Get ready to fly high!

Walk-Up Parasailer
Early Bird Parasailer

With three 12-passenger U.S. Coast Guard inspected parasailing boats, Gators Parasail can handle your large family function or company event. Our larger inspected parasailing boats provide a ride that is safer, dryer and more comfortable than what you’d experience on the smaller, uninspected 6-passenger boats. All of our Captains are US Coast Guard licensed and our experienced crew is fully trained.



Gators Parasail has a business license with the City of Madeira Beach and maintains full insurance on all passengers, crew, business operations and vessels. Unlike other parasailing operations you’ll board our boats from the safety and convenience of our dock. No need to get in the water and climb onto the boat – this way you can stay dry the entire time.  The “Fly Zone” for your parasailing adventure is less than five minutes from our dock so it won’t take long for the fun to begin.

Your Flight

Your flight begins seated on the back deck of the parasailing boat with a friend or two. In seconds you are gently lifted into the air, enjoying the view of the Tampa Bay Beaches from high above the sparkling waters of the Gulf of Mexico. For the more adventurous… tell the Captain or Mate you’d like to be dipped during your ride and, if conditions allow, you can get dipped from your toes to your nose! A freefall to simulate parachuting is included in your ride too. Too soon it seems the Captain will land you like a feather, on your feet, on the back deck of your parasailing boat.


Limited free parking is available right at our dock at historic Johns Pass Village and Boardwalk in Madeira Beach, and there’s also no charge for the dolphins you’ll see while in flight or on the boat as you cruise along the white sand beaches between Clearwater Beach and St Pete Beach over the waters of the Gulf of Mexico.

We’re ready to show you that parasailing Madeira Beach with Gators Parasail is an adventure to remember for a lifetime.