KEY WEST

Where to Go Parasailing in Key West: the 8 Best Flights

8 trips  ·  from $50 a head

Shallow emerald flats, a short run out of the harbour and a canopy you can see the bottom through. The 8 below are priced per seat, with the launch docks and which ones will drop you in on the way back.

Key West Parasailing Adventure above Emerald Blue Waters - The boat ride, launch, and 300-foot view
Key West Parasailing Tours, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Key West Parasailing Adventure above Emerald Blue Waters

Parasailing over the Historic Key West Seaport - The Florida Keys National Marine Sanctuary from the boat
Historical Tours, Key West Parasailing Tours, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Parasailing over the Historic Key West Seaport

2.Parasailing over the Historic Key West Seaport

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

Review of Key West parasailing over the historic seaport, including views, flight time, price, guides, photos, weather, and booking tips.

“Sean was amazing as well as the driver! I recommend you book with this company! I was running late due to a traffic accident and Sean made sure I was able to make my trip without any issues!”

Check availability →Read our full review

Key West: Parasailing Above the Island Paradise - The boat ride and safety briefing
Key West Parasailing Tours, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Key West: Parasailing Above the Island Paradise

3.Parasailing Above the Island Paradise

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

Ride Fury’s parasail above Key West for wide Gulf views, gentle takeoffs, optional ocean dips, and tandem flights from $54.

“We had an incredible parasailing experience with Fury in Key West! Captain Tony and his team were fantastic — even though we couldn’t remember the crew member’s name who helped with the harnesses and photos, he was absolutely brilliant. Super friendly, made everyone feel safe and at ease, and captured amazing photos and video for us. The whole experience was smooth, fun, and exciting, and we were really impressed by the great value. Normally, places charge a lot for photos, but Fury gave us tons of awesome shots and video for just a small fee. We left with unforgettable memories and plenty of pictures to relive the adventure. Highly recommend!”

Check availability →Read our full review

Parasailing in Key West at Smathers Beach - The boat ride and safety briefing
Key West Parasailing Tours, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Parasailing in Key West at Smathers Beach

4.Parasailing in Key West at Smathers Beach

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

Review of Key West parasailing at Smathers Beach, with practical tips on price, timing, safety, photos, weather, and what to expect.

“There was a moment I was terrified about parasailing but the captain mark and his partner reassured me I had nothing to worry about they made my experience a 10/10 highly recommended I’ll do it again .”

Check availability →Read our full review

Key West Parasailing: Ideal For Cruise Ship & Downtown Guests - Reading the Route Around the Florida Keys
Key West Parasailing Tours, Parasailing Boat Trips, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Key West Parasailing: Ideal For Cruise Ship & Downtown Guests

Key West: Ultimate Parasailing Experience - Arriving at the departure point
Key West Parasailing Tours, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Key West: Ultimate Parasailing Experience

7.Ultimate Parasailing Experience

★★★★★★★★★★4.7 · 34 reviews · 1 hour · from $84

Soar above Key West for up to 15 minutes on a one-hour parasailing trip with expert crew, flexible booking, and optional photos.

“Die Jungs sind der Hammer 🤩 Es war wirklich was besonderes 😃 Kann ich weiterempfehlen 👍🏻 We love it The guys from Germany 🙂”

Check availability →Read our full review

Key West Ultimate Beach Pass with Parasailing - Parasailing is the highlight for most people
Key West Parasailing Tours, Parasailing and Beach Days, Parasailing Tours, Tour Reviews, USA Parasailing Tours

Key West Ultimate Beach Pass with Parasailing

8.Key West Ultimate Beach Pass with Parasailing

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

Review the Key West Ultimate Beach Pass with parasailing, including activities, value, beach conditions, booking tips, and who should go.

“The parasailing was so calming and gorgeous! The guys made it so fun and such a happy experience! They made you feel welcomed and encouraged so much fun!”

Check availability →Read our full review

Scroll to Top

Pick the flight, then pick the beach

Jet ski, snorkel stop, lunch on the way in, or nothing at all.