Barefoot Billy's Activities

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal-clear backcountry waters of the Gulf of Mexico. On this family-friendly outing filled with amenities, observe dolphins and other Key West wildlife mingling in their natural habitat among deserted tropical islands. Don't forget to dive in and snorkel Key West's warm, gentle water to see all the ocean has to offer with a Catamaran Dolphin & Snorkel Tour on the Seabreeze. Book today!

Escape the hustle and bustle and experience a breathtaking sunset with a Key West Sushi & Sunset Catamaran Harbor Cruise. Your journey takes you away from commonly charted boat paths to unobstructed views and miles of turquoise waters, while snacking on delicious sushi and snacks. Travel to where the Gulf meets the Atlantic and on to the Southernmost Point of the United States. For an intimate and romantic evening that is sure to help you unwind, book a Sunset Harbor Cruise and toast to life!

Hang out like the locals in the shallow and clear backcountry waters of the Florida Keys. 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 this private charter. Pack up your favorite refreshments and snacks and cruise into paradise! Book your Key West experience now!

Explore beautiful Key West as you circumnavigate its tropical waters on this Jet Ski Tour. This exciting adventure travels over 27 miles of Caribbean water. Bask in the sun and learn interesting facts about Key West as you take in its breathtaking beauty from your personal watercraft. You'll find the best way to see Key West is on a Jet Ski tour, conveniently departing from the Reach Resort! Book this unforgettable experience now!

Ride out and explore Key West on a double rider scooter rental. Soak up the sun and delight in the breeze as you travel around the island. Navigate the narrow streets with ease and get to those hidden local gems. Discover why travel by scooter is the best way to get around in Key West and rent your Key West Casa Marina Scooter Rental 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!