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
(45 Ratings)
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Sugene_b
May 22, 2026
Joey is awesome. He made... - Joey is awesome. He made the experience really fun! We were a bit scared but they made us feel safe. Try it out.
Review provided by Viator
Dallas_m
May 14, 2026
Had an excellent... - Had an excellent experience parasailing in Key West. Friendly crew & they took great care of us. One of the passengers on our tour had an unplanned water landing & the crew was very calm, reassuring, patient & handled the situation perfectly.
Review provided by Viator
Jill
May 10, 2026
An Amazing Adventure - We had never been parasailing before and we are senior citizens. Login and Joey were our captain and crew chief. Both were professional, fun and so helpful. We would go with them again in a heartbeat 💜💜
Review provided by Tripadvisor
Q3232knannao
Mar 26, 2026
Awesome morning parasailing as a family! - Timely, courteous, safe, overall great experience. Logan and Joey were awesome hosts.
Review provided by Tripadvisor
Melinda_b
Mar 24, 2026
Worth the money. Was on... - Worth the money. Was on my bucket list. So pretty to see the island from a different perspective. Highly recommended
Review provided by Viator
Charmell_d
Jan 11, 2026
Amazing life changing experience - The crew was very knowledgeable, educating, professional, friendly, they went beyond the call of duty to provide an exceptional experience. It nice to work with someone who loves what they do. I would love ❤️ to experience this again with this same crew they were all amazing. Thank you for hiring such great employees
Review provided by Viator
Madison
Jan 6, 2026
Best parasailing trip - Best parasailing trip we’ve ever done. Crew was super fun, and the flight was so amazing! Logan and cannon were amazing!
Review provided by Tripadvisor
Kimberly_g
Dec 22, 2025
Great excursion! - The crew was friendly and attentive, making sure we were comfortable with the experience. This was a wonderful way to spend an hour in Key West, and the views from the air were amazing! We wholeheartedly recommend this experience and crew!
Review provided by Viator
27peifenh
Dec 11, 2025
Excellent parasailing experience - We booked parasailing activity with Sunset water sports. Sean and Logan was our captain and photographer. We had a great experience and it was very safe. They asked us how wet do we want to get before going up to the air and it was a lot of fun. The weather was perfect and we got a little extra time to stay in the air. Highly recommend parasailing with Sunset water sports!!
Review provided by Tripadvisor
Tlenajade
Dec 7, 2025
Exceptional and Affordable - This was my first time parasailing at 58, and Rachel and Logan were excellent. I went to their Smathers Beach location, which is a quiet beach good for families about 15 minutes by car from downtown. The experience was much smoother and more comfortable than I expected, and the sights and sensation of flying was incredible. I did the 5 pm departure, and got some amazing views of the sunset, including the fabled green flash! Logan’s pictures were awesome, so budget in $30 for all your digital photos.
Review provided by Tripadvisor
From $60
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).