10 Years of Being The Gallivantrix:

At the time of writing, Gallivantrix has 290 posts which average 4000 words each. That’s over a million words or two copies of War and Peace. 

In 2024, I watched as my 10 year achievement flew by. It’s hard to mark a life of gradual change with anniversaries, but a decade is a good amount of time to take stock. I started the blog in May of 2014 while I was preparing to re-launch my international ESL teaching life by heading to Saudi Arabia that September.  As I noticed both of those decade markers fly by in 2024, I thought to myself how nice it would be to sit down and quietly reflect on what the last 10 years has brought and how it has changed me. It is only now, staring down the barrel of the New Year that I finally feel like a quiet sit-down is possible. Still, better late than never. 

A Life Dedicated to Travel

In the last 10 years I have lived and worked in 4 foreign countries, and visited an additional 27. That’s more than ¾ of the international travel I’ve done in my lifetime so far and nearly all of the travel I have done as an adult. But what does it mean to live a life that nomadically?

One of the big things that I encounter when I tell people how I live is envy. I have no illusions about how amazing the experiences of my life have been, nor do I think I live in a way that is accessible to everyone. It can be a bit strange to remind people that I’m not rich, and in fact, have spent chunks of my life being poor, eating from food-banks (charities), and relying on friends for a roof over my head. And, no, I didn’t win the lottery or get an inheritance. Luck, circumstances, and the support of others have played a big role, but also I made a conscious choice to prioritize travel over almost everything else in my life, and then I worked very hard to make that happen.

I found a career that allowed me to work in a variety of countries. I took extra education to gain the necessary credentials. I took terrible jobs to build experience. I reduced my life’s possessions to what would fit in 2 large suitcases and a carry-on. I had no home, no car, no bed, no books, no dishes, no spouse, no children, no pets, no musical instruments, no garden, I gave all my art away, and my sister is keeping the few family heirlooms we treasure. I ate cheaply, used public transit, and wore free, thrifted, or clearance bin clothes. I bought second-hand phones and cheap laptops and used them until they died, relying on my office computer for any big projects. I only got a portable video game system during COVID because I couldn’t go anywhere.

I don’t feel like I’m missing out on these things because I don’t have them, but I think it’s helpful to remember that no one actually “has it all”. The people who envy me usually have stable, local jobs, a lease or a mortgage, a car (and payments), kids and pets, a multi-seasonal wardrobe, hobbies and crafts, new phones and complex computer set-ups, and a lifetime of memories in the form of stuff that has to have a place to exist. They can’t afford all of those things AND prolific travel, but neither can I. I didn’t make that choice all in one go, either. It took years of gradual change to reach a point where I have a 2-suitcase life. I had plenty of chances to change my mind and back out, but I *like* my life. I just want others to understand it isn’t a traditional life + travel, it is a life purpose-built for travel.

From the Inside

10 years is a long time no matter what lifestyle you have, and I hope that everyone grows and changes in that amount of time. It is a well-studied phenomenon that travel has a big impact on the human brain, and sustained travel with its joys, challenges, and culture shocks has forced me to look more closely at myself and my place in the world.

Although therapy didn’t take a starring role in the blog until COVID-times, it’s been an on and off part of my personal journey for a while. In the 2 years leading up to the launch of Gallivantrix and my international life, I dedicated a lot of my free time to researching and practicing positive psychology. TED has a wonderful series of talks on the subject and several practical resources that I still recommend to people like Superbetter and AuthenticHappiness.

I believe it was a direct result of this work that I was able to embark on the journey, but it did more than give me the strength to adventure. From 2015-2019, I gradually changed the way I approached interactions with others. Some of this work resulted in stronger, healthier relationships and some resulted in the end of years-long ties. The people who remain in my life are strong communicators & loyal friends. Those who left were, for the most part, not “bad people”, they simply had their own struggles with trauma and healing that left us incompatible. Perhaps the hardest of all of these was with my mother.

From 2020-2022 I dove back into the world of mental and emotional health, this time with a focus on childhood experiences and generational trauma. You can read through my book list in the archives if you’re interested. Even though I made good progress using these tools, the circumstances of the pandemic meant that by the end of 2021 I needed to make plans to leave Korea and get out in the world around other people in order to keep improving. 

Bouncing off to Senegal after years of isolation may have been a bit like trying to ski black diamond right after recovering from a compound fracture. It hit me hard, and you can see most of it in the essays I wrote during that time. I will be forever grateful for the experience, for what I learned and how it changed me, but it was not the joyful return to global travel that I had been craving. It took me 9 more months of trying various things and eventually moving to France to finally find what I was looking for in myself that I thought I had lost in 2020.

10 years of international living, a global pandemic, and a deep commitment to emotional healing later, and I am now a much more emotionally mature person than I was in the past, capable of identifying and sitting with my feelings to understand what is reasonable, and what is reactionary. I am able to approach conflict resolution with an eye toward responsibility and solution instead of blame. I know my limits mentally and physically and I plan my life, work and travel in such a way as to protect the hard limits while pushing soft ones. I want to make the world around me a better place, and while I’m ok doing that one person at a time, I’m also interested in how I might do more. I have learned so much about the world and the human race, that I will never be able to look at it without that knowledge seeping in. At some times that is beautiful, and at others it is profoundly painful. I have flaws, just like every human, but I am learning to love myself, and to extend grace and compassion inward and outward for flawed humans everywhere. I don’t want to look away.

Accommodating My Needs

Whether you want to call it chronic illness, invisible disability or anything else, there is a growing awareness of this category of health issues that limit what people can do without making us unable to work, travel, and live independently. I received my first couple diagnoses as a late-teen/young adult, so it isn’t new to me, but as I age, not only does the list get longer, my ability to simply push through my limits is sharply diminishing.

Back in 2018, I had a real “come to Jesus” moment during a long summer holiday backpacking across Europe. It made me start rethinking my priorities and what tools I could use to make the most of my travels without destroying my physical and mental health in the process. Over the next three trips, and the pandemic induced therapy-work, I slowly built not only a list of practical tools to make travel easier and more enjoyable, but also the ability to accept my limitations. The second one means I don’t get so tempted to do things which will result in burnout later on, and I get to enjoy things I am able to do without dwelling on regrets, missed opportunities, or generally hating my body.

I am more likely to book larger seats on long haul flights because I know the difference it makes in my recovery time and pain levels. I always check the accessibility options for places I will stay, including distance from transit, number of required stairs, and how far the toilet is from the bed. I take extra time when walking everywhere, usually planning at least double the Google Maps estimate. I carry snacks, meds, and water everywhere. I keep a little extra in the budget for when I need to catch a taxi or ride-share because the walk/transit is too much. I accept that hot weather means I’ll need extra rest and extra painkillers, and I must plan to do very few things. 

That last one continues to boggle the mind. Spending spring in France, I was able to walk longer distances and do things for hours, even spending 12+ hours a day walking around some places! I’m never going to be up for a 5k run, but when the weather is mild-cold, I have so much more energy and mental focus and so much less pain. It has become important for me to keep notes when I am in different climates because it’s easy to forget how dramatically the heat affects me, and I need to be able to reference daily and weekly records of my experiences to hold onto the fact that it’s real and not a trick of memory.

Even knowing this, I still choose to go to hot places sometimes, like India… in August. But I made sure to always keep water and NSAIDs on hand, to walk very slowly, use a sun-shielding umbrella, and crank the AC in the car and the hotels. I was exhausted by the end of it, but I got to see some very amazing cultural and historical sites. I also went to Taiwan for 3 months starting at the tail end of August, knowing that the weather would be too hot until October. For the first 5 weeks, I did almost nothing besides go to class and get food. I knew heading into Taiwan that I would not be able to do a bunch of touristy things, but I still wanted the language study and cultural experience, so it was worth it.

Accepting my limits doesn’t keep me from going places, but it changes the way I go and what I expect to get out of it. I may not get as much out of my trip to India or Taiwan as a more healthy and fit person, but I definitely get more out of it than someone who never goes at all.

From the Outside

When I started the blog, I harkened back to the early days of social networking (Live Journal, My Space, and even bulletin boards!) where everyone who was online in those days was producing what we now call “content”. I know I sound like a get-off-my-lawn antique (and I am GenX), but objectively, it’s not just me that’s changed in the last decade. The internet / blog-o-sphere and the world at large have also undergone some dramatic makeovers in that time, too.

