Maybe that should be the new way to say "wanna go crazy?!"
I don't think this qualifies for a "vacation" but definitely looks like tones of fun to me!

"Idiot’s Guide To… Speed sailing!!" by Ben Proffitt – Lüderitz

You get driven back upwind to the start line. Can’t beat that-windsurfing limo service !

Someone saw Proffitt's helmet idea and got into business already! Or the opposite way around!...

Ben hit a peak of 53.8 knots that's 61.9 mph

Other fun facts I've read over the years about speed sailing.

Over 45 mph:
There is such low pressure on the one side of the fin water can start to boil.
Your body is 50% of the drag.