Without getting into the adeqacy of the CAt-27 for your proposed cruise, the distances that you propose to cover in one year are not really feasible, especially if you have any concern for cyclone seasons and your life expectancy. I would say, in fact, that you will not make it! How's that for negative feedback... Not that you will come to some bad end, but that you will not cover all those miles, especially the uphill trip back up the west coast
The idea of shipping
the boat to the most desireable cruising area has merit but will add considerable expense. Another possibilty is (please don't hit me if you really love your particular boat) to sell the Cat, go to Florida and buy another one, or some other similarly priced small cruiser... there are always heaps of them available.
Or if that doesn't appeal, sail as far as the west coast
and the Sea of Cortez
, and spend your year cruising these very pleasant waters. Then ship her back if you wish.
Incidentally, I speak from experience. OUr first year of full time cruising we went from San Francisco
to The Marquesas
, the Tuamotus and Societies, Hawaii
and back to SF. Over 16K miles, and I would NEVER do that again (and that was in a 36 foot fairly fast boat). Nowadays we average about 6K miles each year, and enjoy adequate time to smell the roses as we go.
At any rate, I wish you well on whatever adventure you attempt.
Jim and Ann s/v Insatiable II lying Gladstone Qld Oz