Our names are William, Cole and Martin. Recently we decided that upon graduating college we'd like to purchase and sail a boat somewhere tropical for awhile. Initially we had decided on Hawaii, how hard could it be right?
Well, after some research we determined it'd be pretty difficult, so we scrapped that and are thinking about the Florida Keys and Bahamas.
Here's the thing though, none of us have significant sailing experience. Cole has done a bit on a very small craft, but none of us have tried anything with a 25'+ vessel on the open ocean. So obviously we have a pretty lofty goal, but with enough preparation we feel like we can achieve nearly anything. So we're going to go through the Learning to Sail articles, but what can you recommend for us? This includes everything: what boat? when/where to buy it? what gear/equipment? where to sail? time of year?
The next thing is, how do we get some experience sailing? Any Portland, OR locals know of clubs or events where we could observe, learn and practice? Any locals willing to help teach some guys in exchange for manual labor?
Looking forward to learning lots! T-Minus 29 months!
-William, Martin and Cole.