We have planned quite a few surprises for the family and kids during our WDW trip. In fact the first trip with the kids was a surprise. They did not know where we were going until they saw the entrance spanning the road on WDW property. Then the hooting and yelling started.

:
PRICELESS.
Until the day I die, I will remember that trip and that moment.
We have planned other big, special surprises for the kids and my mom. It adds a very special icing on the WDW cake.
On the other hand, many of the memorable Disney moments are unplanned events that just happen. Those are just as special, if not more so since they just happen.
Our youngest is the dare devil. Last trip we were at AK and while standing in line at Primal Whirl we got to the top of the ramp and started talking with the CM who was in the College Program. The CM and the kids had a really nice chat about things including how Primal Whirl was one of their favorite rides. The CM gave us FPs!

Which was kinda funny since the FP line was not open.

When we got off the ride and showed the FPes to the CM at the entrance she almost said something but then figured out what was happening and let us in.
After Primal Whirl the youngest wanted to ride Yeti, aka EE so off we went. We had two sets of FP's since the DW and sister did not want to ride EE. On our last ride we were on the very last car on the ride.

We have been in the first car, which makes for some really good photos, but this was the first time in the last car. As the ride pulled into the station our youngest was ranting and raving on how she loved the ride and wanted to go again and again and again.
Me? Not so much.
The CM operating the ride heard the Dare Devil, and as we got out of the car, asked her if she really wanted to ride again?

Of course the Dare Devil said, "YES YES YES!"

The CM gave us two more FP's
Two rides were more than I wanted to do, but three?
At EE and Primal we thanked the CM quite a bit.

THEY made some magic that day for the kids. Completely unplanned but completely appreciated. But it just HAPPENED.
Two of my most memorable unplanned events at WDW was simply talking to CMs. One was a gardener working at AK at Refiki Station, who we talked with for 15 minutes or so about the plants at AK, how the park has changed as it aged plant wise, how they planted AK for the opening, etc. Great conversation.
I am sure a gazzilion people had walked by the CM over the years but very few had stopped to talk and ask questions.....
One trip we were at EPCOT and me and the oldest were lagging behind the the DW and other kid. As we slowly walked out of England a CM in a white uniform popped out the back door of a building. What was funny is that my daughter had just run up to the door and knocked. Then the CM popped out.

The CM worked for maintenance and we started talking and walking over toward the International Gateway.
We lost track of time until the DW called me on the cell and asked where I was and what was I doing?
Stopping and smelling the roses at WDW is a good thing. A very good thing. Slowing down and enjoying the specialness of WDW is a very good idea. Talking to the CM's when you can and asking how THEY are doing can be very interesting.
One of our BEST moments was a because of a mistake of a bus driver and myself. I had on our schedule that we were supposed to go to AK for an EMH morning. Waiting at the bus stop, buses kept arriving for every park but AK. This is odd because we were at AKL and usually you get a bus to AK very frequently. We asked a bus driver if AK had EMH morning hours. He looked at his schedule and said no, but HS did. So off we went.
When we got to HS we knew we were in trouble.

Tain't nobody there.

As we walked to the entrance there is a dozen or more CM's cutting the flowers around the gate. They looked at us. We looked at them.

It was midweek. The day the schedules change and the bus driver had looked at the previous week's schedule.
We had a nice chat and laugh with the CMs about how we were the only ones at the DHS and it was all of us to enjoy.

They gave my wife, mom and kids fresh cut flowers. We walked back to the bus stop trying to figure out how in the heck we were getting to AK. The CM's must have called a bus manager because before we could sit down, a van pulled up with a bus manager.

We told him what had happened and he loaded us up and took us to the front gate at AK.

On the ride over we had a great conversation about the Disney buses and how they operate.
We were maybe 20-30 minutes later than planned and still stuck at the bridge waiting for the morning parade.
The point of that story is that you should take what happens as an opportunity not a problem. If this had happened to other people, they would have been on the boards talking about how the bus driver ruined their vacation. Their plans all went to heck when the bus dropped them off at the wrong park, blah blah blah.
That bus drivers mistake, and MINE, for not trusting my schedule, turned out to be a great set of interactions with the CMs. It was all about having the right ATTITUDE.
One can and should plan some special things. But so much at Disney is unplanned and unscripted. It just happens. The right ATTITUDE can help. These things cannot be forced. They cannot be made to happened. They just do. They are Pixie Dust moments that should be appreciated for their specialness.
Later,
Dan