Having been solo many times (with another trip coming up in November/December), I may be able to help you with whatever questions you may have. Just drop me an e-mail and let me know and I'll shoot some answers right back to you.
Some hints that may help with being there solo:
Bring a book. This comes in handy in alot of places. While waiting for a show or parade to start, or while eating, etc. This keeps you occupied and feeling less awkward.
Take a break. Even if you are going solo, make sure to take a break. Your tootsies (as well as the rest of your body) will thank you.
Take some time and wander the parks during Magic Hour (EE).
At the Magic Kingdom, stroll down Main Street and listen the soft music playing in the background as you approach the castle. Be sure to look at the windows on the second floor. They have some cool stuff on them. Also after the official park opening, stroll around Liberty Square.
At EPCOT, stroll around Future World both during MH and after 7pm. It's really beautiful to see the buildings and hear the soft music in the background.
At MGM, again do some strolling and look at all the different buildings.
Finally, at Animal Kingdom, hit it one morning at MH, but head straight for the Tree of Life and take a nice walk around the tree. It is so cool to see how many animals are up there and usually the paths around the tree are pretty deserted. You can hear the ToL music in the background too!
Dining alone at WDW is like dining anywhere else, well sort of. One of the best parts of heading to WDW solo, is that you get to choose where you want to dine and when. Character meals are great and the Crystal Palace is the best!! I've dined here both with family & solo and have never been disappointed. I typically make PS (even in slower times of the year). This way I know I have a ressie. Most of the CM's at the restaurants are nice and don't make you feel out of place because you are dining solo, especially character meals. The characters usually stop to say hi. If I don't want a picture taken or just want to enjoy the atmosphere of the restaurant, I usually wave, then go back to what I was doing. This way the characters know I'm not interested and move on to the next table.
The character meals at the 1900 Park Fare and Garden Grill are also very good. Some other dining suggestions would be at Cindy's (ask for a window table) either for lunch or dinner, Liberty Tree Tavern (L or D), Concourse Steakhouse, O'Hana's, Yachtsman Steakhouse, Beaches & Cream, Le Cellier, Rose & Crown, Tusker House, 50's Primetime & Sci-Fi Theater. Oh, and definitely dine at Spoodle's. This was the best meal I had during my last visit!!
Don't be afraid to get pictures with the characters in the parks. There is always a CM with the character, so they can take the picture for you. I did this during my last trip and got loads of shots.
The only ride (for now) that has a designated "singles" line is Test Track. Mission Space will also have one, once it opens. Don't forget to utilize Fast Pass too. If Carousel of Progress is open during your trip, make sure to see it.
Even going solo, safety is still important. Make sure to keep your door locked, even if you are only going to be a minute and never prop it even if you are just running to get ice. Lock any valuables in the in-room safe. Don't take alot of cash with you. I typically take a little for each day for snack stuff, pre-stuff my "mousekeeping" envelopes prior to leaving home, and put most of my meals on my room key. Also, only take what you need in your wallet. This way less to lose.
I could go on with suggestions!!!
i was nervous about dining solo too but had a great time, i went to many restuarants including a character dinner at LTT , Hoop dee doo and the Poly Luau. my favorites were LTT , california grill(perfect view of castle and fireworks) , boma and Tea at the grand floridian.
