I've tried loading the website POI's on Mac using the POI Loader for Macintosh, don't work . The data will not highlight on the desktop to load. Any help here if you have a Mac computer. I've tried Parallels Desktop application, but it will not see the Nuvi 360 via the USB.
I use a Mac computer with the Mac version software from Garmin and have had no difficulties as of yet. Garmin has a Mac specialist on staff that you can talk to if you need to trouble shoot your difficulty. You can reach them in the US at 1-800-800-1020. Be sure you ask to speak to the Macintosh specialist or you will wind up talking to someone else.