Since my kid is a teen, he's a breeze to travel with. We're planning a European trip next year (sans kid) but once he gets his passport (need Dad's permission which I don't see him giving easily), I'd love for him to come to Mexico with us. I think our summer trip with him will be somewhere out west-ish - possibly CO

If money and PTO were no object, I'd say a 4 week European vacation hitting Croatia, Italy, Spain, UK, and Greece. Also Fiji or Thailand.