We're in that situation right now, and have been for much of the past four years. My company may or may not be sold, so it's hard to plan even three or four months in advance. Two of our last four vacations were booked less than three weeks before we got on the plane - a river cruise on Avalon and a Caribbean cruise on Windstar. We were on the Mariner earlier this month, and couldn't take advantage of onboard booking because of uncertainty as to when and if we can travel.
Ideally, we plan all trips long in advance; but that just hasn't been possible lately. Not only do we have nothing booked; but we don't even know when we can take another vacation.