Best 322 things to do in Big Pine Key, FL

Cruise to Florida Keys sandbars with water, ice, and cooler space included

Enjoy a private six-hour cruise with captain, mate, fuel, and gear provided

Customize your private 4-hour cruise for up to 6 guests with crew, fuel, and gear included

Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels

Ride a fast 34’ center console for light tackle fishing inshore or offshore

Run 20+ miles west of Key West to fish the remote Marquesas Keys

Cruise to Dry Tortugas to tour Fort Jefferson and swim—captain and first mate included

Private 2-hour sunset cruise for up to 6 with captain and crew

Customize a private Key West boat charter with a captain included

Private 6-hour Key West charter for fishing, snorkeling, or sandbar hopping

Private 8-hour fishing charter for up to 6, with captain, gear, and fuel included

Customize your private 8-hour Key West trip on a 24-foot Sailfish

Private 5-hour evening snapper and grouper fishing for up to 6

Charter the 63-foot Blind Squirrel for Key West fishing, with room for up to 41 day guests

Charter the Linda D V for up to 6 anglers on a 4–8 hour Key West trip

Private 2-hour Key West charter with a captain and flexible itinerary options

Share a 4-hour fishing charter and meet fellow anglers in Key West

Spend 8 hours fishing deep water, wrecks, and snapper or mahi action

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

Spend 8 hours fishing Key West waters with Captain Magnus (up to 6 passengers)

Ride a Key West party boat to reef fish for snapper, grouper, and more

Private 2-hour ash scattering charter in Key West for up to 25

Fish Key West on a private 43’ sportfishing boat with an air-conditioned cabin

Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras