things to do in Cudjoe Key, FL

Glide into the night with LEDs lighting the water beneath your kayak

Choose your boat and learn to sail with a private instructor in Key West

Learn at your own pace with private instruction on the water

Learn sailing fundamentals aboard Hobie Wave catamarans

Fish Key West waters from a private 43-foot sport-fishing boat

Sail Key West and snorkel the backcountry on your own private boat

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

Sail a 1939 wooden schooner and take a turn at the helm

Sail, snorkel and watch the Key West sunset from your private boat

Private Key West harbor sail with time at the helm

Set the scene for your proposal aboard a private sunset sail

Sail Key West aboard a 1939 wooden schooner with captain and crew

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

Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

Sail Key West’s Atlantic coast at sunset aboard a historic schooner

Private 4-hour snorkel and Boca Grande cruise with sunset finish

Private 4-hour island and sandbar charter from Key West for up to 6

Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar

Private 3–4 hour snorkel charter with two stops and a sunset finish

Watch the Florida Keys sunset from the water with Captain Tom

Private Key West cruise with a Tiki Bar stop and sandbar swim

Swim and sightsee on a 2-hour Key West charter

Snorkel Looe Key’s protected reef with an optional Picnic Island beach stop