Yacht Charters in Big Pine Key, FL

Private Key West luxury activity boat charter for up to 13

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

Tailor a private Caribbean sailing charter for your celebration or getaway

Enjoy turquoise waters, white sand beaches, and food and drinks on a Key West sandbar outing

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

Swim, relax, and island-hop at local sandbars

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

Celebrate with champagne, hors d'oeuvres, and sunset views on a private charter

Charter a private yacht for 4 hours with snorkeling or sailing options

Tailor a luxury vessel day with fishing, swimming and waterfront fun

Reach Key West sandbars for soft white sand and clear water

Explore Fort Jefferson and Key West reefs by private boat

Explore remote islands, patch corals, and shipwrecks by charter

Stretch out on spacious decks between island stops

Shape a private yacht charter around your celebration or vacation

Cruise to Key West's sandbar for Caribbean water and white-sand beaches

Hold a private, personalized farewell at sea with a caring local captain

Private sandbar charter with dolphin and turtle watching

Make the water your home base with room to lounge inside and out

Explore Fort Jefferson and the Dry Tortugas aboard a private 37-foot boat

Shape your private yacht day around swimming, harbor views, and time to unwind

Explore Key West waters with a crew or on a bareboat charter

Shape a private reef, wreck, or sandbar outing for your group

Champagne and hors d'oeuvres aboard a classic yacht at sunset