things to do in Sugarloaf Key, FL

Hoist sails and take the wheel aboard a 2-masted schooner

Build a flexible day of sandbars, mangroves, and island stops

Cruise Key West’s waterfront with local history narrated by a licensed captain

Cruise to a Florida Keys sunset and relax at the Valhalla Sandbar

Cruise Seven Mile Bridge at sunset with a private captain and champagne toast

Snorkel Sombrero Reef, then relax at Molasses Key sandbar

Private catamaran celebration with bubbly, wines, and party platters

Sail Key West on Schooner America 2.0 with complimentary soft drinks

Sail Key West's night waters beneath the full moon aboard a 105-foot schooner

Join Key West's holiday flotilla aboard a decorated schooner with drinks, bites, and onboard festivities

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

Glide over shallow seagrass flats on a clear paddleboard

Set your own pace on the water

See powerboat racing from above as a helicopter tracks the racecourse

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

Cruise at your own pace with double slides and GPS-marked routes

Start the day with a family-friendly Florida Keys morning on the water

Fish reefs, bays, and wrecks from Cudjoe Key with Capt. Craig

Fight sharks and Goliath grouper with heavy tackle in the Lower Keys

Target tarpon with Capt. Craig on a 2–6 hour charter for up to 4 anglers

Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)