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: 1 hour
Cancellation: 24 hours
Highlights
  • 201 William St - Embark on an exhilarating parasailing adventure above the stunning paradise of Key West. Offering the longest flight time in Key West and up to an hour on the boat, this experience promises to take your adventure to new heights. As Florida’s original parasailing company with over 39 years of local expertise, we are dedicated to…
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
201 William St
William Street
Check-in at our booth conveniently located at 201 William St Key West in the Historic Seaport. 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
4.8
(31 Ratings)
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Tracy_k
Sep 22, 2025
Awesome!! - It is so much fun. I went with my 83 yr old mom and she loved it!! The boat was full but we felt safe. Very upbeat, they took pictures and did an awesome job. Great experience!
Review provided by Viator
Rhina_a
Aug 11, 2025
Soaring! - Wow, what an incredible experience. My partner and I had a blast and were so grateful to have received such great service. Our group laughed, whooped, and vibed to the captain's music. We were initially a bit nervous as this was our first time, but felt welcomed and safe throughout. We purchased the photo package, which included a video, and will cherish these memories forever.
Review provided by Viator
Meganhm2027wj
Aug 1, 2025
Parasailing - First time parasailing. It was a blast. Wyatt and Taylor were great! The view was beautiful, I could have stayed up there for hours.
Review provided by Tripadvisor
Jeremykb8677gz
Jul 30, 2025
Couldn't have been a better trip, Tyler & Whyatt out did themselves - We had a blast on our parasailing excursion today with sunset watersports. Tyler and Whyatt were the best; if your in key west, it's a must do! Highly recommend
Review provided by Tripadvisor
343marcyp
Jul 15, 2025
Fabulous Parasailing Adventure - So much FUN! Haven't gone parasailing in over 20 years and felt like a kid again! The crew was friendly, professional and made us feel at ease from start to finish. The views were breathtaking! It was the perfect mix of thrilling and peaceful. Highly recommend to anyone looking to add a little adventure to their Key West trip! Also--for an extra fee the crew will take photos of your flight. Totally worth it! We got some great shots!
Review provided by Tripadvisor
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
Toni_d
Jul 31, 2025
Not very helpful - While the parasailing and captains were great, the rest leaves a lot to be desired. First we were sent to the wrong dock and the boat we were supposed to be on had to turn around and come back for us. Then I paid $60 for the picture package that was supposed to be sent to my phone and when I got back to the hotel they weren’t there. I called to just get my money back and felt blown off. Would recommend the staff on the boat but not much else!
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).