Top 12 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 for a shared boat ride and a tandem or triple flight above Oahu’s south shore. Choose a line length up to 1,000 feet, look for Diamond Head from the air, and plan for a flight of up to eight minutes. Crew members such as Sundance, Kyle, Marty, and James have been praised for easing first-timer nerves.

“My kids did paragliding. The guys were awesome, had a wonderful experience with good music, vibes. We loved it.”

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2.Hawaiian Parasail Since 1977

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

Leave Ala Wai Boat Harbor with a small group, then take your turn flying tandem or, if conditions allow, with two companions. You’ll reach up to 500 feet and get a short, quiet view of Waikiki, Diamond Head, and the surrounding water. The crew provides safety instructions and gear; the whole outing takes about an hour.

“My husband and I had a blast. The crew was engaging and kind! They made a lot of jokes. I was only slightly nervous bahaha. I guess it showed! I had nothing to fear! We will definitely do it again when we return! Don’t forget to grab your photos!”

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3.Waikiki Parasailing

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

Take a boat from Waikiki Beach and ride a parasail above the coast, with views of Diamond Head, the city, and the shoreline. The crew provides a life vest, equipment, and safety instructions. The outing takes about an hour from check-in to return, though weather and group size can affect timing. A $7-per-person fuel charge is extra.

“Loved it. It was our first time and what better place to experience it then in Hawaii”

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4.Parasailing in Hawaii

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

Lift off by boat for a parasailing flight over Waikiki, with views of Diamond Head Crater, Waikiki Beach, and Ala Moana Beach Park. The crew provides the chute, harness, life jacket, and safety briefing. Flights offer different height options, and groups are capped at 12. The outing is about an hour, though weather and group size can affect its length.

“The overall experience was fun.. I enjoyed it with my husband. The water was beautiful. I felt safe and secure.”

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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 and boat ride to Maunalua Bay. Choose a 500- or 700-foot tandem flight, with views of Honolulu, Koko Head and the Ko’olau Mountains. The flight lasts about six minutes; optional photos and GoPro videos are sold afterward. Crew members Brandon and Scott have been named by past participants, though staffing can change.

“Everyone on staff was so kind and friendly. What a fun experience. We had so much fun and did not want our time to end!”

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6.Waikiki and Diamond Head Parasailing Experience

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

Take a one-hour shared boat ride off Waikiki, then fly in a tandem or triple harness for up to eight minutes above the ocean. Choose a line length advertised up to 1,000 feet and look back toward Honolulu and Diamond Head. No experience is needed, and crew members such as Kyle, Sundance, Marty, and Lieutenant Dan have helped keep the ride lively and reassuring.

“Amazing time with Kyle very funny and professional, and LT Dan was an amazing pilot made for an awesome experience”

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7.Parasailing in Waikiki from Oahu Hawaii

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

Take a small-group boat ride from Honolulu’s Ala Moana Boulevard meeting point, then parasail above the Waikiki coast at a chosen height from 600 to 1,000 feet. You can fly solo or with a friend, and request a quick ocean dip on the way down. The crew includes captains and staff praised for friendly, reassuring service, though airtime and total trip length can vary.

“Thank you for the unforgettable experience There’s no amount of money that can express how amazing you guys are at keeping us safe. You were incredible! I definitely plan to return soon!”

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8.Waikiki Parasailing

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

Fly 600, 800, or 1,000 feet above the water on a one-hour parasailing trip from Honolulu, with views toward Diamond Head and Oahu’s coast. Go Hawaii Watersports supplies equipment and a life vest, with English- and Japanese-speaking instruction. Observer places and a photo package are available. Meet at the bright yellow booth at Slip F06, and arrive 30 minutes early.

“Enjoy a fun time parasailing with Captain Jason and lovely Marley on Dec31. I actually saw a pod of dolphins while I was up parasailing. I’d highly recommend this activity!”

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9.Parasailing on Maunalua Bay- Oahu’s off Waikiki Playground

★★★★★★★★★★4.5 · 61 reviews · 1 hour 30 minutes (approx.) · from $54

Take a boat cruise on Maunalua Bay, then soar in a tandem parasail for 6 to 8 minutes with a professional crew. The flight launches and lands from a custom boat, and you may be dipped into the water. Photos and GoPro videos are sold separately. Meet at H2O Sports Hawaii in Honolulu.

“Check in was seamless! The guys helping us were nice and cool. The experience was super fun! My friends and I would love to do it again but the parasailing + jet ski combo!”

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10.Hawaiian Parasail Since 1977 from Waikiki Beach

★★★★★★★★★★5.0 · 11 reviews · 1 hour (approx.) · from $45

Meet Hawaiian Parasail Inc. at 1651 Ala Moana Blvd for an approximately one-hour boat trip and parasail flight. Tandem and triple flights reach up to 500 feet, with a harness-assisted takeoff and landing on the boat. Your captain decides whether conditions allow a water touch or a dry ride. Life jackets and harnesses are included; photos cost extra.

“Great experience!!!!! The guys were awesome, would definitely do it again. Thanks a lot you guys!!!!”

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11.Parasailing and Jetski Experience in Maunalua Bay

★★★★★★★★★★4.5 · 11 reviews · 2 hours (approx.) · from $167

At H2O Sports Hawaii, you’ll take an ocean shuttle from Keahole Street to an activity platform in Maunalua Bay, then parasail and ride a Yamaha VX110 WaveRunner. The 30-minute jet ski ride follows a designated course, with the option to switch drivers. Expect safety instructions, lifejackets, and a possible wait between activities.

“Everyone should come here and have the time of their lives. So much fun an all the people are hilarious and fun to be around!”

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12.Parasail on Maunalua Bay with Diamond Head Views

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

Take a speedboat from Honolulu to Maunalua Bay for a six-minute tandem parasail flight, with a solo option when weight allows. A safety briefing and gear come first; then you’ll rise on a 600-foot tow-rope for views of Hawaii Kai, Koko Head, Diamond Head, and the Ko’olau Mountains. The captain may dip you in the Pacific before you return to the boat.

“The most awesome experience we've had in the islands. Scotty and Rick eere very profesional. It was worth every penny. We highly recommend it to everyone.”

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