Best results for Water Activities in Big Pine Key, FL

Cruise the Historic Seaport as the sun sets

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

Reef fishing for snapper and grouper, with bait and tackle included

Cruise Key West's calm harbor channels on a private sunset charter

Fish for snapper as twilight settles over Key West waters

Reach offshore snapper and grouper grounds beyond shorter trips

Explore Key West’s barrier reef with diving or snorkeling options

Dive the 10-story Vandenberg artificial reef off Key West

Sail offshore from Key West and snorkel among tropical marine life

Customize a private day on the water with snorkeling and onboard lunch

Sail Key West waters with drinks, onboard gear, and a freshwater rinse

Toast the sunset with champagne aboard a private 47-foot sloop

Adults-only Key West sunset sail with champagne and gourmet cheese

Sail, snorkel, and toast with included drinks aboard a spacious catamaran

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

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

Sail, snorkel, and seek sandbars aboard a private catamaran

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

Private sunset sailing with bubbly, wines and a gourmet cheese buffet

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

Fish Key West's shallow backcountry channels aboard a 36-foot boat

Charter Cowfish for a 4-hour private cruise with any two water activities