I did this last year, and will do it this year. It works best if I do it in reverse, and make a monthly deposit into my "fun money" bank account around the first of the month (that $250 first payment isn't easy, but a great way to start). I usually stop when the week for $35 rolls around, and just deposit that amount for the remainder of the year. It works out to just under $2000 that way. I also deposit one-third of any "found" money received during the year, such as tax refunds, etc. The other two-thirds goes to normal savings. I wasn't able to take a vacation last year due to illness, but I used the "fun money" account to pay for some needed antique furniture restoration. It's a good system that works for me, but it doesn't take the place of real payroll savings.