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1 hour
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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
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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.
Parasail Ride
Gratuities
Professional photo package of the experience available for purchase
210 reviews
Total reviews and rating from Viator & Tripadvisor
Felice R,,Jan 16, 2026
- Review from Viator
It’s a lot of fun and anyone can do it! Ian and Joey were great and the photos they took were priceless
Yuxuan Z,,Jan 7, 2026
- Review from Viator
It was a fantastic experience, and I would absolutely recommend it to friends visiting Key West, FL. :)
Glenn C,,Jan 7, 2026
- Review from Viator
Take 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!!
Timothy P,,Jan 4, 2026
- Review from Viator
Both were Amazinggg. Would definitely recommend to everyone. The pictures came out amazing. The energy and music was a plus.
Tammy T,,Dec 31, 2025
- Review from Viator
My 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.
875simony,,Dec 30, 2025
- Review from Tripadvisor
The checkin went smoothly and the overall experience was great. The instructions asked you to arrive at least 30 minutes before, but in reality, you don't need to rush.
Amy R,,Dec 28, 2025
- Review from Viator
Wyatt and his first mate (forgot his name) were great and the pictures they took made a great memory
Lesley A,,Dec 28, 2025
- Review from Viator
We had such a fun time! Joseph and Ian know what they are doing. There were 12 people on the boat, it ran to time and everyone got a good amount of time parasailing (around 8 mins each). Highly recommend!
karamuking02,,Nov 26, 2025
- Review from Viator
I don’t know how to swim, however you don’t need to know how to swim…. Grateful experience! I will definitely try it again
Christopher W,,Nov 24, 2025
- Review from Viator
They open at 8 and the pricing is different for different times. The Logan’s were great. They explained how the flights would work and asked if we wanted to touch the water. It was such a neat experience and we would love to do it again. We heartily recommend this experience!



Operated by Sunset Watersports