Key West Parasailing gives everyone the adventure of a lifetime. ​Parasail over the island for a view of Key West like no other. Watch the dolphin play in the waters below and see the landmarks that make the island city of Key West, Florida so unique. Don't miss America's Caribbean as seen from the air. 2 Convenient Locations Easy walk from the Cruise Ship docks Single or Tandem (2-people) Key West Parasailing lifts you gently on a warm tropical breeze high above the Atlantic and the Gulf of Mexico. Enjoy a safe parasail. Experienced, friendly Captains and Crew operate state-of-the-art Coast Guard certified boats and equipment to give everyone a safe and fun parasailing experience that you won't forget.