Water Activities in Key West St John

Private sunset sailing with bubbly, wines and a gourmet cheese buffet

Customize a private Key West cruise with sandbar and island exploration

Snorkel the living coral reef, then sail into the Key West sunset with included drinks

Private 5-hour sandbar and sunset cruise with snorkel gear and music

A discreet, captain-led private escape on Florida Keys waters

Explore mangrove backcountry and spend the day at Florida Keys sandbars

Cast light tackle from Stella Blue in calm nearshore waters

Cruise Key West backcountry, snorkel reefs, and relax at a sandbar on a private charter

Cruise privately to Fort Jefferson for flexible exploring, snorkeling, and beach time

Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride

Cruise local waters with GPS guidance and convenient delivery

Book a private reef dive with an in-water divemaster for up to 6 guests

Set your own pace through Key West’s mangrove waterways

Explore Key West waters on a customizable private boat trip

Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks

Snorkel the reef, then cruise to a remote Key West sandbar

Hold a private, personalized farewell at sea with a caring local captain

Pair Stock Island’s waterfront scenery with marina bars, seafood, and tacos

A crewed private charter shaped around your preferences

Share a laid-back Key West sandbar outing with fellow travelers

Fish Florida Keys waters after dark aboard a private, fully equipped boat

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

Take the helm of a GPS-equipped center console for daytime Keys boating

Dive a guided wreck and shallow reef combo in Key West