Water Activities in Cudjoe Key, FL

Share a relaxed sandbar outing with water gear, shade, and ice-cold water included

Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

Fish longer on a 6-hour private charter to reach less-pressured spots

Fish Key West waters on an 8-hour charter for up to 4 anglers

Cruise to a Key West sandbar for independent paddling and floating fun

Snorkel Sombrero Reef, then float and relax at Molasses Key Sandbar

Watch the Powerboat Races from a captain-led spot on the water

Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

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

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 into the Key West sunset with drinks and hors d'oeuvres included

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

Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

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

GPS-guided center console for Keys exploration

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