Random Questions Regarding Planning for Future Travel

[Oodalally13]

Hello all! So i've recently added the 24hour WDW day and Star Wars Weekends to my Bucket List. Im not one to wait around forever and I want to get an idea on what it would take to make things happen. Im wondering if anyone knows if the 24hr day is always around the same time every year. Example: If it was Friday the 23 this year, it will be Friday the 22 next year or it is the Friday before Memorial Day weekend, etc.

Also does a Star Wars Weekend event fall the same weekend as the 24-hr event? That way I could hit both in one trip?

Im planning this early to see how many days of work would need to be missed.

My thoughts:
Thursday---Fly out after work and arrive in Orlando around 11 pm
Friday---24 hr MK
Sat---finish up 24 hr, sleep a bit, then head to SWW if it is happening
Sun---SWW if still happening, pack that night
Mon---fly home if NOT memorial day, enjoy another park day or lounge day IF memorial day
Tues---if Monday was memorial day, fly home Tuesday

Either way I would miss 2 days of work. I might cut one day off and travel home Monday on Memorial day, but doubtful. It is so hard to leave Disney!

Any thoughts or knowledge on this would be greatly appreciated!