Sunset Watersports Key West: Parasailing Experiences

The original parasail company in Key West, Florida! See all new equipment & over 5,000 5 star reviews for parasailing. Enjoy the great parasail ride over the famous Key West Bight or from Smathers Beach.

Do It All With Parasail & Lunch:
Prepare for the ultimate day of fun with our Do It All Watersports Adventure—the most action-packed watersports combo in Key West! This all-in-one experience lets you enjoy 11 thrilling activities, including jet skiing, snorkeling, banana boat rides, kayaking, inflatable water toys, and even parasailing for breathtaking views of the island. Spend hours playing on the water, soaking up the sun, and creating unforgettable memories with friends and family. When it’s time for a break, enjoy a freshly prepared grilled lunch featuring BBQ pork sandwiches, hot dogs, chicken nuggets, potato salad, French fries, and more, all made daily in our onboard kitchen. After lunch, relax on the spacious upper sun deck, where you can bask in the warmth of the Key West sunshine. Wrap up your adventure with unlimited draft beer on the scenic ride back. This tour offers unbeatable value and is the perfect way to experience everything Key West has to offer.

Parasailing - Downtown Seaport:
Take your Key West experience to new heights with our parasailing adventure at the Downtown Seaport. As Key West’s oldest parasailing company, we’ve been delivering safe and exhilarating flights for over 35 years. Step aboard our state-of-the-art boats, where you’ll be greeted by our experienced crew and captain. Once in the air, you’ll soar high above the sparkling waters, enjoying panoramic views of Key West, the surrounding islands, and the endless horizon. Feel the thrill of flying as the gentle sea breeze carries you through the sky. With safety as our top priority, you can relax and fully enjoy this once-in-a-lifetime experience.

Parasailing - Smathers Beach:
Experience the excitement of parasailing at Smathers Beach, Key West’s largest public beach. Backed by over 35 years of experience, our team ensures your parasailing adventure is both thrilling and safe. Relax as our crew guides you through the process and raises you into the sky. From high above, you’ll enjoy unparalleled views of Key West’s turquoise waters, sandy beaches, and lush landscapes. Whether you’re seeking a heart-pounding thrill or a peaceful escape, this parasailing experience is sure to leave you with lasting memories of your time in Key West.

 Smathers Beach Day Pass w. Parasail:
Make the most of your day at Smathers Beach with our all-inclusive Day Pass. Access a variety of water activities, including paddle boarding, kayaking, and sailing on Hobie cats. Explore the clear, calm waters of the Atlantic coast or simply relax on the beach and soak up the sun. For an added adventure, take to the skies with an optional parasailing experience and enjoy breathtaking views of the island from above. Multiple food vendors are available to keep you fueled throughout the day. Perfect for families, couples, and solo travelers, this pass offers endless opportunities for fun and relaxation at Key West’s most popular beach.