Just did a 3 k trip and took a bit of luggage with me. The secret is to have a soft bag in the boot as you can move things around in it to get the boot to close.
I once fit luggage for two people for a week, and one of those old blueberry iMac's in my 986. With the top up, you can also put stuff behind the seats on top of the engine.
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1999 Ocean Blue Metallic Boxster - blueboxster.com