How does parasailing work?


Hop-on-board our specially-designed parasailing boat at Cheeca Lodge & Spa! You will then be fitted with a vest and harness.

When it’s your turn, you will sit on the back deck of the boat and we will clip your harness to the parachute. You can fly single, double (tandem), or triple.

The parachute will pull you smoothly up to 600 feet in the air for a memory that will last a lifetime! By request, you may get dipped in the water as long as the captain says it’s safe.

The trip time can vary from a half hour to an hour depending on the number of flyers. Flying time is approximately 10(or so) minutes, depending on your flight choice.

Feel free to grab a drink  after we dock – share photos and stories of your amazing parasailing adventure in the Keys!  



V.I.P Lighthouse Flight!



All Enjoy your own personal flight by Alligator Reef Lighthouse!

VIP flights include a boat ride out to beautiful Alligator Reef Lighthouse (about 4 miles) and parasailing! For the VIP trip you have the reservation of the entire boat instead of sharing your experience with other customers!  You may bring up to six guests who may either fly or just ride along!

The duration of the trip is about an hour and a half.  Once we arrive at the lighthouse we will inflate the chute for your parasail flights. Each parasail flight duration is about 13-15 minutes, which is about 3 minutes longer than our usual flights.  The water surrounding the lighthouse is a brilliant azure blue permitting spectacular views of the marine life and coral reef.  Your VIP lighthouse parasailing trip also includes a photo package of your adventure ($35 value)!

All VIP flights must be reserved 24 hours in advance and are weather permitting.  VIP flights are always the last flight of the day.  Times will fluctuate depending on sunset and tides. Feel free to bring drinks and snacks along for the ride! 

Reservations can be made easily online


$75 per person. Single, tandem or triples $35 to observe



  • Novices welcome! No experience or special training required
  • Minimum age to fly is 4 – fun for the whole family!
  • Maximum weight of up to 3 people is 400 pounds


  • Schedule for the beginning of your vacation! The weather forecast can change quickly in the Keys!
  • The more wind the more weight we need – so grab a friend or 3!
  • Make sure everything brought on the boat is protected in case it gets wet.

81801 Overseas Hwy

Islamorada, FL 33036, US

Cheeca Lodge & Spa

305 923 1053