Demographics

It’s always hard to compare the present to memories of childhood, so I can’t say how much of what I recall about the travel I did with my family as a child is accurate, but one thing I think is objectively measurable is just the sheer number of people flooding popular travel destinations.

When we lived near the beautiful white sand beaches of Panama City, Florida, my mom and I joked about buying shirts that said, “I’m not a tourist, I live here.” because we felt like we could hardly go near a beach without being accosted by cheap seashell trinkets (made overseas) and green key-lime pie (it’s supposed to be yellow!). Perhaps because of this formative childhood experience, I have never enjoyed a tourist trap even though I have not always been able to avoid them. Yet, when I lived in Florida, the population of the US was 107 million fewer people than it is today. Not all of them visit Floridian beaches, but it stands to reason that the population rise alone will result in more humans per beach.

This NYT headline said in 1984, 27 million Americans travelled abroad, a new record at the time. By 2014 that number was 68 million, and by 2023 it was 98.5 million. Data on 2024 isn’t out yet, but I would bet it breaks 100 million. And that’s just Americans!

The global population has risen by almost a billion (that’s B) in the last decade, and more and more of them are living higher wage, higher quality lives which include international travel. Over 1.1 billion tourists (15% of the global population) travelled internationally in 2014, in 2019 (just before the pandemic) it rose to 1.5 billion (roughly 19-20% of the global population). Obviously, the pandemic saw a lapse in travel, but most statistical analyses agree that in 2024, international travel levels caught up with and then exceeded 2019 levels.

Also, there’s more people living in most of the popular locations. Only a few countries have been experiencing declining populations. Meanwhile, swift urban development and technological advances mean that a smaller percentage of people are living a rural/agricultural life, choosing instead to flock to cities and suburbs for better schools and higher paying jobs. In many places, migrant workers who come in to do things like drive taxis, work in kitchens, clean homes, and do construction do not show up on official statistics of urban populations, yet they certainly contribute to the body count.

When I arrived in Senegal, many people told me that the city had nearly doubled in size since the start of the pandemic, and that the cost of living was skyrocketing as migrant labor from the villages flooded in. Although official statistics show about a 3% yearly rise in population for that city, that is still much faster than the infrastructure can keep up with. Senegalese citizens and immigrants from less stable West African countries want to live in the city because they can earn more money to send home to their families. The flood of people coming in has resulted in overcrowding, lack of adequate sanitation, lack of housing, lack of food, and lack of employment. 

Dakar isn’t a hotspot for tourism, but many developing countries that rely on tourist dollars are experiencing a similar trend, meaning more locals are in the cities we travel to and more of them are struggling to get by. My foray to Zanzibar in East Africa highlighted this most dramatically where I would walk through a neighborhood with no running water to reach the high end resort hotels on the beachfront. As hard as it might be to live in a developing country and see first world lives on TV and the internet, how much harder must it be to see them across the street when you must carry water from the well and dig a hole for a toilet?

Among the expat communities, people who live and work abroad, not just traveling for fun, we have anecdotally noticed an upturn in the tendency to be treated as a “walking ATM”. The rise in the number of locals living in cities but struggling financially has led to a (totally understandable) level of desperation in the competition for foreign dollars that hasn’t always existed. And don’t get me wrong, I feel an enormous amount of compassion for those less fortunate than I who have not had the chances and support or even the citizenship that give me my advantages. However, I cannot singlehandedly change the fortunes of a developing economy with my few thousand dollars. 

Then, when I come back to the US, I am shocked at prices and poverty here, too. 100 million of us may be able to travel internationally this year, but how many of those scrimped and saved to do so? How many are using airline miles they earned buying groceries and gas? How many only go once a decade or once in a lifetime? How many are taking on debt to do it? And of the remaining 235 million, how many are food insecure (47 million), how many are one paycheck away from homelessness (200 million). People shouldn’t travel if they can’t afford it. Please, do not travel on credit! But regardless of how we pay for it, most people can’t afford to go over a carefully planned budget while on holiday.

I want to spend my money on local small businesses when I travel, but it isn’t fair to be treated like a bottomless money pit because we were born in affluent countries. What’s more, it makes for a very unpleasant experience which will only damage the future of their tourist economy. I work hard to avoid these kinds of situations, and have developed tactics over time to deter scammers and hawkers, but it’s exhausting and demoralizing to be walking around a beautiful historical and/or sacred monument only to have to fend off junk-sellers every 5 ft. Many take “no thank you” and move on, but others will follow you around telling sad stories about their kids to try and guilt you into buying some cheap trinket you don’t want.

