Best results for Yacht Charters in Big Pine Key, FL

Private captained day on the water with lunch, floats, and refreshments

Cruise Key West waters aboard a private captained Boston Whaler

Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

Explore reefs, wildlife habitats, and private islands on a flexible Key West charter

Private sandbar and island-hopping charter with 4, 6, or 8-hour options

Choose a 4, 6, or 8-hour private charter to island hop local waters

Swim, relax, and island-hop at local sandbars

Cruise the Historic Seaport as the sun sets

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

Tailor a private Caribbean sailing charter for your celebration or getaway

Shape a private yacht charter around your celebration or vacation

Customize your Key West private charter with a captain and your choice of 3 activities

Bareboat yacht charter for groups over 6, with snorkel and float gear included

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

Customize a private Key West boat day with room for your dog

Explore Key West waters on a customizable private boat trip

Swim, paddle, and relax at a secluded Key West island or sandbar

Set out for sandbar time, island sightseeing, and sunset views on a private Key West boat trip

Relax and explore local sandbars aboard a 37-foot Edgewater

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

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

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

Private access to Fort Jefferson and Loggerhead Key

Choose sandbar time, snorkeling, or dolphin watching on a 4-hour private charter