One of the things I like to do every January is plan our vacations for the entire year. I don’t necessarily arrange all the travel accommodations in January, but establish more of a “plan.” I like knowing what is coming to I can start saving (money and time off work).
Here’s my process:
I divide the year into seasons. Winter, Summer, Spring, Fall. And start with what is already on the calendar.
Winter - nothing
Spring - Couples trip to the caribbean
Summer - Family Reunion to Idaho
Fall - nothing
Then I think about family + friends. Who do we want to visit this year? How will we get there?
My brother in Alabama (fly)
My in-laws in California (fly or drive)
Now I dream. What sounds fun?
Maui with the kids
Couple weekend to NYC
Arrange everything on the calendar
Winter - nothing
Spring - Spring break in CA, Couples trip to the caribbean
Summer - Family Reunion to Idaho, Maui with the kids,
Fall - Alabama over fall break, NYC
Start searching for cheap flights, I start with google flights and usually check every single morning for several weeks. Flights are normally marked down mid week. I prioritize trips based on if I found a great deal to that place :)
A few notes:
-No traveling this winter = time to work and save money for the rest of the year.
-Lot’s of family trips while the kids are out of school (summer and breaks).
-Couples trips work best while school is in session, that way Grandma gets a break while the kids are at school.
-Whatever trip does’t happen this year, roll over to the next and put it on the top of your list.