Water Activities in Key West St John

Adults-only Key West sunset sail with champagne and gourmet cheese

Relax at Key West sandbars with lunch, drinks, and a captain

Ride Key West waters with a guide and views of island landmarks

Charter a private historic schooner sail with drinks and snacks included

A private evening on the water for toasts, music and horizon views

Charter Cowfish for a 4-hour private cruise with any two water activities

Flexible fishing from offshore waters to the reef

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

Explore mangrove islands by schooner, kayak and snorkel

Choose your sandbar stops and explore Key West’s mangroves by private boat

Private Key West sandbar charter with snorkel gear, drinks, and snacks

Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.

Sail, snorkel, and toast with included drinks aboard a spacious catamaran

Private captained day on the water with lunch, floats, and refreshments

Snorkel Key West’s coral reef, then relax with complimentary margaritas

Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

Trade crowded boat routes for secluded Lower Keys sandbars

Sail, kayak, and snorkel Key West's shallow waters on a private cruise

Set your own fishing pace with a private captain

Lunch, water activities, and a sunset cruise in one Key West afternoon

Settle into a classic schooner for an intimate Key West sunset

Design your own sandbar escape among Key West’s mangroves

Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks

Hunt reef fish alongside a professional divemaster and refine your underwater skills.