1. There's never much planning involved after the first trip.

You don't have to spend months planning a trip and making sure everything is perfect because you've already done all the planning the first year.

2. You know all of the best restaurants .

Throughout the years, you've experienced all of the restaurants and know exactly which ones to never go back to. Certain ones also become your staples. And if your family is anything like mine, not only do the vacations become yearly things, so do the restaurants in those vacation places.

3. You have met friends that you begin to see year after year.

Especially in a more intimate vacation spot, families are more than likely to come back year after year. Growing up, the best feeling was knowing that you're going to see your friends every year at the same place over and over again.

4. The place where you are staying gets to know you

If you're staying at a resort, the people will get to know you and love when you come to stay. There is something really special about feeling like you belong and feeling like you're "back home" when you vacation.

5. You are comfortable there.

There are no surprises or shocks or unexpected events. You're content knowing that you know what you're going to get exactly what you expected.