A bit more info on me.
The Airstream will be occupied by me, my spouse, and our young child (7). We like the FB models because they split the area into two distinct spaces. The slide out couch will sleep the kid for many years to come, and then the dinette after that.
We will primarily use it on weekends with plans for a couple of long trips (a week or a bit more) a couple of times a year. We've had a smaller model for a bit and love the luxurious camping - we come from the back-packing / car / tent camping crowd - but the cuteness of a small model has worn off and it's time for a little more room.
We have looked at both the 25 and the 27 and had a hard time deciding. But I actually prefer the sideways bed. Lets you take advantage of the panaromic windows while laying on your backside

. The extra closet space and slide out microwave on the 27 would be nice, though.
I'm jealous of the 300 nights - wish I could pull that off. Pesky guys at work actually expect me to show up to get a paycheck.
There was a recent thread on dealers in my area - I can't recall any negative posts on any nearby dealers, so hopefully I'm in good hands.