things to do in Cudjoe Key, FL

Shallow-draft sandbar hopping with dolphin and turtle watching

Spend the day sailing Key West waters aboard a private catamaran

Troll offshore or fish reefs and wrecks with a captain and deckhand

Fish offshore, reefs, and wrecks with lighter tackle from a center-console boat

Cruise Key West waters with snorkeling gear and a flexible island itinerary

Five bar stops, drinks, contests and a souvenir T-shirt

Follow ghostly lore on an adults-only evening walk

Private tiki boat time for swimming, floating, and relaxing with your crew

Cast off aboard an air-conditioned sportfishing boat

Head offshore aboard an air-conditioned sportfishing boat for a private day on the water

Cast off aboard an air-conditioned sportfishing boat

Tailor a local introduction to Key West’s history and attractions

Private Overseas Highway road trip with time to explore Key West

Explore the Florida Keys with aquarium entry, lunch, and scenic island stops

Explore the South Keys with dolphins, island scenery, and a picnic lunch

Explore island wildlife, historic bridges, and Bahia Honda State Park

Island-hop to three Lower Keys tiki bars with van transport and party favors

Explore Key West with a private Overseas Highway drive from Marathon

Ride the Overseas Highway with a local guide and free time to explore Key West

Stretch out across teak decks, lounges, and a spacious salon on the water

Cruise aboard a sleek Sea Ray with a bright, high-end cabin

Sail into the evening aboard a sleek Sea Ray 420 Sundancer

Cast for big fish with a seasoned Key West captain

Fish South Florida waters with Captain Magnus aboard the Ultra Grand Slam