Yacht Charters in Summerland Key, FL

Build your ideal day with snorkeling, fishing and time on the water

Explore Key West’s turquoise waters and white-sand sandbars with food and drinks included

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

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

Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

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

Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

Customize a 4-hour private tri-toon cruise with a licensed captain in Key West’s backcountry

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

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

Design a Lower Keys charter with sandbars, reefs, snorkeling, or bar stops

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

Exchange vows on the waters of Key West

Enjoy a Key West sandbar day with food and drinks included

Cruise Key West waters aboard a private captained Boston Whaler

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

Build a private Key West celebration around your group's ideal day on the water

Relax and explore local sandbars aboard a 37-foot Edgewater

Sail, snorkel, and toast the sunset on your own Key West yacht

Customize your Key West backcountry day on a captained tri-toon with a swim deck

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

Harbor cruising and sunset views aboard a private boat

Private Key West luxury activity boat charter for up to 13

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