Best 1006 things to do in Big Pine Key, FL

Sail to a Key West reef aboard a private 60-foot schooner

Watch Key West’s changing sunset colors from a private 26-foot boat

Fish Key West at night on a 5.5-hour party boat trip

Cast for tarpon, permit and more in Key West’s shallow backcountry

Fish Key West’s evening bite for snapper and grouper under the stars

Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

Key West sandbar cruise for up to 6 guests with captain and drinks included

Cruise to a backcountry sandbar with a captain, cooler, and floats

Cruise Key West’s seaport by tiki boat with captain-guided local stories

Learn sailing fundamentals aboard Hobie Wave catamarans

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

Customize your Downtime on a tritoon charter for just 6 guests

Snorkel the Atlantic barrier reef with gear and snacks included

Fish Key West backcountry waters on a 4-hour charter

Follow pirate clues to hidden Key West sandbar treasure

See Key West's canal-front homes as evening settles over the water

Island-hop, snorkel, fish, and float in Key West waters

Island-hop, snorkel, fish, and float on Key West waters

Private, light-tackle fishing in the calm Florida Keys backcountry

Private Key West sunset cruise for up to 6 on the Miss Marie

Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising

Swim and snorkel at Key West sandbars with a licensed captain and included gear