Philbrick was Brown’s first Intercollegiate All-American sailor in 1978; that year he won the Sunfish North Americans in Barrington, RI; today he and his wife Melissa sail their Beetle Cat Clio and their Tiffany Jane 34 Marie-J in the waters surrounding Nantucket Island.
After grad school, Philbrick worked for four years at Sailing World magazine; was a freelancer for a number of years, during which time he wrote/edited several sailing books, including Yaahting: A Parody (1984), for which he was the editor-in-chief; during this time he was also the primary caregiver for his two children. After moving to Nantucket in 1986, he became interested in the history of the island and wrote Away Off Shore: Nantucket Island and Its People. He was offered the opportunity to start the Egan Maritime Institute in 1995, and in 2000 he published In the Heart of the Sea, followed by Sea of Glory, in 2003, and Mayflower. He is presently at work on a book about the Battle of Little Big Horn.
Mayflower was a finalist for both the 2007 Pulitzer Prize in History and the Los Angeles Times Book Award and was winner of the Massachusetts Book Award for nonfiction. In the Heart of the Sea won the National Book Award for nonfiction; Revenge of the Whale won a Boston Globe-Horn Book Award; Sea of Glory won the Theodore and Franklin D. Roosevelt Naval History Prize and the Albion-Monroe Award from the National Maritime Historical Society. Philbrick has also received the Byrne Waterman Award from the Kendall Whaling Museum, the Samuel Eliot Morison Award for distinguished service from the USS Constitution Museum, the Nathaniel Bowditch Award from the American Merchant Marine Museum, the William Bradford Award from the Pilgrim Society, the Boston History Award from the Bostonian Society, and the New England Book Award from the New England Independent Booksellers Association.