Tours And Adventures in Big Pine Key, FL

Design a Key West charter around your group’s occasion

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

Sip bubbly and sail into the Key West sunset aboard a spacious catamaran

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

Dolphin watch and backcountry snorkel with complimentary drinks

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

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

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

Circle Key West by Yamaha WaveRunner with landmark and sandbar stops

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

Fly over the Marquesas Keys and spot marine life from the air

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

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

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

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

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

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

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

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

Fish Key West backcountry waters on a 4-hour charter

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

Private, respectful wildlife viewing with a licensed captain

Take a short aerial tour over reefs, shipwrecks, and Key West backcountry