1. An item of footwear for use on a surface, the item of footwear comprising: a rolling means operable to roll on the surface; a sole that includes a forefoot portion, an arch portion and a heel portion, the heel portion having a bottom surface; and wherein the rolling means is positioned adjacent the bottom surface of the heel portion of the sole such that, in use, in a non-rolling mode a primary contact of the item of footwear with the surface is provided by the forefoot portion of the sole and as such the item of footwear does not roll and, in a rolling mode, the rolling means provides the primary contact with the surface to allow a user to roll on the surface, a change in mode being effected by a transfer of weight of the user from the forefoot portion to the rolling means, wherein the rolling means includes a wheel with an axle opening, a first annular recess on a first side of the wheel that surrounds the axle opening on the first side, and a second annular recess on a second side of the wheel that surrounds the axle opening on the second side, the rolling means further includes: a first bearing positioned in the first annular recess on the first side of the wheel, a second bearing positioned in the second annular recess on the second side of the wheel, and an axle positioned within the axle opening of the wheel such that the wheel is rotatably coupled to the axle through the first bearing and the second bearing.