Key West Parasailing: Ideal For Cruise Ship & Downtown Guests

Recommended by 93% of travelers

Badge of Excellence

Key West, USA

Great choice

10+ bookings last month.

1 hour (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

4.8

· 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!

· 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.

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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

Florida Keys National Marine Sanctuary

A & B Marina

Key West

Opal Spa - Sunset Key Cottages

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

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

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 42 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Worth the money. Was on...

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!

Amazing life changing experience

Charmell_D, Jan 2026

Great excursion!

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.

Rude, crude and socially unacceptable

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.

Awesome!!

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.

Soaring!

Rhina_A, Aug 2025

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!

Not very helpful

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!

Very fun and the crew is...

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!

The guys were all super...

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!

Parasailing for anyone!

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!

Great time!

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.

Best excursion on our...

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!

Awesome Experience

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.

Another thing off the bucket list

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.

Key West Fun!!!!

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!!!!