This experience isn’t new in and of itself, as I recall having had it in China back in 2005, but it feels like the number of such “sellers” and their persistence, willingness to invade personal space, and leverage emotional manipulation has dramatically increased. I think it was one of the big reasons Senegal was so hard for me, as well as the main reason why in places like India and Egypt, I opted to hire local drivers and guides who I can budget a gratuity for in advance, and expect them to act in part as a barrier to the other hands being held out for cash.

The upshot of all of this population growth, demographic change, and economic inequity is that many places are more crowded and fighting harder to extract every penny from the visitors that they can. There are still places in the world that do not have this problem, or at least do not have it in excess, but I feel like it’s much harder now to plan a trip that avoids them, especially if you have any bucket list items that include major historical sites, world-class museums, or unique natural wonders. Maybe it’s easy for me to say because I’ve already gotten to visit quite a few of these, but now when I give travel advice, I tell people to focus on small local experiences rather than grand bucket list ones since you’ll be more likely to have the space and peace to enjoy it.

Going Viral

In addition to the population and economy, there’s one more very large factor that’s changing the face of travel and travel-blogging: the social media revolution. My 5 week stay in Tours France was relaxing, idyllic, and felt almost nothing like tourism at all, but when I left Tours and went on my color-coded-spreadsheet trip of tourist highlights including Disney, Lyon, Marseille, and all the big bucket list spots in Paris I had somehow never gotten around to like the Louvre and Versailles. Although almost every place I went was new to me, the experiences of being a tourist all seemed eerily familiar.

Authors and researchers like Jonathan Haidt have been studying the changes in social media over the last 10-15 years, and there are some fairly strong conclusions about the manner in which content is created and consumed. Other old-fashioned travel bloggers like me who want to share personal content over rubber-stamped listicles are also expressing frustration.

As social media drives attention to ever more similar short-form bucket lists and glam photos, tourist attractions have also started to become homogenized. This isn’t all bad, nor is it fully ubiquitous. I have written before about the fact that cathedrals in western Europe are all kinda the same in the way that roses are all kinda the same, and I still like them both every time. Huge enough attractions like Disney and Versailles don’t need to change too much to keep attracting visitors, and they will always be tourist processing machines filled with photo-happy crowds and overpriced souvenirs. Yet, everything in between seems to be riding a post-Instagram, post-COVID wave of striving to provide travellers with photo-ready experiences that exactly mimic what they have already seen online. Stand in this line to get the perfect photo, order this dish at the restaurant, look for this “hidden gem” that’s now overrun with tourists, and always post your best photos!

I have been going to Angelina’s in Paris since 2015 (that makes it sound like I go a lot. I do go at least once every time I visit, but it’s only like 6-7 times total) and yet sometime between 2019 and 2024 it got internet famous, and for the first time ever, when I went this year, there was a LINE out the door and they were no longer accepting reservations. My patience was rewarded in the end, and when I went back a few weeks later at a better time, there was no line at all. Despite Angelina’s appearing to have handled their newfound fame well, many local restaurants that receive viral treatment do not.

Internet fame can send tourists in droves to small businesses that are unprepared for the volume of new customers which ends up leading to disappointing experiences and bad reviews. Some businesses overextend themselves financially trying to keep up, only to be left with debt when the viral spotlight turns elsewhere. Very few small-scale restaurants survive viral fame, and even fewer benefit from it. Additionally, the desire to have a replica of the online experience leads to long lines at one location while those around it languish. This is bad for both local businesses and for the tourists themselves. The joy of a hidden gem or hole in the wall is that it is unique, different, likely thriving off of local and seasonal ingredients meaning that the dining experience is different from day to day. Meanwhile, viral sensation seekers want to experience what they have seen online and nothing else.

Jerusalem Demas famously wrote, “Tourists are like bees. I don’t want a bunch of them circling around me, but I also don’t want them to disappear.” Developing countries are not the only ones that are both economically dependent on, and simultaneously damaged by increasing tourism. Many large cities in affluent developed nations are experiencing an overdose of tourists that is causing chaos and unhappiness among the locals. This Forbes article goes into more detail of the struggle between reliance on tourism for economic success and the damage that over-tourism brings.

