Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
Recommended by 94% of travelers
Badge of Excellence
Key West, USA
- 1 hour (approx.)
- Mobile ticket
- Offered in: English
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Overview
What's Included
- Longest and Highest Parasail Flight in Key West
- Top-Rated Crew – Fly with our award-winning crew, known for their safety and expertise.
- 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
- Gratuities
Meeting and Pickup
Meeting point
- 201 William St, Key West, FL 33040, USA
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.
End point
This activity ends back at the meeting point.What To Expect
1
Florida Keys National Marine Sanctuary
2
A & B Marina
3
Key West
4
Opal Spa - Sunset Key Cottages
5
Florida Keys
Additional Info
- Confirmation will be received at time of booking
- Not recommended for travelers with back problems
- No heart problems or other serious medical conditions
- Not recommended for pregnant travelers
- Not wheelchair accessible
- 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
Charmell_D
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
Reviews
4.8
based on 53 reviews
Sort by: Most insightful
Brittany_C, Jul 2026
The trip was blast! If this is something you have always wanted to do and you’re a little to scared to do it just book the trip. You won’t regret it!
Response from Host, Jul 2026
Thank you for your fantastic review! We're thrilled to hear you had a blast parasailing with us. We love your encouragement for others to give it a try—it's an unforgettable experience! Thank you for choosing Sunset Watersports, and we hope to see you again for another adventure in Key West!
Lesa_K, Jul 2026
Absolutely a BLAST! Very professional! And the photos are a MUST to buy! Such great, professional pictures! This company and workers are hands down #1!
Response from Host, Jul 2026
Thank you for the amazing review! We're thrilled to hear you had an absolute blast parasailing with us. It's wonderful to know our crew's professionalism stood out and that you loved the photos—they really are a great way to remember the experience! We truly appreciate your kind words and your #1 recommendation. Thank you for choosing Sunset Watersports, and we hope to welcome you back for another unforgettable adventure in Key West!
Sugene_B, May 2026
Joey is awesome. He made the experience really fun! We were a bit scared but they made us feel safe. Try it out.
Response from Host, May 2026
Thank you for the great review! We’re thrilled to hear Joey helped make your parasailing experience so much fun while also making you feel safe and comfortable. It’s completely normal to be a little nervous at first, and we’re so glad our crew helped turn it into an unforgettable adventure. Thanks for the recommendation, and we hope to see you again in Key West soon!
Dallas_M, May 2026
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.
Response from Host, May 2026
Thank you for your kind review! We’re so glad you had an excellent parasailing experience with us in Key West. Our crew takes great pride in keeping everyone safe, comfortable, and having fun, so we truly appreciate your recognition of how they handled the situation. We hope to see you again for another adventure soon!
Melinda_B, Mar 2026
Worth the money. Was on my bucket list. So pretty to see the island from a different perspective. Highly recommended
Response from Host, Mar 2026
Thank you for your wonderful review! We’re so glad we could help you check this off your bucket list and that you enjoyed seeing the island from a new perspective. We really appreciate your recommendation!
Charmell_D, Jan 2026
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
Kimberly_G, Dec 2025
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!
Response from Host, Dec 2025
We are so happy to hear that you all had a great time with us parasailing! Thank you so much for the 5 star review.
Laurie_F, Oct 2025
Do not book. Very rude, paid to change the time and they said it was not paid. I showed them where it had been taken out of my account, they said I must have purchased something else. I didn't.
Tracy_K, Sep 2025
It is so much fun. I went with my 83 yr old mom and she loved it!! The boat was full but we felt safe. Very upbeat, they took pictures and did an awesome job. Great experience!
Response from Host, Sep 2025
Hi Tracy thank you so much for sharing your adventure with us, so glad to know that you and your mom felt safe and were able to enjoy this trip. Hope to see you on your next visit.
Rhina_A, Aug 2025
Wow, what an incredible experience. My partner and I had a blast and were so grateful to have received such great service. Our group laughed, whooped, and vibed to the captain's music. We were initially a bit nervous as this was our first time, but felt welcomed and safe throughout. We purchased the photo package, which included a video, and will cherish these memories forever.
Response from Host, Aug 2025
Thank you! We’re thrilled you had an incredible first-time experience and felt safe and welcomed. Glad you enjoyed the music and photos those memories are priceless!
Toni_D, Jul 2025
While the parasailing and captains were great, the rest leaves a lot to be desired. First we were sent to the wrong dock and the boat we were supposed to be on had to turn around and come back for us. Then I paid $60 for the picture package that was supposed to be sent to my phone and when I got back to the hotel they weren’t there. I called to just get my money back and felt blown off. Would recommend the staff on the boat but not much else!
Steven_P, Jun 2025
Very fun and the crew is helpful and fun. Equipment looks well taken care of and the view is amazing.
Response from Host, Jun 2025
Thank you! We're so glad you had a great time and enjoyed the views. We’ll pass along your kind words to the crew they’ll appreciate it. Hope to see you again soon!
marseillearbuckle, Mar 2025
The guys were all super friendly and very safety oriented. Greatly enjoyed this not scary at all ;) lol
Response from Host, Mar 2025
Thank you for the great feedback! We're glad you felt safe and had a fun time. Hope to see you again for another adventure!
Elizabeth_g, Jan 2025
It was so easy and so much fun! Not scary at all, and the guys are great on the boat. I am so glad at age 65 that I did it and would feel comfortable in twenty years doing it again!
Elizabeth_D, Aug 2024
The water was beautiful and all went smoothly with checking in and getting on the boat. The boat was running a little late, but we all still got our chance to parasail for what felt like a long time.
Emma_B, Jul 2024
Best excursion on our trip! It was small, and the 2 guys running the boat have it down to a science! It was so fun!!
Response from Host, Jul 2024
Thank you for your fantastic review! We're thrilled to hear that you had the best excursion on your trip with us. We take pride in our small, well-run operations and it's great to know you had a fun and enjoyable experience. We appreciate your kind words and hope to see you again soon for more memorable adventures!
Sarah_C, Jul 2024
Sean and Matt were awesome. I bit cheesy but most people love that kind of stuff. Felt a little motion sickness with all the turns but I grew up on a boat so that comes with the territory.
Michelle_E, Jun 2024
I have been wanting to do this for a very long time. The experience was amazing. I would definitely do it again. The captain and co-captain were very informative. Told us exactly what to do to ease my concerns.
Matoyia_T, May 2024
You must try parasailing, it was so fun! Don’t be scared, the experience is very peaceful and they play your favorite music while riding along on the water. It was beautiful!!!!
Response from Host, May 2024
Thanks for the 5 Stars and we are Happy that you had Fun on our Parasailing Trip with us!
From $59.95
per personup to 24 hours before the experience starts (local time)
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Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
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