To Plan or Not to Plan

To Plan or Not to Plan? This is obviously a personal question and depends on, well, your personality. Before I share what we do, please understand, I honestly do not believe that there is a right or wrong way. I’d love to hear your thoughts in the comments section below, too.

I think I may have mentioned this before… I love lists. So, you might think I am a huge planner for trips. I’m not. Maybe I used to be? Then, we had kids… Kids can either make you a crazy planner or a non-planner. After trying to plan with kids and having my husband and I disappointed because we couldn’t go to our favorite restaurant that we had been so-looking forward to because there was an hour wait, I knew I needed to change my thinking. We often don’t even plan whether we are going to check into our hotel or go somewhere else in the city until we see the city’s skyline (which is super annoying, I’m sure, for anyone who may be meeting us). We are now flexible, meaning, we may eat lunch at 11am or we may eat lunch at 2pm… a lot of it depends on our kids. But, I actually think this is a positive thing, at least for this ex-crazy planner. It has helped me relax. We have discovered all kinds of new places just because we sometimes hit a wall and are thinking, “get these kids some monkey bars, asap.” (Does anyone else have kids that start climbing when they are tired? What?!) Granted, phones and google maps, lend themselves well to this and help me loosen the reigns a bit too. It’s easier than ever to find restaurants and nearby parks, and this is comforting.

That said, we do plan a bit… we always buy our plane tickets at least a couple of months in advance for domestic flights and 6 months in advance for international flights. We also do have hotels rooms booked at least a week in advance for weekend trips and usually a month or so in advance for longer trips. I remember driving out to the east coast with my family one summer. Now, keep in mind, these were the days before cell phones and Mapquest.  We weren’t really in a hurry, but around 5pm, my parents decided that we should start to look for a hotel for the night. They were all booked. We finally found one at 10 at night. My brother and I knew not to ask if there was a pool. I don’t know why that memory has stuck with me (clearly, I had a very nice childhood if that stands out as a struggle- ha!) but it has and I make certain that we have hotels booked for road trips. There are some things that I just need and knowing that we are going to be at a decent hotel at the end of the day is one of them. Food is another item I like to plan for… Not necessarily restaurants but just food. Breakfast to be specific. Clearly, there aren’t any full breakfasts had in hotel rooms unless you think ahead and fill out those door-handle room menus or can wait 45 minutes (we don’t and can’t) but a few of us (me and the 4 year old to be specific) need to eat the second we wake up, so I definitely plan to have some Clif bars on hand. I also tend to carry some Smokehouse almonds with us at all times- we all love them and they help us make it through until the next meal. Activities are items we half plan for… we think, “hey, it might be fun to drag our kids on an architecture tour,” but if it is sold out or the weather isn’t great, we don’t stress about it. It’s just always a good idea to have a backup plan should, say, my husband’s business meeting go longer than expected. Having activities in the back of my mind is a must.  We also recently discovered that our children like lists too (yay!). If we do have an agenda, it always helps to draw out what we are going to do or even make a Home Alone-ish map. Another way that we plan is through friends. It is so much fun to ask friends what they would recommend; these are always the best recommendations.

So, in summary, this is what we plan for: food, hotels, plane tickets. We wing it with: activities and restaurants.  Somewhat embarrassingly, I think it has taken us years to get to this point. My husband, the non-planner, and I, the crazy planner, have finally met in the middle and found the sweet spot in planning our trips together where neither of us is stressed out by the other (we just stress other people out now).

Being Americans, I do feel that I have to address this Disney planning business. It is a planner’s dream come true. So. Many. Ways.To.Plan. There is something thrilling to me knowing that we need to book the Belle Breakfast exactly 180 days before we plan to dine with the princess. Or, when I discovered Fast Passes… oh the fun to be had with those. And, maps, how fun would it be to highlight and number those so as to maximize our time. But, in the end, guess what we did? We showed up. I’ll admit, I felt a little cheated out of all of the fun planning. But guess who didn’t feel cheated? Our kids. And that made everything just fine and just as magical. Maybe they didn’t get to meet Anna and Elsa, but just look at how much fun the then 2-year old had sneaking in a hug with Cinderella! And maybe we criss-crossed the park and wasted all kinds of precious time, but then we had time to just wander and take in all there was to see (and there was plenty off good people watching, too). I should add, though, that we went on a 92 degree day in June, so the park wasn’t terribly crowded, but still… I guess my point is that if you plan, it works out great and if you don’t, that’s great too. It’s finding what works for you and your traveling companions.

I want to know… do you tend toward the planning or non-planning end of the spectrum?

If you found this amusing if not a bit helpful and feel like pinning it, here you are 🙂


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