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Conch Republic Parasailing

Parasail in Key West, Florida

Conch Republic Parasailing

Parasail in Key West, Florida


Premier Key West Parasailing

Want A Discount?


Book the 9am Downtown or Smathers Beach parasailing trip for an early bird discount!

The Best Parasailing In Key West!

If you’re looking for a great parasail ride, let us take you up over the famous Key West Bight. We’re proud to offer the newest equipment and most experienced crew. We use state-of-the-art boats and the best equipment available.

Fly high above the island and get a one-of-a-kind view of the crystal clear waters. Float high above the sea and see all of the other charter boats, cruise ships, resorts, and so much more!

Why Choose Us

Licensed Captains

You’re in good hands! Our parasail boats are captained by fully licensed US Coast Guard captains.


We’ve been parasailing in Key West for over 35 years! Our parasail ride operators are the best in Key West.

The Best Equipment

Our boats are all fully insured and equipped with the best, newest equipment for our flyers!


We’ll help you remember your parasail ride forever with digital video and pictures!

3,400+ 5-Star Reviews From Guests!

Loved It

Parasailing yesterday with Wyatt and Sean was amazing. So personable and patient! Will visit them to parasail every time we are in the Keys. Thanks guys!

– Jojo H. | Tripadvisor
So Much Fun!

The Do It All package was worth every penny! We had an amazing time. The crew was wonderful, friendly and made the experience a blast. The parasailing and the banana boat were my favorite. I’m so glad we did this!

– Jodi B. | Tripadvisor
Great Day

This was an awesome day of fun! The parasail guys were great. They made us totally comfortable and the view was gorgeous from up in the air. We spent all day and it was fantastic!

– Phyllis K. | Tripadvisor
Vacation Highlight

Matt and Miles prevailed in their job with FLYING colors... kept it real, were professional, great music, and buckled down and put their work ethic on show during our parasail ride. We loved it!

– Jbird | Tripadvisor
Family Fun

We did Parasailing with Sunset Watersports at Smathers Beach. Nobody in my family had ever parasailed before, but both Miles and Tyler made us feel very comfortable. We all had a very enjoyable time!

– KL W. | Tripadvisor
A Must Do

Matt and Jake were great tour guides, the pictures were amazing. The atmosphere was fun and energetic. They were very friendly and personable, and we cannot wait to go out with them next year when we return!

– Daniel S. | Tripadvisor
Unique & Exciting Adventure

The 2-man crew did an amazing job as we parasailed near Key West. We went on the 9 am trip and my family loved it! We booked a snorkel trip with Sunset Water Sports and we are excited to go!

– RDL | Tripadvisor