Viral fame hasn’t just damaged food experiences, but also art, music, and nature. One beautiful Mediterranean beach may be edge to edge bodies while a few villages over, a pristine beach boasts only a few locals. The government of the Philippines had to shut down some extremely popular tourist beaches because the sheer number of tourists was damaging the environment, yet there are hundreds of practically empty beaches around the Philippines that no one is going to. Is it because they don’t know about them or because they want to recreate that experience they saw online?

Imitate and Recreate

When “influencer” first became a job, they would try to use clout or ad space to get free meals and accommodations. A very small number of extremely successful ones still can, but remember a billion+ people are traveling every year, so an influencer with a million followers is only 0.1% of the potential market, and most of their followers aren’t actually going to travel, because travel lifestyle influencers are largely aspirational.

Now the issue is less influencers trying to get free stuff and more that a small number of tourists with influencer dreams have their hearts set on recreating a viral photo or video on location. Surveys and polls vary a bit, but generally speaking somewhere between 50-80% of Gen Z consider influencer a desirable and realistic career option, with more than 40% of adults overall feeling the same.

As a result of this, you get people doing choreographed dances in the middle of a UNESCO World Heritage site, or self-employed ‘models’ posing over and over in front of the thing that literally every other tourist there wants a photo of. This has gotten so bad that in many places, the government or local businesses have posted signs banning tripods and costume changes.

I am not criticizing dancing nor taking photos. Normal polite people usually spend a few minutes taking photos, arranging poses, and checking to make sure no one was making funny faces before moving on. On the rare occasion I indulge in a selfie, I tend to take a handful before I get one I don’t hate. I think it’s fair to want to look your best in your photos. But these people will stay for 30 minutes to an hour, taking pose after pose or restarting their dance 17 times, all while blocking everyone else from being able to take photos of the site. Tourists are often on a tight schedule, and will end up missing out on their photo ops for their own memories because a wanna-be influencer can’t share.

Even when they aren’t taking photos, they will often sit or stand in desirable photo-op spots to scroll their phones instead of moving off to the side to allow others a chance. And again, I’m not criticizing wanting to check your phone while at a famous landmark or museum or whatever. They might want to make sure photos turned out; they might be checking their itinerary for the day; they might be reading about the site they are visiting to learn more; they might be trying to contact their group; they might even just be scrolling because it’s so crowded and overwhelming that they need a break. All of these are fine and valid reasons to be on your phone. None of them are reasons to block the view while you do it.

AI photo editing has made it easier to cut out unwanted hordes of tourists, but it can only do so much. Plus, my photos are primarily a gateway to my memory. I can wait for the perfect shot or edit out a stray person in the background, but if I look at the photo and remember the obnoxious influencers and pushy junk-sellers more than I remember the awe and beauty of the place I came to see, then what am I even doing?

What Am I Even Doing?

In 2014 when I started this website, there were (according to Google) hundreds of thousands of travel bloggers across several platforms. Now in 2024, those same estimates place the number of travel bloggers in the millions. Far and away the vast majority of them are just in it for the money. There’s nothing wrong with wanting to a bit of extra cash to support an already expensive hobby, but the current monetization model of social media pays for eyes, for attention, for engagement, and so using keywords and creating short 1 min or less content allows social media influencers to maximize money while minimizing effort. Millions of travel content creators exist, yet the format for a travel blog has been trimmed down to those few most monetizable models on platforms like Instagram and TikTok, meaning everything is starting to look the same while containing less and less original or unique information. 

I have never thought of Gallivantrix as something to monetize, no matter how many times well-meaning people suggest that I turn this hobby into a side hustle. I hoped my blog would primarily serve as a way to connect with my loved ones while I was abroad, give people a deeper perspective of the world, and maybe add a soupçon of helping other travelers. 5 years ago when I checked in about my motivations for writing, I stood by my long-form and intermittent style and I am still drawn to long form essays with no particular schedule, but the content of my writing is changing.

