Captain Jan Miles
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.
Jeffrey Crosby, Chief Mate
Jeff sailed aboard Pride II from 2008 to 2010 & served as chief mate in 2017. Jeff returns for the 2019 season after spending 2018 as captain of the schooner Margaret Todd in Bar Harbor. He has a degree in boat building from The Landing School. One of Jeff’s goals this year is to eat his 10,000th grilled cheese. Currently, at 9,857, his goal is within reach!
Shevawn Innes, Second Mate
Shevawn returns to Pride II as the second mate. She has sailed on a number of other schooners including, Mary E, Appledore II, Hindu, Pioneer, Spirit of Massachusetts, Harvey Gamage, and Westward. Shevawn has played 11 years of roller derby and her nickname is knife. When asked the origin of her nickname, she simply replied, “that’s classified.”
Sarah Armour, Bosun
Gardiner, New York
In addition to being on our winter crew in 2018, Sarah has spent time in Baltimore working for Living Classrooms Foundation aboard the schooner Lady Maryland. Other ships she has worked on include Mystic Whaler and the Hudson River Sloop Clearwater. Sarah is a graduate of Cornell University and maintains that lunch is the best meal of the day.
Phill Keenan, Cook
Phil returns for his third year as cook. With past experience in the galley aboard the Black Dog Tall Ships, Shenandoah and Alabama, Phil is a natural. A big fan of NPR, Phil is Pride's unofficial political correspondent. When he isn’t cooking, he can often be found mingling with visitors. We are happy to have Phil back and look forward to all his tasty treats!
James Crawford, Engineer
A new addition to the crew, James comes to Pride after serving as an assistant engineer aboard Oliver Hazard Perry. When he is not sailing, he enjoys gardening, working in the woods, and long walks on the beach.
Jen Roberts, Deckhand
Southhampton, New Jersey
Back for another round, Jen has returned to Pride! Jen has sailing experience on the Dutch schooner Oosterschelde and the Maine windjammer Angelique. One of Jen's favorite things in the world is a good pair of slippers.
Joe Byington, Deckhand
West Islip, New York
After performing maintenance work on Pride II in the winter of 2018, Joe is back on as a deckhand for the sailing season. Joe has spent time sailing aboard J&E Riggin and Lady Maryland. Joe is a graduate of Cornell University and he enjoys rollerblading, playing jazz saxophone, and fresh fruit
Rory Kane, Deckhand
New Haven, Connecticut
A new addition to the crew, Rory joins Pride II having sailed aboard Clearwater, Adventure, Geronimo, Lady Washington, and Exy Johnson. Rory maintains that he is "really cool and fun."
Ken Niles, Deckhand
New York, New York
Joining the crew for the 2019 season, Ken has sailing experience on Pioneer, Sultana, and Lynx. Ken was on the chess club in high school and knows Brazilian Jiu-Jitsu.
Virginia "Dinnie" Jay, Deckhand
This is Dinnie's first season aboard Pride. She has sailed aboard American Eagle, Angelique, and Lettie G. Howard. Dinnie once stole a tap dancing solo from one of the stars of the original cast of Hamilton.
Natalie Warren, Deckhand
New to the crew, Natalie has spent time sailing aboard Clearwater and Adventure. She also has experience racing dinghies. Natalie loves chocolate and has had 13 teeth pulled.