Paddle through mangrove tunnels, calm bays and wildlife-filled backcountry routes. Choose self-guided rentals or guided tours for a relaxed and authentic Key West experience.
Connecting you to nature through kayaking
Kayak Rentals in Key West
Sharing unforgettable kayaking experiences with a team led by water lovers, guided by passion, adventure and dedication
Discover the natural beauty of Key West from the water with easy kayak rentals and guided tours. Paddle through calm mangroves, scenic backcountry and wildlife-rich areas with a friendly local team focused on safety, comfort and unforgettable experiences.
guided
Clear Kayak Tour of Sugarloaf Key
Just outside Key West, paddle incredible clear waters and spot wildlife
Sandbar & Kayak Eco Adventure
Discover the Perfect Blend of Adventure and Relaxation on Key West
Morning Sail, Snorkel & Kayak Excursion
Start your day with the ultimate Sail, Snorkel, and Kayak Excursion
Private Charter Sail, Snorkel & Kayak
Premium Day Sail, Snorkel &, Kayak with Lunch
The Full Day Excursion is the perfect trip for you all that love being out on the water.
Afternoon Sail, Snorkel, Kayak & Sunset Excursion
The Afternoon Sail, Snorkel, Kayak & Sunset Trip combines sailing, snorkeling, and kayaking
Key West Kayak Tour
Explore The Florida Marine Sanctuary On This Ultra-Secluded Kayak Tour With Sandbar
2 Hour Guided Kayak Eco Tour
Embark on a captivating 2-hour eco-tour through the serene waters of Key West, where the Gulf meets the Atlantic
Luminous Lagoon, A Guided Night Kayak Adventure
Experience the magic of Key West like never before with our unforgettable night kayaking adventure
Eco Tour W/Clear Kayaks
We’ll take the boat out to an offshore island where you can kayak through the clear waters and mangroves
Kayak + Guided Snorkel & Morning Sail
Night Glow Tour Big Pine Key
We are putting the Glow in Island Glow Kayak tours ! Experience sunset into night in a fun glowing clear kayak
2 Hour Guided Paddleboard Eco Tour
Embark on a captivating 2-hour eco-tour through the serene waters of Key West
Sunset / Happy Hour Paddleboard Tour
Tuck into the mangroves, and witness one of nature’s biggest beauties- the sunset.
Brunch Paddleboard Tour
We will paddle at your desired pace and explore Madeleine’s favorite spots all while munching on a variety of your favorite brunch treats
Sunrise Paddleboard Tour
Tuck into the mangroves, and witness one of nature’s biggest beauties- the sunset.
Clear Kayak Eco-Tour Big Pine Key
Explore the keys in a one of a kind experience. Observe the local wildlife above and below the water line in your clear kayak.
Guided Night Tour
By using a brand new invention — super-bright waterproof LED lights that can be attached to a kayak or paddle board.
Self Guided
2 Hour Kayak Rental - Mangrove Maze Paddle
Embark on a breathtaking self-guided kayak rental adventure through the enchanting waters of Key Wes
Dog Friendly Kayak Rental
Our kayak rentals are a great way to explore the calm, clear waters and mangrove creeks between Key West and Stock Island
Marathon Kayak Rental
Explore Marathon’s Boot Key Harbor at your own pace with a 2-hour kayak rental
Casa Marina Kayak Rental
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
Tandem Kayak Rental
Ibis Bay is protected and always calm. Get a close up look at Florida’s brilliant underwater sea life with our glass bottom kayaks
Full Day Kayak Rentals
Single and double kayak rentals are available to paddle around the beautiful mangrove trails
Two Day Kayak Rentals
Single and double kayak rentals are available to paddle around the beautiful mangrove trails
Three Day Kayak Rentals
Single and double kayak rentals are available to paddle around the beautiful mangrove trails
Five Day Kayak Rentals
Single and double kayak rentals are available to paddle around the beautiful mangrove trails
Seven Day Kayak Rentals
Single and double kayak rentals are available to paddle around the beautiful mangrove trails
2-Hour Paddleboard Rental Dog Friendly
Paddleboarding is fun and suitable for people of all ages and abilities
Marathon Paddleboard Rental
Explore Marathon’s Boot Key Harbor at your own pace with a 2-hour paddleboard rental
Glow Kayak
Luminous Lagoon, A Guided Night Kayak Adventure
Experience the magic of Key West like never before with our unforgettable night kayaking adventure
Night Glow Tour Big Pine Key
We are putting the Glow in Island Glow Kayak tours
Guided Night Tour
By using a brand new invention — super-bright waterproof LED lights that can be attached to a kayak or paddle board
Clear Kayak
Clear Kayak Tour of Sugarloaf Key
Embark on an unforgettable adventure with our guided eco-tour through the mangroves of Sugarloaf Key
Eco Tour W/Clear Kayaks
We’ll take the boat out to an offshore island where you can kayak through the clear waters and mangroves
Clear Kayak Eco-Tour Big Pine Key
Explore the keys in a one of a kind experience
Paddleboard
2-Hour Paddleboard Rental Dog Friendly
Paddleboarding is fun and suitable for people of all ages and abilities. Rentals ok for beginners too
2 Hour Guided Paddleboard Eco Tour
Embark on a captivating 2-hour eco-tour through the serene waters of Key West
Sunset / Happy Hour Paddleboard Tou
Paddle out and enjoy a unique and beautifully curated charcuterie board by local small business
Brunch Paddleboard Tour
Sunrise Paddleboard Tour
Imagine sippin’ a cup of coffee and taking in the quiet while watching the sun wake up
Marathon Paddleboard Rental
Explore Marathon’s Boot Key Harbor at your own pace with a 2-hour paddleboard rental
Paddleboard Rental
Interested in exploring the backcountry on your own? Rent a board and create your adventure!
Spirit of
Adventure