I have always been an essay writer, tending mainly towards narrative essays. I used to call my writing style “narrative nonfiction”. Sometimes, I write descriptively, giving detailed accounts of what an experience is like, to paint a picture that my readers can imagine. Sometimes I involve research and write more informatively to talk about the history or broader context of an experience. Since COVID, my writing has taken a more personal bent, with liberal doses of expository and reflective writing.

Writing narrative essays about my experiences not only allows me to share my adventures, it gives me good motivation to go out and do things and to live mindfully while experiencing those things. By setting myself up to notice things “for the blog”, I’m more likely to have a deeper and richer experience and remain mindfully present. Later, writing the memory allows me to review all the photos and relive the experience vividly in order to record it. I may not want to do this for every single place I visit, but it’s a great tool to have in the box.

During my France holiday, I wrote narratively about Tours, and I meant to do the same for the other places I visited, but over and over I came up against the idea that I could not say anything that was not already said both more succinctly and more informatively. 

It seems now when I’m travelling in places that are inevitably viral, I no longer have any interest in publicizing my journey. I still take photos and share them with my friends, and I write little highlights for myself, things that in the past would be the notes I used to write blog posts from later, but I don’t have any interest in spending hours creating content that a million other people have already created. I found that when I am already in a good headspace mentally and emotionally, I am able to be mindful and present in the experience. It isn’t necessary to try to find ways to make yet another blog about Disney, I could just enjoy it.

When I went to South Asia, I was surprised and inspired by Sri Lanka in part because since the civil war and the earthquake, not a lot of people have focused on tourism and travel there. I never have time to write while travelling, so I tucked it away for later, only to be confronted with the contrasting experience of India, and capping off my South Asian odyssey with a visit to a third wildly different environment in Nepal.

I knew I didn’t want to write a bunch of blogs about sightseeing and history at places which have been endlessly blogged about, but I started to think about how I would like to write about South Asia. Nestled in between my May and September decade markers, the trip made me think about who I want to be in my next decade as Gallivantrix. I thought about the essays I wrote in the pandemic about deep emotional issues, those that I wrote while in Senegal about the social, political and economic impacts of colonialism and white supremacy, and about the essay I wrote in France about finding joy in the everyday. I want to combine my experiences as an expat and tourist with what I have learned about the world, historically, politically, and economically, and how the countries I visit fit within that broader understanding. I don’t intend to fully discard narrative or informative writing, but I want to embrace the personal and the reflective.

Is anyone even interested in reading something like that? Wouldn’t it do better as a podcast? A video-essay? Is my approach too old-fashioned, too long, too nuanced, or just not cute enough? Eeehhhh. There’s millions of travel bloggers out there, but I don’t need an audience of millions. I hope there are a few people in the world who will read and think and share those thoughts with others. In the end, I write what I most need to say in order to process my experiences and ideas in a flow of words that may be only for the void.

If you happen to be here in the void with me, Happy New Year.

How to Plan a Holiday

My last week got overrun by more vacation planning and I didn’t really have time to do much writing. However, since I’ve turned my gaze once more to the fun fun prospect of organizing my next international adventure, it seemed like a great time to share my process with you.


Related imagePlan? That sounds like WORK! Isn’t a holiday supposed to be FUN? Yes, but if you want to maximize your vacation time and money, taking the time and effort to plan ahead makes a world of difference. Unless you’re rich enough to just hire someone to plan the trip for you (and even then, finding the right tour company is important too!) you need to commit to planning. The time-money-quality triangle applies to everything, even holidays. The more time you put into the plan, the less money you need for high quality results. 

Step 1: Find Your Holiday Mission Statement

Planning a trip doesn’t start with booking a hotel and flight. There are some pre-trip questions you should really think about before any web searches or bookings take place.

How do you want to feel?

One of my friends loves laying on the beach with a book for days on end, but that sounds boring as heck to me after about 3 hours. Neither of us is right or wrong, but we want different things from our holiday. It’s important to know what your goals are, it’s kind of your vacation mission statement. From then on, any time you’re faced with an option or choice you can check to see if it matches your mission statement. Much like for a business, a vacation mission statement works best when it’s as specific as possible, while still being brief.

What you want from your holiday? Leisure? Adventure? Food? Shopping? Change of scenery? Nightlife? Art? History? Be pampered? Get dirty? 

What do you want to see?

Decide if you’re having a destination holiday or an experience holiday.

