I had an unexpected three day solo trip last month. Mom (age 82) was supposed to meet meet me at WDW as we both live in different states, but she didn't feel well (she is fine) and as I was boarding the plane my brother called to tell me she wasn't coming. Was a let down. I have been to WDW about 27 times but I was not going to cancel. It was also her sister's 90th birthday, she lives near Orlando, so that was really the true reason for the trip. (felt awful that mom missed that) 10 years ago my daughter sang with her choir for Disney's Magical Musical Days and I flew down to see it, so that trip was sort of quasi solo as we were able to meet at times during the day when she wasn't involved in choir activities so I had an idea of what solo would be like.
There were times I felt lonely, mostly after getting off a ride as there was no one to share the experience or excitement with, and especially sitting waiting for the fireworks at MK because families were involved with each other, (not at Epcot though as I found a new great place to watch and there were several women there whose husbands would rather be drinking than watching, so we all talked lol). Awkward on Its a Small World as I had a huge row in the boat to myself, but not on Pirates as I shared a row.
I tried not to have to wait in long lines. This worked except for Soaring. Most people in that line weren't talking much and looked bored and tired of waiting. Most other rides I would strike up a conversation with those near me especially if I overheard their conversation (nosey much? lol) and they didn't understand or were confused about something. Usually a smile and a comment to help them would lead to conversation. Many couldn't believe I was by myself. I always heard the usual comment about how you can do whatever you want, especially from any cast members who realized I was solo. Thing is, I pretty much did everything I always did when I go with my daughter. This trip though I did get to do more than I thought I would as I knew it would be a slower trip traveling with my 82 year old mom. She wasn't going to spend 13 hours in the MK!!
Dining solo was and never is an issue. I dine alone at work many times so I am used to it. People watching is fun. The only draw back is that if you are at a quick service restaurant, you need to make sure you have everything you need before you sit down at a table because if you get up to get something, your spot might be cleared.
I did have my cell phone and of course could look at messages and facebook if I wanted to, but I really kept myself amused by taking a photo of a random location, texting it to my daughter at home, and having her guess where I was. That was funny. And of course, she was jealous because she wasn't there.
As this trip wasn't a planned solo trip, I had to regear my brain to accept it as solo, and that did take some time to get used to. I normally stay at POFQ or POP, but this trip was AKL because mom and I were splitting the cost. There is a lot to do at AKL as far as activities and listening to CM from Africa talk about their home. (had issues with housekeeping, they didn't clean for three days as the computer showed my room was vacant....but that is another story).
I always rent a car, but this time I used the buses because leaving the parks at night and the convoluted way they route you back to the resort made me a little nervous about getting lost without the help of another person in the car. I did discover that the buses are not that bad, especially when going to the MK as you avoid the TC! Far haul anywhere from the AKL but still doable.
All in all, I am glad I still went even though mom didn't. We have met and gone together before and I was looking forward to it so it was disappointing that she didn't come which I am sure affected my mind-set on this trip. Sad she wasn't there, and worried about her, as well as wondering if we will have the opportunity again. I still had a good time, but I am not sure I would go solo in the future, although if it were a planned solo trip perhaps I would be psychologically ready for it next time.