You will never "cross over" to possess what God says you can have until you are willing to trust His leading and obey His instructions. His leading and instructions may lead in a direction that looks so "wrong" in the natural and if you judge it by the natural mind and opinions of men, you will talk yourself right out of it and miss the moment to "cross over". But if you will listen to God and just take the steps He shows you . . . regardless of what you think, feel, or see . . . you will find yourself on the other side, possessing the promise.
You don't take steps of faith because it "feels" or "looks" right, you take them because you trust God! Faith is not in the steps, it's in the One Who told you to take them. What is on the "other side" that is just waiting for you to obey and come and take possession of it? Have faith in God!