I'm thinking about a "day box", something to keep loaded with essentials in case I decide to stay out overnight or get caught by bad weather.
Without putting too much thought into it:
*dried food of some sort
*bug spray and mosquito netting
*ultralight camp stove (I can't imagine waking up to no coffee!) instant coffee.
*seasonal clothing-I've sailed local waters for over forty years. There have been three for four sailing deaths, all attributed to hypothermia
Water (at least 1 gallon) cell phone and food for the day would be kept separately.
Our FAVORITE place to sail - Charlotte Harbor and don't forget http://www.charlotteharborregatta.com next February.For me this is the most obvious, and even easier from Charlotte Harbor (the February race site).
Yep contact Pierpont Performance Sailing, they have 2 boats that they charter to events up and down the West Coast - http://www.pierpontperformancesailing.com/