Key West's Original Parasailing Company

Parasail Special

Key West's Original Parasailing Company

Departs: 9am 

Highlights: State Of The Art Equipment & Parasail Boats, Highest & Longest Flights

Location: 201 Williams St Key West FL

Book Direct Lowest Price Guaranteed

Departure Time: 9am

Includes: State Of The Art Equipment & Parasail Boats, Highest & Longest Flight Times

Key West’s Best Parasail Deal

Come soar high into the clouds with Key West’s original watersports company and Florida’s first parasail company. We fly the highest and longest. Enjoy this special earlybird discount on one of Key West’s favorite activities. Parasailing in paradise with Sunset Watersports. We leave from 201 Williams St Key West Florida. Check in a minimum of 30 minutes early.

Book direct with us and enjoy our Lowest Price Guarantee.

201 Williams St Key West FL 33040 (Google Map)

Please check in 40 minutes prior to departure.

Sunset Watersports Key West, Florida  Parasail Specials

9 am parasail rides for only $45 at Key West Seaport. Fly single, tandem or triple (depending on weight, 500lb collective weight limite). Our state of the art parasail boats will give you the best parasail ride in Key West. We have been parasailing in Key West for over 35 years and are the first parasail operation in Florida.

Best Deal

Book Now $45

Why Book With Us?

  • LOWEST Prices Guaranteed
  • Over 35 Years In Key West
  • Award Winning Watersport Company

Book Online or Call 855-378-6386

Key West Parasailing Photos

Key West Parasailing Video

Frequently Asked Parasail Questions

How long is the ride?

We are proud to offer the island’s longest parasail flights. You will be on the boat for around an hour, based on the amount of passangers. 

Can I bring a camera up with me?

Absolutely! Our parasail crew offer great parasailing photo packages on the trip as well. Highly recommended!

Can 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.

You might also like…

$139 Do It All w/ Parasail


  • 13 Watersport Activities
  • Parasailing, Jetskis, Snorkeling
  • Grilled Lunch
  • Draft Beer On The Ride In

$59 Sunset Dinner Cruise


  • 2hr Sunset Dinner Cruise
  • Open Well Bar with Mixed Drinks, Draft Beer & Wine
  • Live Music
  • Tropical Food Buffet

$64 Sunset Dolphin


  • 3hr Cruise
  • Reef Snorkeling
  • Dolphin Watch Cruise
  • Unlimited Draft Beer when done with Snorkeling

Do you like discounts & deals?

Of course you do! Sign up today to get EXCLUSIVE discounts & deals



In Response To COVID-19

Our commitment to you: We are all in uncharted territory right now, we will continue to monitor the COVID-19 situation & implement procedures as directed. We already have made company adjustments to ensure our safety & cleanliness measures remain the strongest in our industry. With that said we have currently closed operations in accordance with city, county & state regulations until April 15th. Our office remains open to assist with any questions & future bookings. We look forward to speaking with you 305-296-2554.  

For up to date information on our trips & tours please subscribe below.

You have Successfully Subscribed!