Traveling as a Group: Headache or Great Idea

Vacation Planning for the Whole Family

Finally, the time has come to take a vacation. A time range has been picked, and you have a location in mind. Now you just have to make all your reservations, and figure out what you will be doing once you arrive at your destination.

This can be hard enough when you are just planning for yourself, but the more people you add to this equation, the more messy it gets. If it is you and your significant other, finding activities you will both enjoy may be a challenge. With each person you add in, you have more likes and dislikes to consider. You also have to look into many other factors like attention span and limitations. Planning a vacation for a whole family or another large group can be maddening!

I am currently planning a trip to Chicago for my family (Mom, Dad, Boyfriend and possibly my sister) in mid July. I had planned a similar trip for my mother and I back at Christmas time. We had met in Chicago for a weekend of shopping. It was easy to plan because there were only two of us, and we had the same goal: to complete our Christmas shopping. This time around I have more people to keep in mind, and more obstacles to leap over. When I signed on to put this trip together I never would have imagined all the work that needed to go into it! I have so many things to keep track of! Sometimes it is best to put a few things in perspective before trying to plan a trip.


1) What are your expectations for the trip? What do you anticipate the trip looking like. Sometimes people just have differing ideas of how the average trip should look and cost. How are you getting there? How long are you staying? much will all of this cost? Little details like that can be deal breakers. How