Vacation/Trip Planning: 30 Days Out

Our next vacation is just a little over a month away and I am ready to go. I mean, I’m always ready for vacation, but this is our last Disney World trip for a little while. I know I always say this, but for real it actually is going to be. We have another fun, very Disney related trip that we’re planning in the winter so really we have to chill on the trips to WDW for at least a little bit. The other day someone commented that we literally always have a vacation/trip planned. Yeah, we do. And I wouldn’t have it any other way.

Honestly, for me planning the trip is almost as fun as going. I love researching where to go, hunting for deals, and looking forward to the plans. Disney World is probably the vacation spot where it is the most crucial to plan ahead.  I think this might kind of be why I love it so much. There is so much involved in the planning it’s an activity in and of itself. The way I think about it, if you’re going to spend money on a vacation, why not enjoy the anticipation and planning of it.

I’ve done Disney World enough times to appreciate the planning that goes into it and respect the hell out of people who do that as a job. (Shout our to my sister). Luckily she helps me with all of the tough stuff (reservations, fast passes, etc.). I do always make a 30 days out plan no matter what trip I’m going on to make sure I’m ready when takeoff comes and my stress is as minimal as can be. One thing I’ve realized about traveling with Crohn’s is minimizing the stress in the front end of the trip can be critical in preventing a flare.

For those who aren’t anxiety ridden Type A’s like myself, you may think I’m crazy for planning so far out, but I promise you, there are a few things that if you do early will save you so much stress come travel time.

My first piece of advice is to make your packing list. I know this seems far out but I swear there is a reason. By making your list early, you can identify items you are missing/ need to order. You can cue up your Amazon Prime list to fill in the gaps on your list. I like to plan outfits ahead of time so I can look for deals on additional pieces I need. I also like to start ordering cosmetic items from Amazon because I can usually get a good deal for them and I’m not scrambling at the last minute to pick things up.

Extra Tip: A little bonus tip here... I get SO many samples of beauty/makeup/skincare products. Between subscription boxes, free samples, and gifted items I have a big collection. I keep all of my extra sample and travel sized products in a special bin in my bathroom closet. This way, I can grab items to pack quickly if I need to. This is also great for guests that are staying at your house! Real friends enforce each other’s skincare routines, okay?

Check for upgrades. I LOVE this one. For our honeymoon, our cruise line sent out and email to bid on upgrades. This was the first time I saw this, but ever since I’ve been ON IT. If a cruise ship or resort hasn’t reached capacity by 60 to 30 days out, sometimes they will let you bid to upgrade your accommodations. This usually means blindly putting forth an amount of money, designated by you and usually A LOT less than market value, to score a nicer room. Sometimes it works, sometimes it doesn’t, but it’s always worth a shot. Sometimes vacation packages will offer add ons as it gets closer to your travel date that you can purchase for a discount. This includes things like drink packages!

Make sure dinner reservations are made and activity plans are solidified. This is a big one if you are traveling to a destination hoping to hit a hot spot for dining or drinks. When we went out to LA I knew SUR and Pump were on my ‘must see’ list, so I made sure to lock down reservations as soon as they were available. You can always switch things around as it gets closer, but it’s better to at least have something on the books. This is so key in Disney Parks where you can get highly coveted dining reservations six months in advance. Now this requires a TON of foresight so soon I’m looping my Disney planner sister in on a post to give you the whole scoop on that. Definitely it is something to be aware of though. When it comes to activity plans/ tours it is also important to research and plan in advance. Especially if there is something you really want to do or see, book it early so you don’t miss out.

These next 30 days as we gear up for our trip I’ll be knocking out these items on my ‘to do’ list. I’ve gotten a bit of a head start and have a huge Amazon clothes haul on the way, along with my outfit for Mickey’s Not So Scary Halloween Party. I’ll continue to update y’all on my finds and my preparation process!


xx