things to do in Stock Island, FL

Charter The Coolwater for a Key West–style fishing trip for up to 6 people

Fish the remote, clear waters of the Dry Tortugas from Key West

Target swordfish in Atlantic waters more than 1,500 feet deep

Watch the sun set over Key West's backcountry waters

Fish the remote, crystal-clear waters of the Dry Tortugas

Reach remote Gulf waters for deep-water snapper fishing

Fish Key West's shallow backcountry channels aboard a 36-foot boat

Fish offshore with expert crew support, gear, and space to relax

Revisit 1970s Key West through Jimmy Buffett's songs and stories

Troll for Mahi or Wahoo with yacht comforts close at hand

Choose your kind of day on the water

Fish for lobsters by bully net on a small-group Key West night charter

Private charter with local captains and flexible sandbar stops

Sail the Florida Keys privately aboard a classic sailboat

Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

Make your day on the water your own with reef, sandbar, and mangrove options

Build eFoil riding skills together with coaching for your group

Learn eFoil fundamentals side by side with a coach

Build eFoil skills with one-on-one coaching

Take the helm with extra shade and onboard navigation tools

Explore shallow flats on a guided fishing outing tailored to you

Step into a shipwreck story with a haunted-island twist

Turn your time on the water into a mermaid-themed quest

Escape the crowds for a quiet sandbar outing