If I'm the judge, the Kingston Trio wins. When I was a senior in 1957, there was a frosh in my student house who played one of their records incessantly. They seemed to be having fun. They sang "Jamaica Farewell", which I still like.

As to the Limeliters, to begin with there was that vulgar name. And then, sometime in the 1960s, I heard them sing Flanders & Swann's "Madeira" in such a way that it was not funny. That is quite an accomplishment.

YMMV.