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Parasailing in Oahu

Our pick: Parasailing in Waikiki: Soar 1,000 feet above Oahu — US$ 44 (1h, 4.89★ · 8,925). Best value: Waikiki & Diamond Head: Parasailing Adventure with Views — US$ 34 (1h, 4.82★ · 221).

4.7 6 experiences from US$ 34 ✓Free cancellation on most experiences

All 6 options, side by side

✓ 2026-09-29
OptionPricePer personLengthRatingCancellationExtra fee
Waikiki & Diamond Head: Parasailing Adventure with ViewsBest valueUS$ 34 p.p.
US$ 34
1h4.82★ · 221free+US$ 8 on site
Oahu Parasailing: 600-1000ft Waikiki & Diamond Head ViewsUS$ 35 p.p.
US$ 35
1h4.72★ · 229free+US$ 9 on site
Parasailing in Waikiki: Soar 1,000 feet above OahuOur pickUS$ 44 p.p.
US$ 44
1h4.89★ · 8,925free+US$ 9 on site
Oahu Parasailing: Diamond Head & Waikiki from AboveUS$ 45 p.p.
US$ 45
1h4.68★ · 514free+US$ 9 on site
Parasailing Oahu: Fly 500 feet over WaikikiTop ratedUS$ 50 p.p.
US$ 50
1h4.75★ · 1,406free—
Oahu Parasailing at Maunalua Bay: Tandem Flights & PhotosUS$ 94 p.p.
US$ 94
1h4.59★ · 232free—

Real price per person across the 6 options: US$ 34–US$ 94 (median US$ 44). With an extra fee to pay on site: 4 of 6.

Default order: price per person.

Parasailing in Waikiki: Soar 1,000 feet above Oahu
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Parasailing in Waikiki: Soar 1,000 feet above Oahu★★★★★★★★★★ 4.89 (8,925)1hParasailing in Waikiki is a one-hour shared boat activity on Oahu where you launch directly from the water and climb up to 1,000 feet on a tandem or triple parasail, taking in views of Diamond Head and the south shore. You choose your line length—700, 850, or 1,000 feet—and the flight itself lasts up to eight minutes. Check in 30 minutes before your departure time; children from age 5 are welcome, and a live guide speaks English and Japanese.Is it for me?Tandem and triple flyers share one boat and see the full Diamond Head and south shore panorama from any altitude.Free cancellationTravelers' pickfromUS$ 44View ›
Parasailing Oahu: Fly 500 feet over Waikiki
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Parasailing Oahu: Fly 500 feet over Waikiki★★★★★★★★★★ 4.75 (1,406)1hParasailing in Oahu lifts you 500 feet above Waikiki on a tandem or triple flight with a live English-speaking guide, using a harness method for smooth dry takeoff and landing from the boat. All equipment is included. Children 15 and under must fly with a parent or guardian; combined weight for any flight cannot exceed 450 lbs. The activity lasts about an hour from boat to return.Is it for me?Book this if you want to fly without the usual tow-behind setup—the harness method means you launch and land dry from the boat itself, which is faster and smoother than other parasailing methods. The 500-foot altitude and position over Waikiki give you Diamond Head and the whole coastline in one view, and the captain adjusts the flight to the day's conditions, so you get the experience that's actually safe and possible, not a forced one.Free cancellationTravelers' pickfromUS$ 50View ›
Oahu Parasailing: Diamond Head & Waikiki from Above
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Oahu Parasailing: Diamond Head & Waikiki from Above★★★★★★★★★★ 4.68 (514)1hYou board a boat in Waikiki, get fitted with a harness and life jacket, and launch behind a parachute into the sky. From roughly 400 feet up, you see Diamond Head, the coastline, and clear water beneath you for about 10 to 15 minutes of actual flight time. Small groups mean less waiting. The whole outing takes around an hour and includes all safety gear and crew instruction.Is it for me?Book this if you want to see Oahu from the air without the commitment of a helicopter tour or the cost of a private charter—the small group cap is what makes the flight feel personal instead of industrial, and the fixed hour means you can plan the rest of your day around it.Free cancellationTravelers' pickfromUS$ 45View ›
Oahu Parasailing at Maunalua Bay: Tandem Flights & Photos
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Oahu Parasailing at Maunalua Bay: Tandem Flights & Photos★★★★★★★★★★ 4.59 (232)1hYou’ll get a real taste of Oahu’s wild side on this parasailing trip—smooth launch, epic views over Maunalua Bay, and that unbeatable feeling of flying above turquoise water. Perfect for families or anyone looking for something different near Honolulu.Free cancellationfromUS$ 94View ›
Oahu Parasailing: 600-1000ft Waikiki & Diamond Head Views
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Oahu Parasailing: 600-1000ft Waikiki & Diamond Head Views★★★★★★★★★★ 4.72 (229)1hYou board a boat off Waikiki, get suited up with a life jacket and harness, and rise 600 to 1,000 feet above the water while the crew manages the rope and your safety. Diamond Head and the entire south shore come into view. The flight lasts as long as it takes—roughly an hour total with check-in and the boat ride—and you can bring a friend on a tandem or three-person flight. An optional photo package captures the moment if you want it.Is it for me?A good fit if you want a single, straightforward thrill during your time on Oahu without needing experience or special training. Plan for about an hour total—that includes the boat ride out, gear prep, and your flight—which is what lets the crew keep groups small and the experience unhurried.Free cancellationTravelers' pickfromUS$ 35View ›
Waikiki & Diamond Head: Parasailing Adventure with Views
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Waikiki & Diamond Head: Parasailing Adventure with Views★★★★★★★★★★ 4.82 (221)1hYou’ll launch right from a boat off Waikiki and soar up to 1,000 feet with Diamond Head and Honolulu’s skyline beneath you. A local crew handles all instructions and gear so you can just focus on flying (or trying not to drop your phone). You’ll share laughs, spot sea turtles if you’re lucky, and end up with memories that stick long after your feet are back on deck.Free cancellationTravelers' pickfromUS$ 34View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 6 of the 6 options offer free cancellation, so you can book now and confirm your plans later.

How long do these experiences last?

Most options last up to 2 hours.

Which one is the travelers' favorite?

Parasailing in Waikiki: Soar 1,000 feet above Oahu is the travelers' favorite, rated 4.89 out of 5 across 8,925 reviews.

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