Entry 2 senses · 2 variants Webster, 1913 Overland /ōv'-ẽrl-ăndˌ/ · O·ver·land · IPA /ˈoʊvərlˌænd/ a. adv. 01 a. Being, or accomplished, over the land, instead of by sea; as, an overland journey. 1. Being, or accomplished, over the land, instead of by sea; as, an overland journey. 02 adv. By, upon, or across, land. 1. By, upon, or across, land.