I have many favorite sailing books to recommend (no, not the Perfect Storm), but among my favorites are:
"Sailing Alone Around the World" by Joshua Slocum, 1904.
The first solo circumnavigator.
"Master and Commander" by Patrick O'Brian.
1800's tale of sea battles and intrigue during the Napoleonic Wars. Full of old time yachting terms and descriptions.
"Sailing the Bay" by Kimball Livingston.
Kimball is a nice guy and he loves the Bay, it comes out in his excellent writing style.
"Sailing: A Sailor's Dictionary" by Beard & McKie.
A funny, light small book on the terms and habits of sailors and sailboats.
"Caribbean" by James Michener.
Not a sailing book, but a nice historical perspective of the islands I love so much.
"Dune" and the rest of the series, nine books in all, by Frank Herbert, 1964, til 2001.
Not a sailing book but this is my favorite book and a great read while on one of these vacations.
SAIL Magazine is consistent with a nice variety of sailing topics
Cruising World is good for peaking your cruising interests
Wherever you want to go, there is probably one of these to check out. Before our trip, I will let you know which one to read. The same goes for internet sites