are praised for calm instructions and friendly service.

“In August 2025, my three kids (ages 18, 20, and 23) and I went parasailing with Go Hawaii Watersports, and it was truly unforgettable. Two of us were a little nervous at first, but Captain Dan and Nick instantly put us at ease with their friendly, personable, and funny approach. Once we were up in the air, we realized there was nothing to be afraid of—it was peaceful, breathtaking, and so much fun! We opted for the photo package (very reasonably priced), and I’m so glad we did. Nick captured incredible shots of each of us that we’ll treasure forever. Both Captain Dan and Nick were knowledgeable, safety-conscious, and clearly…”

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8.Waikiki Parasailing

★★★★★★★★★★4.7 · 104 reviews · 1 hour · from $80

Meet Go Hawaii Watersports at the bright yellow booth on Slip F06, then head offshore for a one-hour Waikiki parasailing trip. Choose 600, 800, or 1,000 feet, or ride as an observer. Guides may include Captain Jason, Marley, Nick, or the Stella brothers.

“This was our favorite activity on our trip to Hawaii. The Stella brothers were so much fun and played great music too! Highly recommend, it was a lot of fun! 🤙🏼”

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9.Parasail on Maunalua Bay with Diamond Head Views

★★★★★★★★★★4.7 · 9 reviews · 1h 30m · from $97

Take a speedboat from Honolulu to Maunalua Bay, then fly tandem or solo on a 600-foot tow-rope for six minutes. You’ll see Hawaii Kai, Koko Head, Diamond Head, and the Ko’olau Mountains. The captain may dip you into the Pacific before landing, and photos and GoPro video cost extra.

“It was amazing! However, too waste time when I was waiting. Because we had to wait until the other activities were finished before we could go. We were supposed to finish in 1 hour 30 minutes but it took us over 2 hours 30 minutes to finish. Even though we only did one activity.”

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