For a long time one of my biggest annoyances with Garmin devices was the challenge with getting new routes loaded on while on a trip. It invariably requires a cable connection and can be such a hassle.
I was delighted to discover the Garmin Connect App GRouteLoader. You connect this to your RideWithGPS account and it will allow you to download the most recent 50 routes, or pinned routes. They also can be loaded directly to the device so you don’t need to save them to the Newfiles folder etc.
Absolutely brilliant. Highly recommended.
Chris Bennett's Bikepacking and Triathlon Blog 