I think you'll really enjoy your trip! I've taken nieces to WDW in the past but over the years have done approx 5 solo trips ranging from 3 nights to almost 2 weeks. For both budget and practical reasons, I now stick to the POP because I just don't use the extra amenities at the mods and deluxes. I'm out of the room by 7:45 am for rope drop and not back until at least 9 or 10 pm. My room is really just a safe place to sleep and shower. As a single woman guest, I also prefer POP's layout and lighting to eg AS Music and the larger, more sprawling mods like CBR or CSR. I request top floor, 50s or 60s bldg and lakeview and usually get what I want. Since you are on the boards, you know how important pre-planning is to get the most out of your vacation. Because I have a good, busy schedule, I find that I don't have a great deal of time on my hands to reflect on traveling on my own, navel-gazing and other stuff. And that's a good thing. In fact, the few times that I find myself unoccupied waiting in lines, etc. I people watch a bit and after seeing the faces on the exhausted parents around me, I reflect on how lucky I am to not have to take care of others and that I am able to be a bit selfish and do exactly what I want. Definitely treat yourself to some table service restaurants. I usually book my ADRs for 2 because the Disney Dining site is skewed toward even numbered parties and so there are not as many openings for 1 guest. When I show up for my ADR, I simply answer that there is one dining tonight and never have a hassle or fuss. I don't feel out of place dining on my own because all the other tables are so busy and wrapped up in their own issues. And sometimes those issues are dealing with really tired, cranky kids (and significant others!). Check out the online menus on sites like allears to see what appeals to you since you are the only one that you have to satisfy. My preferred time to visit is during the Food & Wine Festival at the end of October through to early/mid November. The weather is usually great then. Not too hot and usually very few days of rain. With the savings at the POP, I can extend my vacation well over a week and really enjoy the Festival and all of the restaurants WDW has to offer. It may sound silly, but because you can move quickly and stuff your days full of activities, don't neglect your feet. Wear well broken in supportive runners and consider anti-blister socks. I always pack mole skin to fend off blisters. I find that I walk close to 10 miles a day. Given the rich food that I'm eating, that's a great thing because it helps keep the pounds from adding up. Sign up for one or two extra cost activities (the Behind the Seeds Tour at Living with the Land is relatively inexpensive and unique) but given FPs, ADRs and all the extra things that all already available with your park admission, I wouldn't go overboard. Enjoy the planning and give yourself the favour of a really good framework and schedule. I can easily spend 2 weeks at WDW without feeling lonely or out of place. I could never spend 2 weeks on a beach or sunbathing by a pool!