Things to Do

In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.

Islamorada

Spray Watersports

Spray Watersports is Islamorada's premier on-water adventure company offering guided jet ski tours, catboat tours, reef snorkeling, sandbar excursions, sunset cruises, and private tiki boat charters departing from Three Waters Resort & Marina with 1,000+ five-star reviews.

Islamorada

Capt. Greg Poland Charters

Capt. Greg Poland is a full-time Florida native running fishing, eco, and sandbar trips out of Lorelei's in Islamorada. Chase tarpon through the backcountry, snorkel the flats, or cruise into the sunset aboard a brand-new 29-foot Contender bay boat, with trips for every level from two hours to all day.

Islamorada

Reef Marine

Boat rentals, snorkel & fishing charters across the Florida Keys

Islamorada

Reef Roamer Catamaran Snorkel Sail

Reef Roamer Catamaran Snorkel Sail is a family-owned, 44-foot sailing catamaran that has run reef trips from Old Conch Harbor in Tavernier since 2006. It offers morning and afternoon snorkel sails plus a sunset sail, with gear included and an easy staircase ladder that lets snorkelers of all ages get into the water.