Yeeeeeop, money also had its say as to why we did not stay longer in Puerto Rico!

I will say we spent close to or a little over that to pull off three weeks in your neck of the woods last year too though - I had different priorities on my mind!
Well it can rain anywhere but I won't be going to Norway looking for sunshine that is for sure! Personally going on what little you have said to me I'd go to Florida for a week, silly or not. Its what you want and that is what is in your budget and it even sounds like you already purchased airfare if you are definitely flying out at 7pm! What the poster below me said is more "fun", but I am not sure if you have that flexibility or not. FWIW
DCL transfers are the same cost to the airport or WDW and your ride from the resort to the airport would be free on Magical Express so its kind of a wash on that cost. The next day they'll get you to the airport at a more reasonable time for your flight (and the hotel will gladly hold your bags until its time to go if you are their guest).