Canadian West Coast singlehander Andrew Evans (Foolish in our forums) has written “Thoughts, Tips, Techniques & Tactics for Singlehanded Sailing,” with a forward by two time solo circumnavigator Bruce Schwab. Best of all, its FREE. Download the book as a PDF from the San Francisco Singlehanded Sailing Society.
This 146 page book goes into amazing detail on individual sailing skills; like how to tack, gybe and launch a chute alone, and even gives solutions for all of the things that can go wrong in the process. With more than 700 singlehanded trips, including 200 races, over the past nine years, Andrew has taken his boat to the limit. He has also discovered pretty well everything that can go wrong in the process and he’s not shy about telling the stories. Andrew says that his process is to keep pushing until something snaps, and then pull back and learn from the mistakes.
This is the only techniques book that has a full ten pages on the psychological aspects of sailing alone, and another three on the spiritual side. He has done an academic study on the subject, with lots of quotes from real PhD’s. It’s a great read and worth every penny of the price