To have separate bunks for 4 you will probably need to a boat in the 34-38' range minimum.
Cats are usually a lot more
money that a similar
monohull. The stability is mainly that they heel (lean over to the side when the
wind blows on the sails) than a
monohull boat. So the ride is more level but can be choppier. A monohull will sail leaning over except going down
wind but the motion is a little smoother.
Cost of a boat can vary a lot, depending on what amenities you want. Go very basic: no
refrigerator, no auto pilot, minimal
electronics and you should be able to find an older but well built 34-38' monohull for $20-$40,000. Cat 30% - 50% more. Plan on spending 2-6 months and 15-30% of the original
purchase price months on
installation,
repairs, upgrades, new
gear, etc.
You can learn a lot about sailing and
navigation on this forum but good idea to pick up
books and read every thing you can on the subject.
Not sure what you mean by Would working crew be a good idea, or would it not do much? Do you mean you
work as crew on other
boats? Then yes, it's a great idea. Don't expect to get paid much if anything but good
learning experience.
East coast US probably the best deals on used
boats. Sales tax can be avoided depending on your state of residence, where you register the boat and where and how long you stay in certain states after you buy the boat. For example, no matter where your official residence, if you buy a
used boat in FL you have to take is out of the state within a certain time (90 days I think is the
current limit) or you pay FL state sales tax of 6%. You can get an extension if the boat is in a yard for
work or
repairs.
Hope this gives you a start on the plans.