Destination holidays are those where you want to see a specific place like Rome or the Pyramids. There are awesome things everywhere in the world, but there’s only one Rome. Destination driven holidays should be more focused on off-season travel to maximize savings and also to avoid the high-season crowds. 

Destination driven holidays also need to think about weather as well as expenses. My favorite Thai island is closed 6 months of the year. Last fall, I had to find a different magical island getaway. My friend wants to go to Egypt and for a minute she thought she’d go in the summer break until I showed her the weather reports that include regular temps in the 40s (C). Now we’re going in February.

Experience holidays are ones in which you first consider your time off, and then see what’s having an off season sale that you might be interested in at that time. Sometimes, you can’t help but go to the popular place at the popular time. Work and school schedules are not always cooperative, but it is worth considering what else is available.

How long do you want to go?

Long weekend? 10 days? A month? There are vacations for nearly every length of time. Bear in mind shorter times should focus on one or two main activities in a single place with minimal travel. 

The less time you have in one place, the more detailed the planning needs to be. You might be fine spending an afternoon getting lost in town or just sitting at a cafe people watching if you have several days to spare, but if you get lost on your only day to do/see THE THING you’ll be really sad.

How much do you want to spend?

There are places in the developing world where you can book a luxury resort for 300$ a week (I did that in Egypt), places where you can eat amazing gourmet food for 25$ a meal or less (China and the Philippines for sure), there are places where a beer is 0.50 cents (Prague!) and places where a beer is 8-12$, places you can get a private room for 5$ a night with breakfast included, and others where a room in a dorm (sheets not included) costs 40$.

Don’t worry about the cost of individual things at this point, just think about how much you are willing to spend per day on average (take your total trip budget, subtract airfare, divide by the number of days you want to travel)Once you know your budget, you can check it against other travelers’ experiences to see if it’s enough for the place you’re dreaming of. I find that a lot of the blogs for backpackers are decently accurate for minimal daily expenses, and that the cost of living websites are more accurate for “family vacation” style spending. Most of SE Asia is 30-40$ a day for good times and EU is 80-100$ a day if you’re frugal. (post-COVID edit: I found in 2024 that these prices have gone up considerably, but you can still do a lot in SE Asia for 40-60$US/day, and in EU for 100-150$)

Who are you going with?

Discuss the practical things – I almost forgot this one because I’m so used to travelling alone, but it is important. Not only do you have to ask all the previous questions of your travel buddies, you also have to think about room sharing (my mother snores so loud I’m not sure how that’s going to work when we travel together), as well as age or ability limitations (meeting my friend with a 3 yr old last summer, I had to think about 3yr old human needs). Travel buddies can be great company and help save money on things like renting a car or a room when you can share, but it’s a compromise on location and activities.

Be upfront about your goals and expectations – If possible, try to pick travel buddies who share your travel goals and habits. If you can’t do that, discuss them in advance so you have a way to handle when you want different things. It is so easy for a holiday to turn into resentment when people are tired, sunburnt, hungry and didn’t get to see/do the thing they wanted. If you are travelling with people who don’t share your goals, make sure you’re both ok splitting up sometimes so that no one’s feelings are hurt when you want to do something different.

Make time for each other – I don’t just mean plan with them, I mean that they need to have a place on your itinerary. What will you share together other than the hotel room? It’s almost impossible to make another person your top priority when you’re going on a (probably expensive and unique) travel experience, but it will help if part of every day is focused on each other more than the sites, even if it’s just one of your meals or a drink before bed. This applies to anyone, not just a romantic interest or spouse, but family, friends, and acquaintances. 

Step 2: Accommodation and Transit

Wait! All that was Step 1??? Yes, but it’s not as bad as it sounds. Step one is mostly thinking, and a little bit of research to help you get the answers to those questions. Don’t skip it, though, because you’ll use those answers to shape everything that comes next.

The Flight

The flight is the biggest purchase you’re going to make and it defines the rest of your holiday. I think of it as the spine of the vacation.

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For a destination trip (or once you’ve decided your experience locations):
The flight search matrix used by Google is a great way to be able to see all available flights between to airports. Websites like Travelocity, Priceline, Expedia, and Kayak ALL use the matrix to search. It’s faster to go directly to the matrix instead of comparing 20 websites.

