• A man stands up on a paddle board while a woman sits on the board and paddles
Water Activities

Water Activities

What made the waters of the Florida Keys perilous for centuries is also what makes them the ideal spot for an array of water activities. With Barbary Beach House Key West as your home base and the ocean as your playground, embark on an adventure for all experience levels through the clear shallow waters of Smathers Beach with onsite Hobie Cat sailboat, paddleboard, kayak, and windsurfing board rentals and set sail on your Key West excursion from our front yard.

man paddle boarding at sunset

Kayaking & Paddleboarding

Somewhere between the stunning stretch of barrier reef right off the Florida Keys and the clear, shallow waters of Smathers Beach, discover a rich array of exotic marine life as you paddle calm waters by kayak or paddleboard. Navigate the turquoise waters of the Atlantic while winding your way around mangrove creeks, sandy coastlines, and the island’s geological oddities like rock, coral, and marine vegetation in the  Key West backcountry. Kayaks and paddleboards on Smather’s Beach are provided with your Resort Fee, if you’d like to book a kayak or paddle board excursion elsewhere on the island, please contact our concierge.  

person wind surfing during sunset

Hobie Cat Sailboats

Known around the world for their compact, easy to use four-person catamarans, a Hobie Cat Sailboat is the ideal vessel for your own exploration of the Straights of Florida. At just 13 feet long, navigate these once treacherous waters with ease aboard your Hobie Cat rental and spend the afternoon surrounded by warm winds and the diverse ecology of the keys, keeping an eye out for marine life and sea turtles. Hobie Cat Sailboats on Smather’s Beach are provided with your Resort Fee, if you’d like to book a an excursion elsewhere on the island, please contact our concierge.  


Winds of misfortune may have been what brought scores of shipwrecks to Key West, but lucky for you, the blend of currents, winds, and crystalline waters off of the Straits of Florida are also perfect for windsurfing. Open daily, head to Smathers Beach to grab a sail and board from Barbary Beach House’s exclusive onsite gear garage to seek out exceptional views of the palm-lined coast and the sparkling Atlantic Ocean.


A woman smiles and poses in a Key West resort pool

Summer Splash and Save

Up to 20% off & $50 Daily Dining Credit

Splash into summer (and savings!) Stay two or more nights and receive up to 20% off and $50 daily resort dining credit!

  • Off to a new Adventure?

    Before you go, sign up to get our newsletter straight to your inbox.

  • This field is for validation purposes and should be left unchanged.