I would love to see a great landsailing race across a big desert take off as a sport. There would have to be aid stations set up along the way and a decent amount of fast response medical aid though.
Having tipped over the tricycle carts like the Manta in the photo, I can say there's probably some upper limit to what I can righten without a crane.
The land must be very flat and smooth for landsailing, so I've only ever seen it on dry lakebeds. I don't think most deserts are navigable, except in basin areas where the lakebeds form.