Parasail Adventure: 5-Min Walk from Cruise Port

Maximize your adventure time in Key West with our convenient parasailing, just a 5-minute walk from the cruise ship port.

Duration: 45 minutes
Cancellation: 24 hours
Highlights
  • 642 Front St - Experience the ultimate thrill of soaring high above the picturesque paradise of Key West with our unparalleled parasailing adventure. With the longest flight time in Key West and up to an hour on the boat, we promise to elevate your experience to new heights. As Florida’s original parasailing company with over 39 years of local…
What's Included
  • Nearly 40 Years of Experience – With more parasail trips than any other company
  • State-of-the-Art Equipment – We use top-quality boats and equipment
  • Longest and Highest Parasail Flight in Key West
  • Top-Rated Crew – Fly with our award-winning crew, known for their safety and expertise.
What's Not Included
  • Gratuities
Additional Information

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship port, our spot eliminates the hassle of shuttles and allows you to maximize your time for adventure. Imagine stepping directly off your ship and onto our…

Location
642 Front St
Front Street
Check-in at our booth conveniently located on at 642 Front Street next to the A&B Marina & across the street from The Galleon Resort & Marina. A convenient 5 minute walk from the cruise ship port.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(25 Ratings)
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Michaelci187iz
Jul 3, 2025
Outstanding experience - Great trip with great guides - calm seas and beautiful water. I’d gone 20 years ago. My son was dying to go and loved it. Boat drivers Connor and David were excellent easy to talk to. Connor’s even gave us a great restaurant recommendation after we returned to dock.
Review provided by Tripadvisor
Wesleyk967
Jun 29, 2025
Best experience in key west - Best experience on the island for me! This was a top 5 vacation experience overall! David took amazing pictures and the captain(can’t remember his name) was the best, definitely recommend this for anyone!
Review provided by Tripadvisor
Warrenh135
Jun 27, 2025
Great experience - We couldn't have asked for a better experience. My husband is handicapped and they were so accommodating and made sure the experience was great for him. We saw a shark in the water below us from high in the air. So glad we booked this tour. It was one of the highlights of our trip to Key West.
Review provided by Tripadvisor
L6732kpjeanp
Jun 26, 2025
Parasailing - We loved it! It was a thrilling first time adventure for us! The views were amazing and the feeling exhilarating. Tyler and Dave were an awesome team; they instructed us well and we felt safe at all times. We highly recommend parasailing with Tyler & Dave!
Review provided by Tripadvisor
Steven_p
Jun 21, 2025
Very fun and the crew is... - Very fun and the crew is helpful and fun. Equipment looks well taken care of and the view is amazing.
Review provided by Viator
612hopem
May 27, 2025
Unforgettable trip - The whole experience was amazing, we took a lot of pictures. staff was awesome, activities were fun and the food was great too. definitely planning another trip.
Review provided by Tripadvisor
Taryndipity
May 17, 2025
10/10 - Captain Rachel & Wyatt were amazing! This was our first time parasailing and they were incredibly patient and operated like a well oiled machine. We were incredibly grateful for the photos taken, and for a fair price as well. The entire experience was perfection and we’d absolutely do it again.
Review provided by Tripadvisor
887racheller
May 16, 2025
Wonderful RIDE! - Wyatt and Rachel are an awesome TEAM!!! THEY BRING FUN!! It was for sure an experience i could do all day everyday!!! Go enjoy!
Review provided by Tripadvisor
Marseillearbuckle
Mar 21, 2025
The guys were all super... - The guys were all super friendly and very safety oriented. Greatly enjoyed this not scary at all ;) lol
Review provided by Viator
Elizabeth_g
Jan 21, 2025
Parasailing for anyone! - It was so easy and so much fun! Not scary at all, and the guys are great on the boat. I am so glad at age 65 that I did it and would feel comfortable in twenty years doing it again!
Review provided by Viator
From $50
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).