On the boat issue. I have a 28 ft center console and I love it! I have three kids and a wife and we use it to play also besides offshore fish. Alot of room and kids love it because they are not squezzed together on the boat. I would say look at the CC's, alot of them around here are used for your exact purpose.
On the school issue. I live in Niceville and I think it is the best schools in the county. Niceville High is awesome. My daughter went there last year, my son will be going there next year, and I went there in the early 80's. Even when we lived on the other side of the Base (Eglin, I'm military), I had my kids waivered into these schools. I'm not saying the other schools are bad but I much prefer the Niceville schools. Lewis Middle school in Valparaiso is awesome also. My son just finished up 7th there. GREAT school.
Hope this helps.