So, you may have noticed that we go on a lot of trips. I can tell you, very honestly, that I think about future trips pretty much every day. My mind is always putting together itineraries and thinking up plans for future adventures (both near and far) because I love every aspect of the process! However, I’ve noticed that some people get a little anxious when planning things either far in advance or far away, which is totally understandable. And if you’re one of such people, perhaps a little unsure of how to plan an international trip (or even if you’ve just wondered how exactly we do this so often and seemingly so quickly), this post is for you! Strap in, it’s time to plan!

Who?

We often start with the question of who. Is it just me and Tucker? Or do we have family or friends joining us? What about Jenn (our dog)? The number of people/animals and their particular interests and abilities often affect all the other questions, so first you have to know who will be with you.

When?

Next up is when. This is an important question both in regards to where you’re coming from and where you’re going. We always try to find a nice balance of traveling over a holiday (which means less PTO time needed) and avoiding the crowds at our chosen destination. Often this means choosing to travel over US-centric holidays like MLK Jr. Day, Memorial Day, the Fourth of July, etc. Our preferred duration is typically eight days (ideally Saturday to the following Sunday if we can swing it). If you’re leaving the continent, it’s also good to remember that the travel days to and from your destination won’t really feel like vacation, and sometimes it’s really nice to have an extra day after you get home but before you have to go back to work: aka a buffer day.

In addition to carefully picking our days based on the holidays being celebrated around us, we also have to be aware of holidays in the places we might be visiting. Those are usually pretty easy to check online, but we also try to be aware of the seasons more broadly, which can be a little trickier. Depending on where you want to go and what you want to do, you might want to avoid peak travel seasons (like Europe in summer), rainy seasons (like Central America in fall), or even seasonal extremes (like the UAE in summer or Iceland in winter). Ultimately, it’s a bit of dance between what you want to spend (because some seasons are pricier than others), what vacation time is possible for you, and what you want to do/see at your destination.

I will just add that there’s really never a wrong time to travel. There are busier times, more expensive times, good weather days, bad weather days, etc. And unfortunately, no amount of pre-planning is going to stop the occasional storm from blowing in or that surprise festival/event from happening, so don’t sweat it too much! We once went to Fuji, Japan and didn’t see Mount Fuji. How iconic is that?

Where?

Now the big question. Where to? Usually, this is an easy one when it’s just me and Tucker because we want to go everywhere, but even we still find ourselves asking questions like where is the cheapest flight? Where can we do a lot in a short amount of time? And other similar questions. More recently, we’ve also been asking ourselves about priorities. Where are the places we want to go most? Over the years, we’ve realized that you never know when a global pandemic or political unrest might arise to make a lifelong dream of yours come to a crashing halt, so when choosing where to go, just know that you won’t remember the price of the plane tickets, but you’ll be telling stories about what you did and where you went for the rest of your life. 

If you’re not as much of a geography nerd as I am, you might also just not really know what kind of places you’d even like. Or what it’ll be like when you’re there. Luckily, the internet has this well and truly covered – there are countless YouTube videos, blogs, websites, documentaries, basically anything and everything you might want to know about a given destination online, so you can always start there. Of course, recommendations are also great, but definitely take them with a grain of salt because everything about travel is highly subjective, and in my experience, no two people feel the same way about a place (just ask Tucker and I how we both feel about Bratislava).

If you’re still struggling with narrowing down all the options, I also think it’s a good idea to combine your other interests with travel, so if you like hiking/nature, maybe a trip to South America would be perfect for you. Or if you’re history buff, it’s hard to beat Europe. Foodies typically love Asia, and those really up for an adventure don’t mind the long flights needed to go trekking in Africa or scuba diving in Oceania. There’s really so much to see in every corner of the world, so again, don’t sweat it too much! It’s all about the journey not the destination, right?

How?

Speaking of the journey, once you’ve decided (roughly) where you want to go, how do you put it into action? The order in which we typically book things is pretty much always FLIGHTS -> LODGINGS -> EXCURSIONS. Essentially, I have an idea of where I want to go, very often the main country or region I want to see and a possible “home base” or “anchor city”, which is where we’ll fly in and out of, but until we officially look at flights, even that might change.

