Water Activities in Summerland Key, FL

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

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

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

Sail, snorkel, and seek sandbars aboard a private catamaran

Fish Key West backcountry waters on a 4-hour charter

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

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

GPS-guided tritoon cruising with walk-up water access

Discover Fort Jefferson and Dry Tortugas waters by captained boat

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

Design your own reef and sandbar escape aboard a glass-bottom boat

Swim, float, and relax at a local Florida Keys sandbar aboard a spacious catamaran

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

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

Spend 10 hours exploring Fort Jefferson and snorkel or dive Dry Tortugas sites

Private Key West sailing with snorkeling, sandbars, and dolphin searches

Private Key West sandbar charter for up to 6 guests on a 25 ft tritoon

Cruise to a Gulf swim stop on a tiki boat

Fish calm nearshore waters from the Stella Blue

GPS-guided Tri Toon cruising with delivery to eligible properties

Ride a private charter to Dry Tortugas with a licensed captain

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

Snorkel coral reefs and relax at a Key West sandbar