Top 5 Key West Parasailing Tours

1.Key West Parasailing Adventure above Emerald Blue Waters

★★★★★★★★★★5.0 · 387 reviews · 50 minutes (approx.) · from $53Our pick

Meet Fury Water Adventures at 241 Front St., beside Opal Key Resort, and prepare for a 50-minute parasailing trip above Key West. You will fly tandem or in a group of three, weather and weight permitting, with about 8 to 10 minutes in the air at roughly 300 feet. Captains such as Alex, Garrison, Abby, and Zack keep the ride clear and easy for first-timers. Choose a dry flight or an optional dip, then buy digital photos for $40 cash.

“Had a very good parasailing experience. Instructors were very friendly. We got really good photographs from them.”

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2.Parasailing over the Historic Key West Seaport

★★★★★★★★★★4.5 · 210 reviews · 1 hour (approx.) · from $49Best value

Fly above Key West Seaport with Sunset Watersports, Florida’s original parasailing company. You’ll spend up to an hour on the boat and about 8 to 15 minutes in the air, flying solo or with two companions. Captains and crew members such as Ian, Wyatt, Logan, Joey, and Tyler handle the safety briefing, takeoff, water dip, and optional photos.

“It was fun, I was nervous at first like the day before and now I’m not! And it was fabulous. Loved the experience and will come back!”

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3.Parasailing Above the Island Paradise

★★★★★★★★★★4.7 · 146 reviews · 1 hour · from $54

Soar above Key West with Fury Water Adventures for about eight minutes, flying tandem or three at a time when conditions allow. Captain Tony, Alex, Abbey, and other crew members handle the harnesses, launch, landing, and optional ocean dip. Meet 30 minutes early at Opal Key Marina.

“Bro & Broski did a very good job taking care of us and getting us up in the air and making it exciting for my niece who never sailed b4! She was so excited and we had so much fun down there in Key West that I highly recommend your crew and we will return soon to have you guys get us aloft!!! You guys play good music to get everybody in the mood for some rappin regèé and having fun in the sun, chillin&thrillin”

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4.Parasailing in Key West at Smathers Beach

★★★★★★★★★★4.5 · 132 reviews · 1 hour (approx.) · from $49

Meet Sunset Watersports at Smathers Beach for a roughly one-hour parasail ride over Key West and the Florida Keys National Marine Sanctuary. A crew of up to 12 receives a safety briefing before a smooth boat launch. Ask for the optional toe dip, and consider the photo package or bringing a GoPro.

“Captain Ty and Rachel made our experience enjoyable and unforgettable. You can count on them to do the same for you!!”

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5.Parasail Adventure in Marathon

★★★★★★★★★★5.0 · 58 reviews · from $120

Meet Captain Ian and the crew at 1 Knights Key Blvd in Marathon for a roughly one-hour parasailing trip. After a safety briefing, pairs or groups of three soar 300 feet above the water for about 10 minutes. No experience is needed, and the boat carries no more than 12 people.

“The guys were fun, knowledgeable and friendly! Photos were unexpected and a nice bonus. We felt safe but also adventurous!”

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6.Key West Ultimate Beach Pass with Parasailing

★★★★★★★★★★4.0 · 24 reviews · 8 hours (approx.) · from $109

Spend the day at Smathers Beach with unlimited access to kayaks, paddleboards, rafts, tubes, and Hobie Cats, then take a parasail flight above Key West’s coast. The pass suits families, couples, and cruise ship visitors, but Hobie Cat use requires prior sailing experience or an extra lesson, and equipment can be in use during busy periods.

“Was not able to enjoy due to cancellation because of the weather. The weather was rainy and windy. Unable to parasail or use water toys.”

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