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
204 reviews
Total reviews and rating from Viator & Tripadvisor
Great job
Amy R,,Dec 28, 2025
- Review from Viator
5.00Wyatt and his first mate (forgot his name) were great and the pictures they took made a great memory
Great experience!
Lesley A,,Dec 28, 2025
- Review from Viator
5.00We 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!
Mz.Picitup
karamuking02,,Nov 26, 2025
- Review from Viator
5.00I don’t know how to swim, however you don’t need to know how to swim…. Grateful experience! I will definitely try it again
Awesome Experience
Christopher W,,Nov 24, 2025
- Review from Viator
5.00They 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!
Outstanding Excursion!
Thomas C,,Nov 19, 2025
- Review from Viator
5.00Our entire excursion, from booking to finding our location to begin our adventure to the parasailing itself was effortless and truly made our vacation. Tyler and Rachel were just the best! Very professional, personable, and gave clear instructions. A great time from start to finish.
Great time
michelle m,,Nov 7, 2025
- Review from Viator
5.00Great adventure. Wyatt and ian were fantastic guides and made our experience even better. Got to see the entire island.
Amazing experience
Lauren F,,Nov 2, 2025
- Review from Viator
5.00Had the best time! Logan was ace and had a fabulous playlist too! The guy taking the pics was also lovely! Possibly Kenny? Would recommend to anyone!
We had the best...
Yolanda T,,Oct 18, 2025
- Review from Viator
5.00We had the best experience Parasailing in Key West. The Parasailing guides were very kind and helpful and even went back to pick up a hat that fell in the water. The experience itself was amazing, Parasailing over beautiful blue water and enjoying the views. Overall it was a very pleasant experience and would recommend.
Great Parasailing!!
Joy N,,Sep 28, 2025
- Review from Viator
5.00We felt very safe with Shaun and Logan They were very friendly and professional and took great care to make sure we felt comfortable, especially the first timers in our group.
Expectations surpassed
Paradise277175,,Sep 26, 2025
- Review from Tripadvisor
5.00The wife and I had a blast with Capt Ian and Wyatt today. Both were very professional and thorough with ensuring we had fun while prioritizing safety. Wyatt also took incredible pics of our experience. Highly recommended. Thank you guys!!
From US$49.95
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Operated by Sunset Watersports