On Property Activities
The best part of exploring a 2 x 4-mile island is our preferred mode of transportation: Bicycle. Cruise around Key West for a day or longer on an adult cruiser. Read More
Circle the island of Key West in 90 minutes and experience a unique perspective of the Gulf of Mexico and the Atlantic! Read More
Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets us apart from anywhere else in the country. Just a short boat ride will transport you to what feels like a world away! Explore secluded sandbars, shallow reef patches, and tropical wildlife at your own pace during our private charters. Pack up your favorite refreshments and snacks and cruise into Paradise! Read More
Cruise into a Key West sunset aboard Barefoot Billy’s 45-foot power catamaran, Seabreeze. Our magnificent sunsets are best appreciated from the turquoise waters and will be a highlight of your Key West vacation. Seabreeze provides a spacious setting, never filled to capacity, leaving ample room for you to stretch out and unwind. Read More
On this family-friendly cruise, we venture out to balmy Backcountry waters to snorkel in Key West's wildlife sanctuary before searching the Gulf of Mexico's backcountry's balmy waters before searching for Key West’s dolphins in the crystal clear waters for our local dolphin pods at play. Read More
Experience the feeling of walking on water and getting the best view of marine life at the same time with a Paddle Board rental from Barefoot Billy’s. Paddle boarding provides a unique ability to observe both the world on top of the water and the world beneath it. Paddle boarding is easy, fun, and a great way to work off those Key West cocktails. Read More
Rent a kayak from Barefoot Billy’s and push off right from the beach to begin your journey through some of the most gorgeous scenery and waters in America. Experience what makes kayaking one of Key West’s most popular activities. Barefoot Billy’s kayak rentals include kayak, paddle and personal flotation devices. Read More
Light tackle fishing & backcountry sandbar trips. Why choose when you can do both! Read More
