Captains & Crew

Captain Jan Miles

Pasadena, MD
Captain Miles is a licensed ship's master who has been with the Pride of Baltimore organization since 1981, when he joined as one of three rotating captains on the original Pride of Baltimore. He is a tall ship master with more than 35 years of experience as a professional sailor. His voyages have included five Atlantic Ocean crossings, as well as three Pacific voyages of 5,000 miles, each taking about 25 days. He has traversed the Saint Lawrence Seaway more than a dozen times. Captain Miles holds a USCG 500 Ocean Master License for Power and Sail, as well as numerous other certifications. Prior to joining Pride, Inc., Captain Miles served as master or mate aboard 15 vessels, including Lady Maryland, Californian, Bill of Rights, New Way, Alexandria, Brilliant and Clearwater. Along the way he also helped develop model sailing programs for youth at risk. His accomplishments and contributions to the tall ship sailing profession have been recognized both within and outside of the maritime community. In February 2013 Captain Miles was recognized with the Lifetime Achievement Award by Tall Ships America.

Interested in becoming crew aboard Pride of Baltimore II?


All interested applicants must be U.S Citizens and either be prepared to prove being drug free, as per USCG regulations, or meet the regulations for being qualified as drug free. Prior traditional working sail vessel experience is required. USCG certification required for 1st Mate (at least 100 GRT Auxiliary Sail). All applicants are requested to provide by email a Cover Letter and Resume plus References. In the Cover Letter please describe what you would bring to the ship and her mission, as well what you would gain by being a crew member.

Email your application and cover letter to Captain Jan C. Miles:

Captain Jordan Smith

Annapolis, Maryland

Captain Smith comes to Pride of Baltimore, Inc., as a licensed ship’s master with a lifetime on the water and a unique blend of performance racing, ocean cruising, and traditional sail experience. Immediately prior to joining Pride Inc., Jordan served as master rigger for the re-rig of the historic sailing warship USS Constellation. His tall ship command experience includes the schooners Appledore V, Appledore IV, Appledore II, and Edith M. Becker, as well as a tour aboard the square-rigger Hawaiian Chieftain along the west coast. On these vessels, Jordan has logged thousands of miles on both coasts of North America, the Great Lakes, and the St. Lawrence Seaway.

Before concentrating on tall ship command, Jordan worked as a rigger, sail maker, and professional racing sailor, primarily out of Annapolis, MD. He has been part of winning teams at some of the most prestigious racing events in the world, including Block Island Race Week, the Annapolis to Bermuda Race, the Annapolis to Newport, Miami to Jamaica, Key West Race Week, and many others. This has also included many events in the ultra competitive Etchells class.

On occasion, before he merged his wandering urge with his profession, Jordan would fit out and go voyaging in his own cruising boats, primarily to the Caribbean and South America. When not on Pride II, he lives aboard his cruising boat in Annapolis.

He attended St. Mary’s College, where he was a member and team captain of the Offshore Sailing Team. Jordan began sailing with his family on the south shore of Long Island well before he was old enough to remember it.