First drive both cars and see which you like better. Is the 911 a cabriolet? If not, you may miss out on the benefits of a convertible. Also, the 911 did not start having a glass rear window until 2002. The 911 is a little faster. The Boxster has better handling.
If you will need a back seat for small kids, the 911 would come in handy.
Overall, there are benefits to both cars. You must decide which you like better and which fits your lifestyle better.
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