Boat Tours in Summerland Key, FL

Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

An evening cruise with champagne, music, and sunset views from the water

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

Cruise to Fort Jefferson and swim in Dry Tortugas waters

Sail turquoise waters as Key West’s sunset colors emerge

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

Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests

Share a relaxed sandbar outing with water gear, shade, and ice-cold water included

Build your own private Key West day on the water for up to 6 guests

Cruise to a Lower Keys sandbar to swim, snorkel, and relax with your group

See Key West’s reef through glass viewing panels on an air-conditioned catamaran

Cruise Key West harbor at sunset with your group and captain

Explore Key West backcountry sandbars on a private charter for up to 6

Cruise Marathon’s waters, then float and paddle at a local sandbar

A private evening on the water for toasts, music and horizon views

Private 2-hour Key West charter with a captain and flexible itinerary options

Choose one Key West water activity on a private 3-hour express charter

An adults-only sandbar outing with lunch, drinks and water toys

Relax at Key West sandbars with lunch, drinks, and a captain

Discover Fort Jefferson and Dry Tortugas waters by captained boat

Cruise to a Key West sandbar for swimming, walking, and time in the sun

Swim, float, and relax at a local Florida Keys sandbar aboard a spacious catamaran

Cruise to a Gulf swim stop on a tiki boat

Customize a private Key West cruise with sandbar and island exploration