For singlehanded sailing/racing:
An F-16. Either a Blade with carbon mast or a Stealth. If A cats had spi's, that would be a serious contender.

For two-up racing, distance races etc., the 'turbo'ed B class.

A 30-40 foot racer-cruiser to take the family sailing and some north-sea races. Preferably something fast while still manageable by the admiral (wife) and me when not in racing mode. I still drool over those Lock Crowther Southern Ocean 50's..

That brings the count to three, so I guess I just dont have _a_ dream boat but several..

http://www.mycq.org.au/ActionPhotos/050325%20Gladstone%20Start/Raw%20Nerve/IMGP0122.JPG
http://www.mycq.org.au/ActionPhotos/050325%20Gladstone%20Start/Wild%20Cat/IMGP0201.JPG

(The last image is not of an Southern Ocean 50, but a similar design)