Parasailing - Smathers Beach

1910 South Roosevelt, Key West FL 33040

by Sunset Watersports· Key West, FL★ 4.8 · 23,135 reviews on google_reviews
From$30
Group sizeMax 12 Guests
Ages5+

What to Expect

Longest and highest flight in Key West!

About

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 40 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 safety in the parasail harness and slowly raise you in the air, flying you high above Key West, gaining a birds eye view.

Details

Our parasail boats can host up to 12 passengers
Each flight will last between 10-12 minutes
Solo or tandem flights will be determined on site and take into consideration weight distribution for the safety of all passengers. All of the 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

Includes

Tandem, or triple flights available
Soar up to 300 feet in the air for stunning panoramic views
Smooth takeoff and landing directly from the boat
Up to 10–12 minutes of flight time per parasail ride
Friendly, professional, and USCG-certified crew
All safety equipment provided (harnesses, life jackets, etc.)
Photo packages available for purchase to capture your flight
Daily departures from multiple Key West locations

Duration

Up To 1 Hour

Address

1901 S. Roosevelt, Key West FL 33040

Pricing

Parasail Flight · Ages 5+$96.42
Parasail Flight -10am · Ages 5+$68.05
Parasail Flight -10am (12/24/25-12/31/25) · Ages 5+$62.37
Parasail Flight (12/24/25-12/31/25) · Ages 5+$73.72
Parasail Flight - 9am · Ages 5+$79.40
Parasail Flight - 9am (12/24/25-12/31/25) · Ages 5+$73.72
Parasail Rider · Secure a spot on the boat with no flight included$51.08
Parasail Rider (12/24/25-12/31/25) · Secure a spot on the boat with no flight included$39.72
Private Charter · Up to 12 passengers$794.50
Private Charter (12/24/25-12/31/25) · Up to 12 passengers$749.10
Early Bird Special$79.45

Prices are typical; see the booking calendar for live availability and rates.

Cancellation Policy

Cancel up to 1 day before the start time.

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