Question about wooden boats please!

Hi: Is exactly the same boat, the one on the pictures looks like is prepared for winterized but is the same boat. Is a full keel with protected rudder and prop.

 

I think you had better be very worried if any hurricanes come near you in that thing!! For cruising up and down the coastline of PR it shouldn't be too bad, nice cockpit for that. It's certainly no blue water world cruiser, and I think you'd definitely struggle getting it up to the Virgin Islands. However, if you watch your weather forecasts and look for calm winds you should be able to motor or motorsail across, depending on size and reliability of engine of course (which I'd hope would be generously sized and very reliable)! But I would be a little concerened about very bad weather (ie, hurricanes) and those large windows and the fact that they're integral to the boat's weathertightness...

Btw, there's quite an amount of varnish on the boat - you do know that it needs much more maintenance in the Caribbean than it does in New York