When we check the flights, we might see that it’s much cheaper to go to a different, nearby city and take a train to where I initially wanted to go. Or I might see there are a lot more flights to a different city in the area and start researching why that is, possibly choosing that as our base instead. We like to let the flights guide us somewhat, but if you already know where you want to go, just book it! Unfortunately, post-pandemic travel is super variable, and there’s no longer a reliable system of finding cheap flights. Gone are the days when leaving on a Tuesday or booking 4 months out might save you some money, so save yourself the headache and just book when it makes sense for you. We usually start our flight search on an aggregator site like Momondo, which allows us to play around with the days, times, and paths to find the best option, but when we do our actual booking, we prefer use the airlines’ websites because they’re much easier to contact if there’s an issue.

Once we’ve figured out how we’ll get in and out, we then work on where we’ll spend our days. If we’re somewhere like Europe and we can easily get from city to city or even country to country, I might split the trip into two or three stops, usually in somewhat of a circle to ensure we get back to the airport city. Other times, I rely on day trips to see more for my money. This is often the easiest way because then I only need to find one hotel/hostel/Airbnb for the duration. In any case, when booking a place to stay, we tend to use Booking.com because the filters really help us narrow down all the options based on what we need for a given trip (i.e. “parking”, “dog-friendly”, etc.). We also have the added bonus of being able to look back at places we’ve stayed in the past, which we’ve used on several return trips.

Throughout our years of traveling together, we’ve basically run the gamut, staying in dormitories, pods, hotels, inns, apartments, houses, etc. It really all depends on what you want to spend, what you’re comfortable with, and what’s available in the destination. My advice when choosing a place is to really focus on the most recent reviews. If there aren’t any reviews from the last few months, there’s probably a reason for that. You should also pay particular attention to the things that are most relevant to you. If you can’t sleep when there’s too much noise, search for that in the reviews. If you have to have AC, make sure you check that on the amenities list, etc. Also, remember that if you are bringing any electronics, you’ll likely need adapters to be able to use them abroad. We’ve forgotten so many times that I now have an army of adapters at home.

Okay, now that flights and hotels are taken care of, we can start looking into the things we might want to do while there. Usually, there are very few things I book in advance aside from transportation and lodging, but if we’re going somewhere very touristy (like Paris, Angor Wat, etc.) then we might need to pre-purchase tickets to the main attractions. Similarly, if we’re making a trip down to Peru with the main goal of seeing Machu Picchu, then I’d like to make sure we have any tickets, tours, or whatever else we might need for a large-scale excursion like that. Thankfully, so much of this can be done online these days although the final process might not be super clear until you actually arrive. There have been many times when we weren’t sure if we did what we were supposed to do ahead of time, but it has absolutely always worked out once we were there. Embrace the ambiguity as part of the adventure and remember that you’re a tourist, not a pioneer – there’s always someone to ask for help if you need it!

What?

And finally, the best part! How will you spend your days? Usually right after we book our flights, I like to start with a general Google search of “things to see in _____”, and go from there. I also love to read blogs written either by other tourists/travelers or even better, by people who live there. This is not only practical, but it also serves to get me super excited for the upcoming trip! Once I have enough ideas/information, I usually end up making a general list of things we might want to do, see, and eat while on the trip, which we can then check off as we go. Of course, I don’t think I’ve ever checked everything off of one of these lists, and things are typically added to it throughout our trip as well, but ultimately, it really helps us in coming up with plans while on the go and making sure we don’t forget anything in all the excitement of exploring a new place.

Once we’ve made it to our destination, we typically spend the first day or two just walking around to get our bearings and get acquainted with the area. We’ll usually wander around the major points of interest on a map or group some of the items from my list and do our own sort of walking tour. Most major cities have their own free walking tours that you can join if you prefer something with more structure. We’ve done many of these throughout the years and have always enjoyed them. Tucker tends to focus on the food during our travels, so whenever we’re hungry, we’ll usually find a park bench or a café, and he’ll go on the hunt (through heaps of Google reviews) for a place that possibly ticks even more things off our list.

Of course, our own research only goes so far, so another thing we love to do is ask locals what they would recommend. Usually starting with taxi/Uber drivers, we try to ask several people throughout our stay what they would recommend to tourists as far as things to see, foods to try, places to go, etc. This is why the list usually ends up with so many amendments! But some of our absolute favorite places were only discovered once we landed and started talking to locals about their home, so don’t be shy! Things are always changing, and those who live there always know best!

So that’s how we do it! As I was writing this, I started worrying whether or not this would be helpful to anyone since there really is so much variance between people, destinations, trips, etc. But hopefully something in here stuck out to you and might be of use during your next trip-planning session! Happy planning and bon voyage!