The Sunset Watersports Story:
A Legacy of Innovation
In 1984, a bold new venture took shape in the Florida Keys as Sunset Watersports opened its doors. As pioneers in the watersports industry, they introduced parasailing to South Florida, making waves as the first company to offer this thrilling experience. It all began with a single boat and a vision, driven by the determination of the owner, who risked it all to bring an exciting new activity to an emerging destination. In those early days, the owner would sleep on the parasail boat, embodying the spirit of adventure that would define the company’s journey. As operations grew, they moved to a bus, marking the start of a long tradition of innovation.
Sunset Watersports has been at the forefront of the watersports industry in Key West for 40 years, constantly evolving and setting new standards. Their influence extends beyond offering memorable experiences; they were instrumental in developing much of the equipment and procedures used in parasailing today, as one of the first companies to bring this activity to the United States.
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Shaping Key West's Watersport Industry Since The 1980S
Key West's Original Parasailing Tour Operator
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Sunset Watersports also revolutionized the local tourism industry with their innovative “Do It All” package. Conceived over 25 years ago to provide entertainment on windy days when most activities were shut down, this package has grown into an award-winning 6-hour adventure. The trip includes a thrilling array of activities like jet skiing, parasailing, snorkeling, and banana boat rides, complemented by food and drinks. The “Do It All” package ensures guests experience the best of Key West in one comprehensive excursion, a concept that has since been widely adopted by other providers.
The Original Key West Do It All - 1980S
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Smathers Beach - 1989
In a time when corporate buyouts are reshaping the industry, Sunset Watersports remains a rare gem as the first and last major watersports company in the Florida Keys that is still family-owned and operated. This independence allows them to maintain a personal touch and a deep commitment to the local community and their guests.
As Sunset Watersports celebrates 40 years of innovation, they continue to lead the watersports industry in the Florida Keys, driven by a passion for creating unparalleled experiences. Their story is one of continuous improvement, dedication, and a love for the watersports that make Key West a beloved destination.
Sunset Watersports Archival Photo Gallery
Island Party, Sunset Watersports 1980S
Key West Original Jet Ski Tours - 1980S
Old School Parasail Flight - 1980S
Old School Sunset On Smathers Beach
The Original All Day Key West Adventure
Parasailing In The 1980S In Key West Florida
Parasailing Key West - 1984
1980S Parasail Platform In The Florida Keys
Parasail Platform In The 1980S
Smathers Beach Original Beach Pass, 1980S
Parasailing In Key West Since The 1980S
Key West Smathers Beach Pass - 1980S
Sunset Watersports Then Vs. Now
Parasail
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Jet Ski
Our company made history in Key West in 1985 by becoming the first to offer jet ski rentals, launching this service at Smathers Beach. At that time, we were already well-established with popular activities like parasailing, kayaking, and windsurfing.
The introduction of jet skis was a natural progression to expand our offerings and provide even more thrilling ways for visitors to enjoy the waters of Key West.
Do It All
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