Can always count on you to bring me out of lurkdom when life gets in the way
This time it was actually a trip to the world! We got back Sunday after 7 wonderful days, despite the heat (thankfully, the humidity was kept in check and made the dry heat tolerable).
It was an eventful trip travel wise. Our departure flight on SW was canceled shortly after we checked in. After frantically trying to find the next flight to hop on (fortunately, BWI is a hub with plenty non-stop flights to MCO), we called and rebooked a slightly earlier flight.
*Note to those who use CP: in the event of a cancellation, rebooking online is NOT an option using the existing confirmation numbers because it will error out and prompt you to call. When an entire flight is cancelled, you can imagine the hold times. Fortunately, I called as soon as I got the text, but this doesn't always work out (read on), and I was able to rebook within 20 min before flights started to sell out quickly from others rebooking.
I tweeted SW and requested compensation since I was told it was a mechanical issue that led to the cancellation apparently. Got two $100 vouchers.
Ironically, our return flights were ALSO cancelled. You can imagine the frustration of getting the dreaded text while in line for Test Track and realizing that due to the CP, I had to call. Wait time for this call was 45 min

As I was on hold, I could see some flights starting to sell out, QUICK. The time I originally wanted was available as I kept refreshing while on hold, but knowing that it could sell out at any instance, I chose to use my stash of RR points to secure two spots and let the agent figure out how to move things around afterwards. By the time I was getting ready to book, THAT flight sold out as well, amongst others
Finally, I picked an earlier time (9:35am) and just booked as fast as I could before it sold out as well. I got an agent as we got to the car design room and got everything sorted out (refunded my points, cancelled new ressies, and rebooked us using old confirms) literally seconds before the CM directed us into the Test Track loading lane lol. She said it was a great idea to secure our spots before we got to her

.
Tweeted at SW again, this time not knowing the reason, but figured getting cancelled twice in one trip is enough to warranted complaining again. Two more $100 vouchers
TLDR: IF you book with CP and flights get cancel, you MUST call to rebook. Call ASAP and rebook with points if you have them to secure seats on the next flight. They will sell out FAST as you wait on hold. Holding seats with points is a safety net and the agent can easily reshuffle ressies as long as you have secured a seat.