If you're standard season is always going to be around a week of riding (no offense intended, not everyone lives at the resort) then you are really gunning for overkill with your budget.
Also, you should know that with snowboard products the price does not reflect longevity at all. More expensive products usually just have more/upgraded features.
Since you aren't into the park and such, I don't imagine you will ever snap a board or wear it out to where it will no longer ride, but the thing is that snowboard tech is constantly progressing.
A few seasons ago nobody was even thinking about reverse camber and now, slowly but surely every company is researching and manufacturing their own. Burton's EST is brand new idea as well that has been evolving gradually each season.
For all you know, Burton could completely abandon the EST line in pursuit of something "better" next year.
Your best bet would be to follow as laz suggested, and search around for some deals on last seasons stuff. This will have you up to date in terms of board/binding tech and put around half of your budget back in your pocket. Use it for an extra trip to the slopes or save it for the inevitable day when your board becomes an antique.
Board: Any all-mountain 154-lower 160s (if you aren't gonna be in much powder, stay in the 150s). Check out Never Summer.
Bindings: Something simple that you will be able to adjust. (use Burton Customs as a reference). If you want a binding that will live virtually for ever, than check out Ride, Bent Metal or anything with an aluminum baseplate.
Boots: If you are going to ride more often this season, I agree with everyone here that you should buy your own. Boot liners only have about a season of life in them (around 60 days riding) so even if your feet are still growing you would probably need a new pair each season anyway. That factor also plays with your rental boots, just exactly how many days have they been ridden? You won't know.
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Last edited by LouG; 09-15-2008 at 06:38 PM.