things to do in Stock Island, FL

Sing along with live holiday music aboard a festively lit schooner

Join Key West schooners in a monthly race to Sand Key Lighthouse

Sail into Key West sunset views with holiday treats aboard a 105-foot schooner

Cruise or fish the Keys with GPS-guided local routes

Cruise the Keys on a 23-foot dual-hull World Cat for three days or more

Fish the flats and backcountry on a 6-hour private charter

Fish the flats and backcountry on an 8-hour private charter

Target tarpon twice in one day with morning and evening sessions

Private sunset tarpon charter that departs around dusk

Private, light-tackle fishing in the calm Florida Keys backcountry

Watch Key West’s changing sunset colors from a private 26-foot boat

Choose backcountry waters or weather-dependent deep-sea fishing from a 26-foot Intrepid

Explore a Key West sandbar by boat

Follow pirate clues to hidden Key West sandbar treasure

Look for dolphins as the sun sets over Key West waters

Watch the Key West sunset and look for dolphins from the water

Cruise the Historic Seaport as the sun sets

Explore on a 250 HP, fishing-ready boat with delivery and pickup included

Bring your group aboard for fishing, snorkeling, or a day on the water

Navigate bays and backcountry with fishing-ready Garmin technology

Fishing-ready boat rental with delivery and pickup near Marathon

Snorkel Sand Key, then watch the Gulf sunset from the water

Snorkel two reef sites, then cruise back at sunset with drinks after your swim

Guided mangrove kayaking, paddleboarding and dolphin watching in Key West