Cayboss Charters

Cayboss Chareters

Step aboard Cayboss Charters, a proudly Caymanian-owned, family-run private boat charter service that lets you be your own boss and design your perfect day on the water.  Whether you dream of swimming with stingrays at Stingray City, snorkeling vibrant coral reefs, fishing in clear Caribbean seas, or witnessing the magical glow of Bio Bay under starlight, Cayboss crafts bespoke marine experiences tailored just for you.  With a commitment to safety, comfort, and flexibility, Cayboss offers tours for up to 7 guests, complete with life jackets, snorkel gear, and a friendly, experienced captain who knows the Cayman waters intimately.  They operate from multiple departure points around Grand Cayman, making it easy to start your adventure from popular areas such as Camana Bay, Rum Point, Kaibo, and the Grand Cayman Yacht Club (GTYC).  Cayboss Charters – Be the “Boss” of Your Island Adventure.