Total the travel toll for the Road Goes Ever On rules (Lore Master Manual, p. 136). Roll for trouble on the road, update weather, and pay the toll for each leg of the journey before embarking on the next.
Add and total the terrain for the route:
Roads or broad, easy rivers: +0
Fields, grasslands, open terrain or coastal sailing: +1
Forests, hills, pathless wilderness or difficult rivers: +2
Bogs, swamps, mountains, desert, tundra or open seas: +3