Key West's Original Watersport Company
Lowest Price Guaranteed 855-378-6386
Key West's Original Watersport Company
Lowest Price Guaranteed 855-378-6386

Parasailing Key West – Historic Seaport

(1 Review)
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Why Book With Us?

  • LOWEST price in Key West
  • Award Winning Key West Watersport Company
  • Over 33 Years in Key West
  • Book Online & Save!!!

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We offer Key West’s Best Watersport trips & tours for the LOWEST price, guaranteed!


Availability : 10am, 2pm, 3pm, 4pm, 5pm
201 Williams St Key West FL 33040
Parasailing Trip Details

Key West Parasail – Historic Seaport

key west parasail seaport
Daily Parasail Trips
Single, Double & Triple Rides








Join Sunset Watersports in Key West for a Parasail Ride over our Historic Seaport. See Key West from 300 plus feet in the air as we fly you higher for the longest parasailing trip in Key West.

Sunset Watersports is the oldest and original parasailing company in Key West, Florida. If you are looking for the best parasailing experience, let us take you on a parasail ride you will never forget. Our parasail boats are state of the art and we only use the newest and best equipment.

Our parasail crew even offers a photo package full of fun and exciting professional photos and videos.

Departure & Return Location

201 Williams St Key West FL 33040 (Google Map)

Departure Time

10am, 11am, 2pm, 3pm, 4pm, 5pm

Check in 30 minutes prior to departure

Parasail Trip Includes

  • Single, Double & Triple Rides Available
  • Key West's Longest Parasail Ride
  • We Fly The Highest
  • State Of The Art Parasail Boats
  • State Of The Art Parasail Equipment
  • Friendly Crew
  • Photo Package Available
Frequently Asked Questions

FAQHow long is the ride?

You will be on the boat for about an hour as each group is sent up for their parasail flight. We are proud to offer some of the longest parasail flight time here in Key West. Each flight is 8-12 minutes on average.

FAQCan I bring a camera up with me?

Yes you can, however our parasail crew offer a professional photo package on the boat.

FAQCan I come to watch my friend?

Yes, you can come ride along on the parasail boat to watch your friend or family member, however there is a $20 per rider fee and is based on availability.

1 Review
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Family Traveller

We decided to take our teens parasailing while in Key West. Sunset was an amazing company to fly with. The online ordering was easy and check in was quick. We met the crew at the dock and it was immediately evident that these men lived their job! They prepared the kids for the ride (my husband and I have done this before) and even had a few laughs with my daughter prior to take off. The crew was extremely professional, knowledgeable, and each had great personalities. We ended up being the first ride of the day and we were the only 4 which made the experience even more personal. This is a great company and we are glad we chose to fly with them. If you are looking to parasail in Key West, I highly recommend them!! Thanks for the great flight!!!

September 30, 2018