Southwest Florida Trails & Paddling Destinations
Immerse yourself in the natural beauty of the Gulf Coast. Whether you prefer cruising paved coastal pathways on a bicycle or navigating tranquil mangrove tunnels in a kayak, explore our curated collection of the region's top trails and equipment rental outfitters.
Sarasota County
The Legacy Trail
A premier multi-use paved trail stretching over 18 miles from historic downtown Venice to downtown Sarasota. Built along a former railroad corridor, it offers a smooth, scenic, and traffic-free ride through local parks and waterways. Bike rentals sit conveniently adjacent to several Venice trailheads.
Trail Info & Map
Ted Sperling Park Mangroves
Located at the southern tip of Lido Key, this remains Sarasota's most famous paddling destination. Navigate through mesmerizing, shaded mangrove tunnels that open into the expansive Sarasota Bay. Multiple outfitters operate directly from the launch site, offering easy kayak rentals and guided eco-tours.
Park Details
Myakka River State Park
Discover one of Florida's oldest and largest state parks. Paddle the wild and scenic Myakka River, or bike miles of paved roads weaving through vast canopies of ancient live oaks. The park's outpost provides convenient canoe, kayak, and bicycle rentals for an all-day nature escape.
Explore ParkManatee County
Robinson Preserve
A breathtaking coastal preserve featuring pristine waterways and over three miles of paved biking trails. Launch a kayak to explore protected estuarine habitats, or cycle to the observation tower for panoramic views of Tampa Bay. Local outfitters routinely deliver equipment right to the launch.
Preserve Info
Jiggs Landing Preserve
Set along the Braden River and Evers Reservoir, Jiggs Landing operates as a historic fish camp turned beautiful county preserve. Enjoy calm freshwater paddling perfect for beginners. The on-site outpost offers easy equipment rentals and guided river tours.
Outpost Rentals & InfoCharlotte County
Punta Gorda Pathways & Harborwalk
Explore the highly bike-friendly city of Punta Gorda via 18 miles of connected bicycle and pedestrian trails. The crown jewel is the Harborwalk, offering sweeping views of Charlotte Harbor. TEAM Punta Gorda operates a renowned free loaner bicycle program stationed throughout the city.
Harborwalk Details
Shell Creek at Hathaway Park
For a true old-Florida paddling experience, Shell Creek remains unmatched. Launch a kayak or canoe from Hathaway Park and drift beneath a dense canopy of moss-draped cypress trees. The calm, shaded waters provide a highly photogenic paddle known for diverse bird life.
Launch InfoBeyond the Horizon Group / Keller Williams Island Life Real Estate
Disclaimer: Trail conditions, rental availability, and park hours are subject to change due to weather and seasonal maintenance. We recommend contacting outfitters directly to reserve equipment in advance.
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