We haven't done a last minute trip for quite a while, but whenever we need a quick week or two away, we like to book at the last minute. The main benefit is that you can get a great price. For example, today you can book an all-inclusive trip to Varadero, Cuba from Toronto for $435 CAN per person and that's TAX INCLUDED. That's your airfare, meals, hotel, and drinks...all included!
You book today...and leave tomorrow. How great would that be?!