Parasailing over the Historic Key West Seaport
Recommended by 90% of travelers
Badge of Excellence
Key West, USA
- 1 hour (approx.)
- Mobile ticket
- Offered in: English
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Overview
Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.
- Invigorating parasailing experience over Key West Seaport
- This activity is available for singles, doubles, and triples
- Convenient departure point at Sunset Watersports booth at the port
- Multiple tour times so you can easily add this activity to your schedule
What's Included
- Parasail Ride
- Gratuities
- Professional photo package of the experience available for purchase
Meeting and Pickup
Meeting point
- 201 William St, Key West, FL 33040, USA
End point
This activity ends back at the meeting point.What To Expect
1
Sunset Watersports
2
Key West Historic Seaport
3
Florida Keys National Marine Sanctuary
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Not wheelchair accessible
- Not recommended for travelers with back problems
- No heart problems or other serious medical conditions
- Most travelers can participate
- This tour/activity will have a maximum of 12 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Glenn_C
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!!
Reviews
4.6
based on 214 reviews
Joy_B, Mar 2026
Logan 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!
Tracie_S, Mar 2026
Mixed 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.
Debra_K, Feb 2026
Wade & 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
Response from Host, Feb 2026
Thank you so much for the incredible review, Deb!
We’re thrilled Wade and Ian made your time “up above” so much fun and kept everyone excited and relaxed. We’ll be sure to share your kind words with them.
Thank you for booking the sandbar excursion too, and for recommending Sunset Watersports as the best around — that means everything to us. We can’t wait to welcome you and Keith back again soon!
Felice_R, Jan 2026
It’s a lot of fun and anyone can do it! Ian and Joey were great and the photos they took were priceless
Response from Host, Jan 2026
Thank you for the great review! We’re so happy you had such a fun time and that Ian and Joey made it extra special — and we love that the photos were priceless! 😊📸 Hope to see you again soon! 🌊
Yuxuan_Z, Jan 2026
It was a fantastic experience, and I would absolutely recommend it to friends visiting Key West, FL. :)
Response from Host, Jan 2026
Hi Yuxuan, thank you so much for sharing your great experience, we hope to see you on your next adventure.
Glenn_C, Jan 2026
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!!
Response from Host, Jan 2026
Hi Glenn, sounds like you had a blast, we appreciate your five-star review.
Timothy_P, Jan 2026
Both were Amazinggg. Would definitely recommend to everyone. The pictures came out amazing. The energy and music was a plus.
Tammy_T, Dec 2025
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.
Amy_R, Dec 2025
Wyatt and his first mate (forgot his name) were great and the pictures they took made a great memory
Lesley_A, Dec 2025
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!
From $49.95
per personup to 24 hours before the experience starts (local time)
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Parasailing over the Historic Key West Seaport
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