Intermediate sailor seeks advice re: liveaboard pocket cruisers
I need some advice. I am looking for a boat in the 24-29 ft. range for around $10K with full keel to liveaboard and do moderate coastal cruising in New England area until my skill level is up for a Caribbean trip in a couple of years. I have been looking at old Tartan 27s, as I like the keel/centerboard option, heavy displacement, shallow draft, and have read that it is seakindly, forgiving, and a good starter boat. I have been sailing Lasers since I was 7 (now 31) and have been sailing my mom''s Catalina 22 with her on an inland lake for 2 summers. I am a "seat of my pants" sailor, but am now catching up by reading lots of sailing books, magazines, and websites for the last two years. I am concerned I lack the skill to singlehand a boat that is large enough to live on. I plan to only sail in fair weather at first, possibly get sailing friends to help, and take a training course if needed, but wonder I my plan seems a little far fetched...all comments welcome. Thanks.