Do you have yours, mine, and ours money? And do you have a budget for the ours money? For us, a budget is key. There is a certain amount of money that we put into a vacation fund every month, and I'm the major vacation planner. Having a budget, though, means everything else has its priority too. I love the vacation budget though -- as vacations are frivilous and fun and one of our very few budget items that is not super practical. I check what DH and others might like to do too. // If DS and I are keen on a particular vacation that he doesn't want to do, he is fine with our going without him. I do, though, try to do at least one trip a year that we will all enjoy. // I know the ours budget is what let's us take bigger trips. The yours, mine, and ours money, though, would give me the flexibility to do a long weekend get-a-way on my own or with my son too. // We put $600 a month into the vacation budget for our family of three. That is enough for one exotic week long trip a year or two more modest week long trips a year. And if we want to do more vacation than we have budgeted, we sometimes will put bonus money or extra money we individually have left over after monthly budget and spending in there.