Key West Canoe, Kayak & Paddleboard Rentals

Join a clear kayaking adventure through Sugarloaf Key, pure untouched Florida beauty in the Keys National Marine Sanctuary. Enjoy this tropical paradise with unique marine habitats and a knowledgeable ecotour guide that will lead you across open seagrass flats, through a secluded maze of mangrove tunnels, and around mangrove islands and sand flats! Along the way get a chance to see wildlife like turtles, jellyfish, tropical fish, and more, as the guide shares their knowledge of these unique ecosystems and their inhabitants. Book your Florida Keys Clear Kayak Tour at Sugarloaf Key today!

Slow down and soak up the beauty of Key West’s backcountry! Spend the day like a local—swim and relax at a secluded sandbar, lounge on a floating lilypad, or explore winding mangrove trails by kayak or paddleboard. Whether you're chasing adventure or pure relaxation, the stunning turquoise waters and untouched nature will leave you feeling refreshed. Escape the crowds, embrace island time, and let the Keys work their magic. Book your backcountry getaway today!

Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Parasailing. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. Jump on a paddleboard, kayak or hobie cat and explore the coast. Cruise through the crystal clear waters as you explore the largest beach in Key West. This pass includes your choice of a parasailing ride or chair & umbrella. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!

Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Beach Chairs and Umbrella. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. This amazing pass offers something for everyone and includes volleyball, paddleboard, windsurfing, kayaking, Hobie Cat Sailboat, beach chair rentals, umbrella rentals, and float rentals. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!

Be your own guide as you explore the sapphire blue waters of Key West in a kayak rental from Barefoot Billy's. With beauty surrounding you in all directions, you can take it all in at your own pace while spending quality time with family and friends. Set out on a journey to explore the inshore and backcountry waters of Key West with a Barefoot Billy's Kayak Rental and book this fun experience today!

Enjoy the ultimate combination of adventure, rest, and relaxation on this Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour. Cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles and keep your eyes open for wildlife. After the kayak tour, have lunch on the way to a local secluded sandbar and then when you're all done on the kayak tour, the bar is open!! You will have unlimited access of soft drinks, draft beer, and wine selections. Leave your stress behind and book this amazing sandbar adventure today!