5. Last-minute travel means serendipity
If you know exactly what you want—and will be bummed if you don’t get it—last-minute may not be right for you. “Last-minute travel is best suited to those who aren’t set on a particular destination, particular hotel, or even a particular room type. If you must have any one of those things on your trip, then you could be disappointed. For example, if you regularly travel to Cancun and stay at a 4-star resort in a superior ocean view room, you could be forced to downgrade your room, the property, or even the destination if you wait until last minute to book, as there’s no guarantee those things will be available at the last minute, especially for popular resorts or destinations,” says Simpson. On the other hand, if you’re thinking “I just need a getaway someplace sunny and hot,” you’ll be fine!