Boat Captains

boat captainFollow your passion for boating as a licensed boat captain - or learn more about how to hire a boat captain for charters, boat relocation and more.

Explore our how-to and best practice articles from our Featured Contributor, by boat captain category and the latest articles on boat captains.

Become a Licensed Captain

How to become a licensed boat captain

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Hire a Captain

How to hire a licensed boat captain

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CAPT. ROB CHICHESTER is an engineer and owner & operator of Chesapeake Flotillas offering charters, instruction, and vessel relocation. A USCG Licensed Master, Capt. Rob has planned and executed flotilla cruises all over the Chesapeake Bay, Europe, and the Caribbean. Rob holds a 200-Ton Master's license with Auxiliary Sail and Assistance Towing endorsements. He also is certified by the American Sailing Association to teach Basic Keelboat Sailing, Basic Coastal Cruising, and Bareboat Chartering. A self-proclaimed sailor & poet, he operates a 41-foot sloop Bay Poet based out of Rock Hall, MD.