My last 2 trips have been solo. I am a stay-at-home dad for the last 5 years. My wife told me to get away when I was getting burnt out (we have 4 small kids). So I went last August and May of 2011. My only problem was feeling guilty leaving the kids behind, at least the 2 old enough to understand. But, my wife didn't want to go and didn't want me to take the kids without her. It was so enjoyable once I was there because I did what I wanted, when I wanted. I didn't go on many rides. I just soaked up the atmosphere. I even did a sit down meal once on each trip. (Only went for a weekend both times). They were both at the Floridian (our honeymoon was there so its special for me). In each case the waitress I had was great, didn't make me feel odd for dining by myself. Hopefully this helps. Oh, I am going back in October. This time it is not a "vacation". I am going to do the TOT runDisney event. Still going by myself though and looking forward to it more this than in the past. If I can set your mind at ease and answer any questions let me know.