Create the Land
The first thing the Loser/hero & his Motley Bunch must do is travel some phenomenal distance through an assortment of vastly different terrains and climates. All Fantasy Lands have every conceivable form of climate and landform - mountains, deserts, swamps, glaciers, forests - arranged randomly across the landscape contrary to any known principles of geography or ecology.
Note: All fantasy worlds are roughly square. i.e. the shape of the double page of a paperback.