Parasailing over the Historic Key West Seaport
Overview
Available languages
1 hour
Mobile ticket
Parasailing at in Key West Fl at the Key West bight
Fly high over the Key West Seaport as you parasail from State of the art parasail boats
All crews Licensed and insured
Additional Info
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Soar high above Key West and get breathless views of paradise. Offering the longest flight time in Key West, averaging 8-15minutes with up to an hour on the boat. Come with us as we fly you the highest on the island. Sunset Watersports is Florida's original parasailing company. We have been parasailing for over 36 years of local parasailing experience. Join us on a breath-taking parasailing adventure over the historic Key West seaport. Come get a birds eye view of one of the most beautiful sides of the island. You will be greeted by our friendly staff and climb aboard out state of the art parasail boats. Our crew will get you all geared up and gently lift off. Keeps your eyes peeled while you are floating high above the island as our aquatic friends swim below. Our captain will even dip your toes in the water if you would like, just ask. We offer an amazing photo package on the boat, just ask our crew. You can even bring your own Go-Pro or camera too, so you don't miss capturing even one second of the excitement. Join Key West's Original Watersports Company, Sunset Watersports, for this amazing parasailing adventure.
What‘s Included
Parasail Ride
Gratuities
Professional photo package of the experience available for purchase
Options
Parasailing Flight Times
Reviews
218 reviews
Total reviews and rating from Viator & Tripadvisor
Parasailing
Karis C,Apr 2, 2026
- Review from Viator
5.00Sunset Watersports was a great company to deal with. It was a great experience over all. Would definitely recommend!
Key West Parasailing
Joy B,Mar 27, 2026
- Review from Viator
5.00Logan and Wyatt took care of us from start to finish- explained the entire process and made us all really comfortable - Logan’s music choice were great!
Mixed
Tracie S,Mar 27, 2026
- Review from Viator
3.00Mixed Experience - guys were nice enough. Music was ridiculously loud. Love turned up music, but there is a limit. The mate was more interested in selling us pictures and taking pictures during the trip; he was running around like a chicken with his head cut off the entire time, taking pictures and trying to manage everything else. I bent down to put stuff under the seat and smacked me in the nose and didn't even realize it. I think he should focus on the safety of what is going on. And they went around in pretty tight circles with the boat ride, they didn't go straight much - different than other experiences parasailing - a little sickening for the wife. It was beautiful out, and everything was safe, but if something went wrong, there were plenty of distractions to divert their attention. Also, they told us to arrive 45 minutes early, and then at check-in they were like, "Why are u here so early?" And then we had to sign more paperwork on the boat after being so early. And while we waited, there were no benches on the dock to sit, when they told u to get there 45 minutes early.
Fun in the sun!
Debra K,Feb 26, 2026
- Review from Viator
5.00Wade & Ian were absolutely the best to get the most out of your time up above! It was super..needs more than 5 stars!! Lived the music! They got everyone excited and relaxed when it came thier turn..had 7 couples 9n the boat and No One backed out ! DEFINITELY will book with guys we also booked the sandbags excursion..Deb & Keith (my oldest son side kick) Absolutely give Sunset water sport a try..Best Around!! Deb
Great trip with minor negative comment
Jean-ClaudeSTL,Feb 21, 2026
- Review from Tripadvisor
4.00The parasailing was great. The crew was efficient and clearly knew what they were doing. This was my 4th time parasailing and it was a great experience. My only negative comment is that they were rather pushy trying to sell the photo package and requesting tips. I don't know what part of the price we paid goes to the crew, but this was the most agressive push for tips that I have encountered.
It’s a lot of fun and...
Felice R,Jan 16, 2026
- Review from Viator
5.00It’s a lot of fun and anyone can do it! Ian and Joey were great and the photos they took were priceless
It was a fantastic...
Yuxuan Z,Jan 7, 2026
- Review from Viator
5.00It was a fantastic experience, and I would absolutely recommend it to friends visiting Key West, FL. :)
Amazing experience!!
Glenn C,Jan 7, 2026
- Review from Viator
5.00Take the trip even if you are afraid of heights! Everything about the trip was FUN!! The boat ride was fun! The guys were fun! The parasailing was fun! And the music was fun!! You won’t regret it!!
Review
Timothy P,Jan 4, 2026
- Review from Viator
5.00Both were Amazinggg. Would definitely recommend to everyone. The pictures came out amazing. The energy and music was a plus.
Amazing morning!
Tammy T,Dec 31, 2025
- Review from Viator
5.00My Hunny and I booked for a10am morning parasailing adventure. His first time, and a little afraid of heights, I have a “flying every chance I get” bug 😁 We went out on a perfect day for parasailing.. little breeze, warm enough outside. The 2 guy crew couldn’t have done more to bake everyone on the boat feel comfortable and safe and have a great time. We bought the photo package and they turned out fantastic! My hunny said he couldn’t believe how much he enjoyed it- so peaceful. Will be coming back to sunset again when we come back to KW.
From US$49.95
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Operated by Sunset Watersports