I would take the Cayman. Top down driving is awesome, but I think I prefer the coupe. The Boxster is awesome too...damn...oh well...life is good when you trying to make that type of choice!
I'd swap my Box for a Cayman in a Rocky Mountain minute.
Out of the 6k or so miles I drive the Boxster in a year, two-thirds of them are with the top up anyway.
The reason I asked is I drop the top so much. It goes from my garage to the hangar and back, so i don't worry about theft etc.
I don't think people in alabama steal wind deflectors anyway.
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2004 Boxster - Carmon Red/ Black-SOLD
18" Carrera Lt, Painted to match roll bars, PnP Rear Speakers, Sports Tailpipe
2004 Tonka Truck H2
if we're in the hypothetical mode, put me down for one of each. I'd take the Cayman for the track and keep the Boxster clean and neat for top down touring with the wife. If I had to choose - I'd keep the Box - gotta have open air sometimes.
re: Alabama - went to Huntsville over the weekend - son's birthday. Nice town, but plenty hot, just like SC. Good thing for a/c.