Christmas in Key West: Book Now!
Christmas in Key West

View our guide to a sunny Christmas in the Florida Keys. Learn More

Early Cyber Week Sale: Save 25%
SALE: Save up to 25%

Rates start at $139/Nt. Book by Dec 1st. Call 855-318-4708. Learn More

SALE: December From $149/Night

Book by December 1st for select December stay dates from $149/nt Book Now

Try a 3BR Villa With Room for Eight
Space Out in a 3-Bedroom Villa

Enjoy 3 en-suite rooms and a living room. Call 877-741-5868. Learn More

TripAdvisor Hall of Fame Winner

Parrot Key receives the Certificate of Excellence for a 5th year! Learn More

View Our New Key West Hotel Video

Unwind at our family-friendly Key West hotel. Call 877-218-5003. View The Video

Book Early for Winter Escapes

Book 21 days in advance to save more. Call 855-791-4460. Learn More

Monthly Travel Tips and Guide

Browse Our Online Planning Calendar or Call 855-318-2766. Learn More

Key West Parasailing

Key West Watersports Activities

Beach Rentals    Boats   /   Dinner Cruise    Sunset Cruise    Dolphin Watch    Do It All   /   Onsite Rentals   /   Parasail    Snorkel   /   View All Activities

Experience the thrill of peacefully floating high above the tropical waters of Key West with this unique parasailing adventure. Ride by yourself, with a friend or even two friends, amid an 8-10 minute air time. All boats are equipped and insured by Sunset Watersports and feature the newest state of the art equipment. Tandem rides are available, along with digital picture packages. The rides are safe, fun, and exciting with a smooth take-off and landing that keeps you dry. This thrill of a lifetime is available every hour on the hour each day, departing from two locations.

Parasail at Smathers Beach in Key West, just a short drive from Parrot Key Resort. Complimentary shuttle service is provided to Smathers Beach from Parrot Key. An alternate parasailing location is offered at 201 William Street.

Note: Parrot Key Resort Super Discounts are available when booking up to 7 days in advance

Call 888-976-0914 to book your accommodations at Parrot Key Resort and learn more about our watersports Super Discounts with Sunset Watersports.

Key West Parasail Pricing

  • Regular Rate: $49
  • Parrot Key Super Discount: $42 (must book 7 days in advance)
  • Tandem Ride: $80