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LIST OF KEY WEST
PARASAILING TRIPS

Multiple Parasailing Locations & Combo Deals In Key West

Why Book With Us? Get the LOWEST Prices Guaranteed! We’re an Award Winning Watersport Company with Over 37 Years In Key West!

  • Featured Trip

Morning Parasail Special

The best parasail deal in Key West. The early bird gets this great parasail discount. There are limited spots available for this 9am special, so reserve your spots today! This is a parasail trip on the downtown seaport.

  • Was $89.95 Now Only $70
  • Time: 9am
  • Highlights: Brand New Equipment, Over 35 Years Parasailing In Key West, Photo Package Available On The Boat, Highest Flights, Longest Flight Times, Single, Double & Triple Flights
  • Location: 201 Williams St Key West FL 33040
  • Best Value

All Day Adventure with Parasailing

Key West’s most popular watersports combo package, The Do It All is action packed and includes a truly unique snorkeling experience around a sunken shallow water ship wreck. Join us on the Party Cat 65ft double decker catamaran for this 6 hour adventure. Enjoy parasailing, jetskis, kayaks, paddleboards, inflatable waterpark, trampoline & more. A total of 13 different watersport activities. This trip also includes a grilled lunch and draft beer when you are all done with the watersports.

  • Was $189 Now Only $159.95
  • Duration: 6 Hour Trip Departs At 10am
  • Highlights: Snorkeling, Jetskis, Parasailing, Inflatable Water Park, Kayaks, Paddleboard, Gilled Lunch
  • Location: 201 Williams St Key West FL 33040

Smathers Beach Parasailing

Join us on Smathers Beach for a unique parasailing adventure. We are the ONLY parasail company in Key West that parasails from the beach. Fly high above the island as you get one of a kind views of the beautiful beach side of the island.

  • Was $89.95 Now Only $70
  • Time: 10am-5pm Daily
  • Highlights: Brand New Equipment, Over 35 Years Parasailing In Key West, Photo Package Available On The Boat, Highest Flights, Longest Flight Times, Single, Tandem & Triple Flights (priced per person)
  • Location: Smathers Beach Key West FL 33040

Downtown Seaport Parasailing

Head to the historic seaport and parasail over the Key West harbor. Fly high above all of the boats and get unique views of Sunset Key. Don’t forget to ask about the photo package. This is one of Key West’s most popular trips.

  • Was $89.95 Now Only $79.95
  • Time: From 10am-5pm Daily
  • Highlights: Brand New Equipment, Over 35 Years Parasailing In Key West, Photo Package Available On The Boat, Highest Flights, Longest Flight Times, Single, Tandem & Triple Flights (price per person)
  • Location: 201 Williams St Key West FL 33040

Beach Pass with Unlimited Rentals & Parasail Flight

Looking for some more watersport activities. Try our Smathers Beach Pass. This pass is an all day beach pass with unlimited kayak, paddleboard, hobie cat rentals and includes a parasail trip for 1. Feel free to come and go as you please. This pass is good for all day. Parasail trip will be booked when checking into the beach hut for the pass.

  • Was $109.95 Now Only $99.95
  • Time: Open All Day 9am-5pm
  • Highlights: Parasail Ride, All Day Equipment Rentals, Kayaks, Paddle boards, Hobie Cat Sailboats, Floats & More
  • Location: Smathers Beach Key West FL 33040