I agree with the comments above. They are very good boats and extremely capable for their size. Both the
cutter and
ketch would do the trick for you but if you get a
ketch, add a solent stay or inner forestay because there is a decent risk of losing the rig if anything goes wrong with the bobstay,
bowsprit, or forestay.
Sailing wise, they point reasonably well for boats of their type and are surprisingly fast. I find that I pass many larger and more modern boats simply by trimming properly and
steering a straight course. They do not go to windward well in large chop but most boats don't. They tend to
pitch too much but they do okay if you fall off more. In strong winds, they sail nicely and heave to quite well (I have done both multiple times in greater than 40 knots and had no problems). At
anchor, they tend to roll a lot with waves on the beam which can be annoying but they do sit quite well into the
wind. The cockpit is pretty dry for a boat of its size, I never wear foulies unless it is raining.
The construction is very good, the boats are quite sturdy but not ridiculously heavy. Things to watch out for include the
bowsprit, chainplates, the
steering gear if an
edson pedestal style, and rotten
deck core near the bow and on the cockpit sole. They came stock with engines between 12 and 15 hp (there were 3 offered at different times). This makes them a bit underpowered and
engine access is not great so some people have put in Betas or Yanmars and others have kept the
engine. Upgrading to a campbell sailor prop will make a huge difference.
I find the down below area to be quite comfy but small. The seats are very comfortable and mine has a nice table. There is a surprising amount of storage for a boat of that size but you would certainly fill it all up for a circumnavigation.
One of the best things about them is the excellent owners website at capedory.org.
A Cape Dory 30 would certainly
work for what you are looking at and the upper end of your
price range would buy you quite a nice one. Personally, I would try to save my
money and buy a 330 if an around the world trip were in the cards. There are several other boats out there that would also fit your criteria so keep your mind open but I think that it is definitely a boat that you should be looking into.