things to do in Big Pine Key, FL

Sail privately in a clothing-optional setting shaped around your comfort

Spend a private day on a clothing-optional sailing catamaran

Fish or relax on a private 4-hour charter with a local captain

Private 6-hour fishing charter for up to 4 anglers

Spend 8 hours on the water with a private captain and gear for up to 4 anglers

Ride a dinghy through Key West mangroves with waterfront bar stops

Fish and explore Dry Tortugas National Park on a 10-hour family-friendly charter

Fish Key West backcountry and Marquesas Keys for tarpon, permit, and more

Spend 8 hours fishing the waters west of Key West for tuna, reef fish, and more

Fish near Key West with a relaxed charter for families and first-time anglers

Stay close to Key West for a family-friendly fishing outing

Fish Key West shrimp boats and wrecks without heading far offshore

Cast light tackle in Key West's calm backcountry waters

Target Grouper and Snapper on reef and wreck fishing grounds

Chase mahi, tuna, and wahoo in deep Atlantic waters

Target Atlantic sailfish with specialized kite-fishing techniques

Customize your Downtime on a tritoon charter for just 6 guests

Charter The Coolwater for a Key West–style fishing trip for up to 6 people

Fish the remote, clear waters of the Dry Tortugas from Key West

Target swordfish in Atlantic waters more than 1,500 feet deep

Watch the sun set over Key West's backcountry waters

Fish the remote, crystal-clear waters of the Dry Tortugas

Target trophy-class cubera snapper on an offshore night trip

Reach remote Gulf waters for deep-water snapper fishing