Boats that once worked the harbors of Massachusetts now drifted across Florida’s lakes, repurposed for pleasure and exploration. Wealthy winter visitors from the Northeast brought their sailing traditions with them, introducing the catboat’s design to Florida’s boatbuilders.
These craftsmen quickly recognized the boat’s suitability for Florida’s environment. The flat-bottomed hull was perfect for shallow waters, while the wide beam provided stability against sudden gusts of wind common in subtropical climates.
Over the decades, catboats became part of Florida’s recreational boating culture—appearing in yacht clubs, regattas, and private collections. Yet it would take another century for the humble catboat to become the centerpiece of a unique adventure experience in Kissimmee.
3. Kissimmee and the Legacy of Lake Toho
Kissimmee’s connection to water runs deep. Situated in Osceola County, this historic town grew alongside Lake Tohopekaliga, the largest lake in the Kissimmee Chain of Lakes. The lake spans over 18,000 acres and has long been central to the community’s identity—first as a fishing and transport hub, and later as a center for tourism and wildlife observation.
The name “Tohopekaliga” comes from the Creek Indian language, meaning “we will gather together here,” reflecting the lake’s role as a meeting place for both humans and nature.
In the 19th century, Kissimmee’s waterways served as transportation routes for settlers and traders. Steamboats carried cargo and passengers down the Kissimmee River toward Lake Okeechobee, connecting Central Florida to the Gulf Coast. The arrival of the railroad shifted economic activity away from waterborne trade, but the lakes remained vital for recreation and fishing.
As tourism developed in the 20th century, Lake Toho became known for its world-class bass fishing and scenic beauty. Yet, despite its allure, few ventures offered a way to explore the lake through sailing—until the rise of Catboat Adventures. shutdown123