Here a couple of my favorites
General Sailing:Flirting with Mermaids: The Unpredictable Life of a Sailboat Delivery Skipper by John Kretschmer. I really enjoyed reading about his travels as a delivery skipper. I now have a better appreciation for his boat reviews and stories in Sailing magazine.Encounters of a Wayward Sailor or any other book by Tristan Jones. You will not be disappointed; good story-teller.500 Days: Around the World on a 12 Foot Yacht by Serge Testa. I wasn’t expecting much from this book but I found it hard to put down.A Single Wave: A story of Storms and Survival by Webb Chiles. What is it with this guy? Although he appears a bit mentally unbalanced (based on the exploits he lays out in his book), I do enjoy his articles in Sail magazine and this book was an enjoyable read.Before the Wind: True Stories about Sailing edited by David Gowdey. An assortment of stories (25) by the likes of Ann Davison, Buckminster Fuller, Robert Louis Stevenson, Joshua Slocum, Ernest K. Gann, Raymond Carver, Clare Francis, Jack London, Frank Mulville, Alec Waugh, and Ted Turner. Good for those times when you attention span is short.Here are a couple of sailing-related stories that I really like:First You Have to Row a Little Boat: Reflections on Life and Living by Richard Bode. This has become one of my favorite books . . . one man’s view of life filled with sailing metaphors based on his early introduction into sailing as an orphan. Each chapter represents a new lesson in life. You will find yourself reading this over and over.A Unit of Water, A Unit of Time: Joel White's Last Boat by Douglas Whynott. Very well written. A great snapshot of Joel White’s boatyard in Maine during his final years. Many flashbacks to his dad, E.B. White. After reading this book, I went out and bought E.B. White’s “One Man’s Meat”. If you want to study racing or tactics, regardless if you race or not, try these:Championship Tactics: How Anyone Can Sail Faster, Smarter, and Win Races by Gary Jobson, Tom Whidden, and Adam LooryAround the Buoys: A Manual of Sailboat Racing Tactics and Strategy by Michael V. HuckI own probably another 100 or so titles, many of which are mediocre . . many which are purely technical in nature.If you feel like hitting the books to learn a little about a lot of things (like celestial navigation or meteorology), try the "real" American Practical Navigator published by the U.S. government. It is hardback and the size of a large phone book. The last publish date that I know of was 1995.