Key West Canoe, Kayak & Paddleboard Rentals

Paddle your way through the clear waters of Key West with canoe, kayak & paddleboard rentals. Glide through mangroves, take in the scenery, and maybe even spot a few dolphins along the way. Perfect for adventurers and those looking to enjoy some time on the water!

Read more

Featured Canoe, Kayak & Paddleboard Rentals in Key West

Sorting:
Best Match
Feb 23 - Mar 1
Narrow your search
7-12 passenger
Kid Friendly
Morning Departure (5am-11:59am)
Afternoon Departure (12pm-4:49pm)
Evening Departure (4:49-11:59pm)
Hourly Rental
image-4952-717
image-4952
image-4952-749
image-4952-717
image-4952
 74

The Florida Keys Clear Kayak Tour at Sugarloaf Key

Be the first to review!
2 - 2.5 Hrs.
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!
Read more
image-3707-565
image-3707
image-3707-760
image-3707-565
image-3707
 113

Beach Pass Watersports Package with Parasailing

1 rating
8 Hrs.
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!
Read more
image-2434-270
image-2434
image-2434-507
image-2434-270
image-2434
 113

Beach Pass Watersports Package with Beach Chairs and Umbrella

Be the first to review!
8 Hrs.
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!
Read more
image-4291-849
image-4291
image-4291-940
image-4291-849
image-4291
 145

Half-Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

2 ratings
6 Hrs.
Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day 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!
Read more
Booked 2 times in last 48 hrs
image-2698-816
image-2698
image-2698-860
image-2698-816
image-2698
 34

Key West: Reach Resort Kayak Rental

Be the first to review!
1 - 8 Hrs.
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!
Read more

Sponsored Canoe, Kayak & Paddleboard Rentals in Key West

Plan Ahead & Save Up to

15%
With Exclusive Savings From Tripshock
Fill out the form below to receive promo codes to apply to your order!
Tripshock Promo
Low Price Guarantee
Verified Traveler Reviews
7 Day Live Support
FREE Cancellation
Trusted Since 2009

Destinations

FacebookYoutubeTiktokInstagram
© 2025 Tripshock
This website uses cookies. Please visit our Privacy Policy to learn how we use cookies and how to control your cookie settings. By clicking or navigating this site you consent to our use of cookies.