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Parasailing - Downtown Key West
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Parasailing - Downtown Key West

4.9(8 reviews)
1 hour(s)
English
Skip the line
Key West, United States

Soar high above Key West waters for panoramic island views

Smooth takeoff and landing directly from the boat

Flights arranged solo, tandem, or triple for balanced safety

Friendly and professional USCG-certified crew ensuring safety

Price start from

33.13

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This activity is managed by our trusted partner FareHarbor.

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Experience the thrill of parasailing in Key West with a breathtaking flight above the sparkling waters of the famous Key West bight. Operated by one of the oldest and most trusted parasailing companies in the area, this adventure promises safety, comfort, and unforgettable views. Step onto the boat and feel the excitement as the crew prepares you for your flight, while tropical music sets the mood. Once airborne, enjoy a serene yet exhilarating ride, taking in panoramic vistas of the island, the coastline, and the open sea, creating memories that will last a lifetime. Solo or tandem flights are arranged for optimal safety and balance, ensuring a smooth and enjoyable experience for every passenger. The parasail boats are state-of-the-art and Coast Guard certified, guaranteeing a safe and secure ride. The friendly and professional crew provides all necessary safety equipment, including harnesses and life jackets, and guides you through a smooth takeoff and landing directly from the boat. Flight times offer a perfect balance of adventure and leisure, giving you ample opportunity to admire the stunning scenery from above. Optional photo packages are available to capture the magic of your flight, making it a perfect activity for thrill-seekers, families, and anyone looking to experience Key West from a unique perspective.

Tandem, or triple flights available

Soar up to three hundred feet in the air for stunning panoramic views

Smooth takeoff and landing directly from the boat

Parasail ride

Friendly, professional, and USCG-certified crew

All safety equipment

Photo packages available

Daily departures from multiple Key West locations

Gratuities

Sunglasses & sunscreen

People afraid of heights
Travelers with Limited mobility impairments
Travelers prone to seasickness
Travelers with aquaphobia
Children under 5 years
Families with children
Groups of friends
Seniors and mature travelers
Physically fit travelers
Solo travelers
Photography lovers
Couples
Adventure seekers

Minimum age requirement of five years to join

Wear comfortable clothes and shoes

Keep personal essentials

Confirmation will be received at time of booking

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Activity Provider: Sunset Watersports

Customer Reviews

8 reviews
4.9
based on 8 reviews
S

Samantha

November 21, 2025
Google

We had a fabulous time! Capt John, Caroline and Maggie were great. Our tour group was small which I appreciated, lots of room on the boat. The floating lily pad was perfect yesterday. We also saw more dolphins up close here than weve seen in any other tours taken. 10/10 Highly recommend! Only suggestion would be more pool noodles or floating chairs, especially with a bigger crowd.

J

Juanda

November 21, 2025
Google

What an amazing experience. The food was great, music was fun. The crew was professional and helpful and we got the best sunset picture! Had a second putting with the All in one group. Jet skiing, parasailing, and water toys. We couldn’t be happier with our time there and the crew. Whether off the boat or on, they made sure we were safe and all our needs were met! Thank you for fun!

R

Reddy

November 13, 2025
Google

Worth every penny! We had an amazing experience—got to see both a rainbow and a beautiful sunset. We booked our tickets through Groupon, and it cost around $130 per jetski, which is definitely one of the best deals in Key West. We were complete beginners, but the guides were excellent. Their communication, guidance, and patience helped us go from beginners to riding at a confident moderate level. The jetskis were in great condition, and we even hit a top speed of 45 mph! Overall, highly recommended for anyone visiting Key West. An unforgettable adventure!

C

Chris

October 31, 2025
Google

A really enjoyable sunset cruise experience! The crew was fantastic—so friendly, welcoming, and attentive. Because the boat wasn't crowded, the drink service was prompt and easy, which was a huge plus for relaxation. The absolute highlight of the trip was definitely seeing dolphins playing in the water as the sun went down; it made the entire outing memorable. My only critique is that the complimentary food provided was quite mediocre. However, the great service and the spectacular view are definitely worth it. A wonderful cruise overall! Book on their website for best price. Less than getyourguide or viator.

J

Jane

October 23, 2025
Google

⭐️⭐️⭐️⭐️⭐️ An Unforgettable Experience! We did the Do It All Day Adventure with Sunset Watersports, and it was absolutely amazing! As someone who loves to try everything, this was perfect, we got to go parasailing, ride the banana boat, jet ski, paddleboard, and snorkel all in one trip. The staff were super friendly, entertaining, and made sure everyone was safe while having the best time. The whole experience lasted about 6 hours, and lunch was included and they offer you drinks after all the activities , which was a nice touch. It was also our 5-year anniversary, and it couldn’t have been a better way to celebrate! We went at a great time there were only a few people, so it felt like we had the whole boat to ourselves. We definitely plan on coming back to do it again. If you’re visiting Key West and love adventure, this is a must-try! Check out our videos to see how incredible it was! 🌞🚤

T

Taner

July 15, 2025
GetYourGuide

The guys are awesome 🤩 It was really something special 😃 I can highly recommend it 👍🏻 We love it The guys from Germany 🙂

S

Sherilan

July 6, 2025
GetYourGuide

If there was a rating above "excellent", I would use it. This crew went above and beyond to make sure we had a great time. I wish I could remember their names!

G

GetYourGuide

June 21, 2025
GetYourGuide

It was a wonderful experience.

Explore More Parasailing - Downtown Key West
Explore More Parasailing - Downtown Key West
Explore More Parasailing - Downtown Key West
Explore More Parasailing - Downtown Key West
+1
Day In a City

Explore More Parasailing - Downtown Key West

Discover the wonders of Key West, United States with this unforgettable experience. Experience the thrill of parasailing in Key West with a breathtaking flight above the sparkling waters of the famous Key West bight. Operated by one of the oldest and most trusted parasailing companies in the area, this adventure promises safety, comfort, and unforgettable views. Step onto the b...