Water Activities in Big Pine Key, FL

Set your own pace on the water

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

Circle Key West by jet ski with guided stops and free-ride time

Spend 8 hours fishing deeper into Key West’s backcountry waters

Private catamaran sailing with champagne, wines and a gourmet cheese buffet

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

Customize a private day on the water with lunch, drinks and watersports

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

Circle Key West by jet ski with guided landmark stops and swim time

Dolphin watch and backcountry snorkel with complimentary drinks

Split a 4-hour party fishing charter with up to 14 people

Private light-tackle fishing aboard a 30-foot Jeanneau with a licensed captain

See beneath the surface as you paddle the natural side of the Florida Keys

Customize your private Key West water charter with snorkeling gear, drinks, and snacks included

Circle Key West by Yamaha WaveRunner with landmark and sandbar stops

Fish Key West backcountry waters on a 4-hour charter

Sail, snorkel, and seek sandbars aboard a private catamaran

Relax on a schooner with snorkeling, sandbar time, snacks, and drinks

See reefs below the surface and relax at a Key West sandbar

Ride in comfort on the gyro-stabilized Park Shark to Dry Tortugas

Open the throttle in Key West’s open-water freeride zones

Snorkel two reef sites on a fast catamaran with drinks after the swim

Share a captain-led fishing trip tailored to the day’s bite

Build a private Key West celebration around your group's ideal day on the water