Water Activities in Islamorada, FL

Learn kiteboarding fundamentals with cable towing in 1.5 hours

Learn to ride with a private 2-point cable session at Keys Cable Park

Book a private cable-riding session for groups of 12+ at Keys Cable Park

Take your board skills from strapless surfboard to foil

Sail to a local sandbar aboard a captained Hobie Cat

Unwind on the water with paddleboarding, floating, and food grilled for you

Enjoy a day afloat with your own food grilled and drinks served

Relax on the water with your drinks served and your food grilled

Fish like the locals on a custom charter

Enjoy room to cast and a first mate's help on an offshore fishing trip

Paddle sheltered mangrove tunnels or take on a full Atlantic loop

Explore mangrove tunnels and discover the sea life of the Florida Keys

See beneath the surface with an LED-lit paddle after dark

Take a leisurely paddle on open water as the day winds down

Target game fish in the Gulf Stream and around Islamorada's reefs and wrecks

Chase sport fish without booking a whole boat

Take the helm for your own private sail on Florida Bay

Discover how sailing works with a licensed captain by your side

Discover Alligator Reef with provided snorkel gear, cold drinks, and an experienced crew.

Hit the Islamorada sandbar, then snorkel a top spot in the Upper Florida Keys

Fish the Florida Keys with decades of local know-how

Fish the Florida Keys flats with your own captain and gear included

Make the day your own with a private boat and a route tailored to your interests

Explore the Keys from a shaded catamaran with views into the shallow water