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Key West Parasail

Departs: Hourly from 9-6pm

9am Special $45
Single Flight $50

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

Location: 201 Williams St Key West FL

Book Direct Lowest Price Guarantee

Departure Time: Hourly from 9am to 6pm

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

Key West Parasailing with Sunset Watersports in Key West, Florida
Sunset Watersports is the oldest parasailing company in Key West, Florida.  If you are looking for a great parasail ride let us take you up over the famous Key West bight. We use state of the art boats and use the best equipment available. All of Sunset Watersports fleet of parasail boats are all coast guard inspected and certified. Nothing but the newest & the best equipment for our flyers.

Now With 2 Locations

1. Historic Seaport – Fly high above the island and get a one of a kind view of the Historic Seaport. Float high above the sea as you get to see all of the other charter boats, cruise ships, resorts & much more.

2. Smathers Beach – Fly high above Smathers Beach and get a unique view of the south side of the island. You will float high in the air as you get to see the crystal clear beach waters, shallow water reef, marine life, kayakers & much more.

Our crew offer a professional picture package that can be loaded directly to your phone on the boat. Let Sunset Watersports show you a great time with a Key West Parasail ride.

Book direct with us and enjoy our Lowest Price Guarantee.

Key West Parasailing

201 Williams St Key West FL 33040 (Google Map)
Please check in 30 minutes prior to departure.

1. Historic Seaport Location

2. Smathers Beach Location

Key West Parasailing With Sunset Watersports in Key West, Florida

Join Sunset Watersports, Key West’s Original Watersports Company and Florida’s 1st Parasailing Company for the best parasailing trip in Key West.

We have been parasailing in Key West for over 35 years. With more parasail trips than any other company we are proud to offer the safest and most experienced trips.

Sunset Watersports is the only Key West parasail company with multiple locations and state of the art boats. Step easily from the dock onto our boat as you are greeted by our crew and captain. Enjoy tropical music as we cruise on out to the crystal clear Key West waters. Our crew will seat you safely in the parasail harness and slowly raise you in the air, flying you high above Key West, gaining a birds eye view.

Key West Parasailing With Sunset Watersports in Key West, Florida

Join Sunset Watersports, Key West’s Original Watersports Company and Florida’s 1st Parasailing Company for the best parasailing trip in Key West.

We have been parasailing in Key West for over 35 years. With more parasail trips than any other company we are proud to offer the safest and most experienced trips.

Sunset Watersports is the only Key West parasail company with multiple locations and state of the art boats. Step easily from the dock onto our boat as you are greeted by our crew and captain. Enjoy tropical music as we cruise on out to the crystal clear Key West waters. Our crew will seat you safetly in the parasail harness and slowly raise you in the air, flying you high above Key West, gaining a birds eye view.

Best Deal

Book 9am Special $45

Book Smathers Beach $50

Book Historic Seaport $50

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 Parasail Photos

Key West Parasailing Video

Frequently Asked Questions

How 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 the longest flight times in Key West. 

Can I bring a camera up with me?

Yes you can, however our parasail crew offers an amazing & professional photo package on the boat

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.

Is there a weight limit?

Yup, we can fly up to 3 passengers with a collective weight of under 500 lbs. Don’t worry we fly single, tandem or triple parasail flights.

You might also like

$40 Sunset Cruise

Includes:

  • 2hr Sunset Cruise
  • Unlimited Draft Beer
  • Live Music
  • Amazing Views

$49 Sunset Sip & Sail

Includes:

  • 2hr Sunset Sail
  • Open Well Bar with Mixed Drinks, Draft Beer & Wine
  • Live Music
  • Great Appetizers

$59 Dinner Cruise

Includes:

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

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