If you have a specific destination in mind as to where you want to travel, you can gear your credit card bonuses and spending to earn miles/points for that destination. This is the easiest way to ensure that you will get the flight or hotel stay for FREE on rewards.
It may take a little while to accumulate all of the rewards that you need to book, especially with a big family. However, be patient and use my spending strategies and booking tips.
You can ultimately get there!