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I have the 997.2 and I'm biased as the looks alone sell the 911 for me. To put it in perspective, I declined an allocation for the GT4 because I decided to keep my car. Not the financially prudent move, but tells you where my preference is.
I hate automatic rev matching in a manual car btw... I enjoy doing that myself.
Do you need the back seats? If no, then get a 981. Personally, I think 911 in cabriolet form is unattractive. The 981 Boxster was build as a convertible, the 911 is obviously not and it shows. The 981 looks quasi exotic. It's mid-engine, handles better, overall more fun to drive. I actually prefer to drive my 981 more than my 997.
I think the 997 you mention is overpriced with regards to its mileage. Since you're in Portugal and already had a Boxster the 981 might be more suited to the handling and size needs in tight curves. With regards to the 997 you could also source one from Germany with plenty of choice and therefore more competitive pricing.