"on OSM"? – No. OSM is a project to create maps (or more strictly: to systematically collect geodata). However, you can use tools with e.g. OSM-based maps and OSM-based routing (if you do not want to draw freehand). See [application-or-web-interface-for-freehand-plotting-tracks-on-osm-as-saving-as-gpx](/questions/884/), this is nearly the same question, isn't it? Well, or just use BaseCamp (you can make or – more easy — – download a [OSM-based map for Garmin](//wiki.openstreetmap.org/wiki/OSM_Map_On_Garmin) and import it in BaseCamp if you want a OSM map as support for your track drawing!).

"on OSM"? – No. OSM is a project to create maps (or more strictly: to systematically collect geodata). However, you can use tools with e.g. OSM-based maps and OSM-based routing (if you do not want to draw freehand). See [application-or-web-interface-for-freehand-plotting-tracks-on-osm-as-saving-as-gpx](/questions/884/), this is nearly the same question, isn't it? Well, or just use BaseCamp (you can make or – more easy — download a [OSM-based map for Garmin](//wiki.openstreetmap.org/wiki/OSM_Map_On_Garmin) and import it in BaseCamp if you want a OSM map as support for your track drawing!).