I am helping a good friend plan his first (and possibly only) trip to WDW for the end of August. They are not into characters, and not into dining so are just doing the quick service dining plan. No meet and greets. They are not really into Disney but want to do it now since their kids are 14 and 9. His wife was not interested at all and was resigned to being the babysitter/bag holder. She's getting more excited now - there's stuff she can do! I pointed out that there are only about 5 rides she and her son won't do, everything else they can experience together
As we got deeper into planning, he realised he needs a little more time than he expected. Originally, he thought of cutting back to just 2 park days and skipping two parks. After a bit, he decided to go with 4 park days but still considering perhaps skipping a park or two. Last night, I sat his family down to watch the WDW planning video. They want to do quite a lot of things. And surprisingly, his 14 yr old has requested to spend some time in the countries in Epcot. I pointed out that adding a 5th day is about $10 more pp. There's nowhere else he can really go for a full day entertainment for $10pp. He's going to add the 5th day so he can have an extra day at Epcot (he had originally thought of skipping that park). He doesn't have little kids so he can manage MK in just one day (based on his family's interests).
I highly recommend watching the planning video and some ride videos - that will give you an idea what everyone likes and is excited about (each family is different). 4 park days is still doable (but tight), realizing you will focus primarily on the highlights only. Keep in mind that the 2 year old will slow you down some. The night shows are an absolute must.
With such a short time, put together a set our touring plans (I use a spreadsheet). In my spreadsheet, I list every attraction. Then I figure out the day and see what I can fit in. From there, I can tell if we need an extra day or not depending on what had to be left out. If too many important things are left out, I add another day. A caveat: a person's willingness to have a schedule is a VERY individual thing. I was thrilled when my friends gave me the go-ahead to create a plan for them. The wife said: "So following this plan will maximize my day allowing us to see more things? YES please!". Another friend of mine would go bananas "having" to walk past a ride that looks interesting to do something else on the plan first and then backtrack. (My son occasionally gets like that and I reshuffle the plan if I can so he can have the experience he wants too).
I personally wouldn't do Pirate's League, etc for a first, very short trip. It will eat up too much time unless there is a kid who is pirate crazy (then it's worth it!). What about the 10 yr old girl? Into Princesses or not? A Princess or a Mickey meal is a classic Disney experience, but not always essential for everyone (we've done most of them and we don't do them much anymore).
Any favorite movies/characters? Find out since that makes a lot of difference in what you choose to do.