Hi John,
I expect Jon will reply more technically but my two cents worth.
Sailwave will not run using WINE/Parallels/CrossOver on ARM based Chromebooks only Intel based ones. I doubt Sailwave will run on Microsoft Surface Pro X or Apple Mac systems that use ARM based CPU.
It might be that the development tool Jon uses to code Sailwave has or will have in the future an option available to cross-compile for a different CPU architecture to Intel x86.
Kind regards,
Huw