I don't know how we planned family vacations before the ubiquity of the Internet and sites like AirBnB or VRBO. With tools like these you can quickly research family vacations and get a rough idea of what is feasible and what is not. Recently I had someone pay back a sizeable loan and so I have a little coin ready to spend. I thought I would take my adult kids and their families on a nice family vacation.
The first thing I did was quickly check on places I know we like to visit and got an idea of cost. Next I set a reasonable budget. I got some money back but don't want to spend the whole amount. I am preparing for retirement and want to make sure there is plenty for my wife and me. Some ideas I had include going to Hawaii, taking the family on a cruise, renting a large home near a National Park, as well as a few others. I talked to each of my kids and shared my thoughts.
Everyone likes the idea of Dad footing the bill for a family vacation but everyone has different interests. That is where Internet research can help. Doing a generic search for "Family Vacations" returns way too many results. Besides, while a family with young kids wants to do something like Disney World, my daughters who are single want to do other activities. We keep throwing out ideas but are still trying to decide what people want to do.
The other issue we have is getting everyone's schedules to coordinate. While we all love instant gratification and would love to leave right now for Hawaii, that doesn't fit everyone's schedule. My wife says I have too many trips planned in the next 2 months with a work trip to Japan, another to New York, a personal trip to Disney World with a grand daughter, and an October trip to Ohio to see our youngest son. Normally that wouldn't be a lot of travel for her but she is coming with me to Japan and New York so now it is.
I have always been a scheduler and my kids are too. That means all of my children have the next year planned. I guess we just need to find a time that works for everyone and commit it to the calendar. It may not be for a year or so but at least it will be planned.
