A dolly assembly including a base formed of a lightweight, at least partially flexible material, which may be inflatable or a substantially solid, one-piece construction. The base includes a plurality of pockets or apertures extending there-through and a plurality of casters each extending through a different one of the plurality of pockets. At least some of said casters include a head portion having a sufficiently large transverse dimension to restrict passage of the caster through a corresponding one of the pockets. The enlarged head of the plurality of casters are disposed in an exposed relation to an outer surface of the base in confronting relation to an object supported on the base, wherein the lightweight characteristics of the material from which the base is formed necessitate a significant and/or majority of the weight of the supported object being accommodated by the plurality of casters.