This should indeed generate a flurry of answers:
I always say, buy the best pipe (and tobacco) you can afford
^^ I second that ^^
It all depends on your price point. If you can set aside $100, you are well on your way to get a very, very decent pipe that will last you for years, a good variety of tobacco samples, cleaners, pipe tool, etc.. When people ask me, that usually the budget I recommend since you'll get something worthwhile that won't completely give you a bad experience. Note that I started with a $35 no name basket pipe, which I still have and still smoke.
In general, I would try to answer the following three questions:
* How much am I willing to spend
* Is there a particular shape or model I like (bent, straight, smooth, etc...)
* Am I willing to buy something cheap and start over, or would I rather have something that'll last me a while.
With regards to carvers: Savinelli, Peterson, Stanwell are just three to name that rarely disappoint and have decently priced briars that will last you a lifetime.
For some other threads, try these:
Trying to Pick my First Pipe
$100 Combo
My First Pipe
New New New, First Pipe Purchase