So I just got a new job that I really like A LOT, and the vacation policy is quite generous (15 accrued days and 7 floating days). I plan on taking them all next year due to planned outings and music festivals I plan to attend. Obviously I don't plan to take any days off for the next few months as I get through the probationary period.

I want to take 2 days off in March, followed by 4 in June, and then 8 in August-September. Is this a bit too much to ask for as a first-year employee? I don't want to be viewed as a slacker. My boss is a cool guy but a weirdo in the sense that he never takes vacation and prides himself on that, and I figure it would be hard for me to push for raises and promotions under a guy with that philosophy.

What do you guys think?