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Parasailing – Historic District (Downtown)

1 Hour • Ages 5+ • 35 years of Experience!

Parasail Flight Ages 5+
Parasail Flight (10am)
Parasail Flight (9am)

Longest and highest flight in Key West!


Up to 1 hour


Sunset Watersports is the oldest parasailing company in Key West, Florida. If you are looking for a great parasail ride let us take you up over the famous Key West bight. We have been parasailing in Key West for over 35 years. With more parasail trips than any other company we are proud to offer the safest and most experienced trips.We use state of the art boats and use the best equipment available.

Step easily from the dock onto our boat as you are greeted by our crew and captain. Enjoy tropical music as we cruise on out to the crystal clear Key West waters. Our crew will seat you safetly in the parasail harness and slowly raise you in the air, flying you high above Key West, gaining a birds eye view.

Historic Seaport

Fly high above the island and get a one of a kind view of the Historic Seaport. Float high above the sea as you get to see all of the other charter boats, cruise ships, resorts & much more.


Our parasail boats can host up to 12 passengers
Each flight will last between 8-12 minutes
Solo or tandlem fligts will be determined on site and take into consideration weight distribution for the safey of all passengers
All of Sunset Watersports fleet of parasail boats are all coast guard inspected and certified. Nothing but the newest & the best equipment for our flyers.

This activity is operated by: Conch Republic Parasail LLC