Best 975 things to do in Cudjoe Key, FL

Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

Private 2-hour Key West sunset sail with captain and mate

Private Key West harbor sail with time at the helm

A private evening sail with quiet stargazing beyond Key West's lights

Target offshore species aboard a comfortable sportfishing boat

Bareboat yacht charter for groups over 6, with snorkel and float gear included

Cruise Key West Harbor on a tiki boat at sunset

See Key West and the Florida Keys from above the water

Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square

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

Settle into a classic schooner for an intimate Key West sunset

Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

Explore reefs, wildlife habitats, and private islands on a flexible Key West charter

Toast Key West's sunset from a 53-foot tiki boat

Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

Sail Key West waters with complimentary drinks and chances to spot dolphins

Sail in a small group with dolphin watching, Tapas, and drinks

Search Key West skies with military-grade night vision

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

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