Your recollection on sailing dead downwind is correct. Most boats go measurably faster on a broad reach ... check your sailing books for a definition or explanation.
A "class association" is owners of one-design boats, banded together to promote their particular boat, support one another and race against one another. (That's not a dictionary definition, by the way.) So I own a Flying Scot, manufactured by Flying Scot Inc. Our class association is Flying Scot Sailing Association. With most one-design classes, the association supports the builder and vice versa.
"Bareboating" is chartering a bare boat ... you provide the crew (no paid skipper or crew) and provisions.