A portable conveyance has a deck, a front drive wheel proximately disposed to a first end of the deck and a rear drive wheel attached proximate to a second end of the deck. A guide roller assembly attached proximate to the rear drive wheel. The guide roller assembly has a first rotational axis and the rear drive wheel rotates about a second rotational axis different from the first rotational axis and parallel to the first rotational axis, such that the guide roller assembly is not in contact with a substantially flat surface when the first and rear drive wheels are in contact with the substantially flat surface, and the guide roller assembly is in rotational contact with the surface when the deck is lifted into a towing position.