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A charter boat cruise with a professional yacht captain is the ideal way to explore, experience new destinations and get out on the water.

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

Follow Capt. Rob

FEATURED CONTRIBUTOR

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.

Captained Charters

How to hire a charter & what to expect

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Flotilla Cruises

Multi boat & captain cruising

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Overseas Charters

Cruising or chartering a boat overseas

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