For experience vacations (or to narrow a list of potentials in a specific area):
You can look at a website like Kiwi.com to search “Anywhere” and see the cheapest flights during your holiday time, or you can search by country, or you can use the map function to just scroll around the globe and see where cheap prices are. I love this for wanderlusties who find themselves with time and money restraints because there’s always something awesome at the other end and discovering can be fun.

(post-COVID edit: although many 3rd party airfare websites still operate, I no longer recommend them for anything other than research. Issues with delays and missed connections are becoming more and more common, and the best way to make sure you will get help is to purchase your fight from the airline directly. It might cost a bit more, but I assure you that it is worth it when things go wrong.)

My trip to the EU was I’d say 40% destination 60% experience. I wanted to go to north Europe, I was less picky about the specifics.  I looked around at prices and noticed that CDG is cheap and convenient to fly into. I could have opted for round trip, but it would have meant making my route a circle or doing a long backtrack and I wanted to get at least one Nordic country in on this trip. I did a quick check on some sample bus prices (like Paris to Amsterdam, Amsterdam to Oslo) and decided I could do it. Thus my return flight airport was decided, and I went over to the Matrix to find the cheapest flight. I got a ticket with Russian airline Aeroflot through Moscow for under 1000$. The cheapest options on flight booking websites were 500-700 more.

Conversely, my winter holiday is far more destination driven. It’s going to be much harder to find such a great deal. I originally wanted to do Morocco, Israel, Jordan and Egypt (my friend is joining me for Jordan and Egypt). I haven’t found the perfect ticket yet. Kiwi thinks it will be around $2000 to fly Korea to Morocco to Jordan to Egypt and back to Korea. It IS a lot of flights, but I hold out hope that several hours of testing options on the flight matrix will save me a few hundred dollars.

Search nearby airports – Flying one airport and then taking a bus or train out to a cheaper destination could save you hundreds of dollars. It’s worth comparing airports, and checking the price and timing of the ground transit before you buy, just to be sure. I don’t recommend this for short holidays (less than 3 days), but the longer your holiday is, the more worthwhile this becomes. In New Zealand, I flew in and out of Auckland even though I didn’t want to do anything in that city. In the Philippines, I had to fly into Manila, sleep in a little airport hostel, then fly to Bohol the next morning.

Choosing Your City/Cities

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Destination vacation people will have done this step before buying plane tickets.

Experience vacation –  “I’ll just see what’s there when I land” is not a reliable recipe for a great holiday. It’s a little like the lottery. Stack the odds in your favor and read up. Even if you think you know where you’re going, it doesn’t hurt to read about your destination on something other than Trip Advisor and Lonely Planet.

In the winter of 2016/17 my destination was “the Malay peninsula”. It looks small on a map, but it is big on the ground. I almost ended up missing out on Koh Lipe because Langkawi has been famous longer. Reading more sources gave me more options, and better information to make my decision with.

Read the blogs – Find some bloggers who share your holiday mission statement. It doesn’t do me any good to read bloggers who love to bike across Europe because I will not be doing that. Ever. I found a blog that talked about running tours of cities and nearly fainted from thinking about it.  Find unique bloggers who share real details. Mainstream bloggers like Nomadic Matt are fine for finding out the basic details and some run off the mill travelling advice, but for my taste, when I’m trying to decide where to go, I need the atmosphere, the mood, and the experiences of someone like me.

Check the local transport options – In addition to attractions, hotels and ground transit can shape your city choices. If you’re going to places with good public transit, it’s easy to land in one place for a bit and then move to another hub. If rental cars are cheap, you might consider driving around some of the rural parts of your chosen holiday spot. 

Move at least once a week – Happiness experts say that the shiny new vacation smell wears off after about 7 days in the same place. I like to change cities at least once a week, but if you want to spend your whole summer in the Maldives laying on the beach, it’s still a good idea to break it up by moving to a hotel on the other side of the island or taking a weekend to explore the mainland. After 7 days, things become a “routine” and the mental mood boosting benefits of vacationing begin to taper off sharply. Relaxing holidays will tend to move less, while exploring holidays will need to move more. How much more often than every 7-8 days you move will depend on your goal.

Finding Accommodation

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Don’t stay anywhere you don’t feel safe or can’t get good sleep. It’s not worth saving money if you’re stressed or too tired to enjoy the next day’s activities.

Do try to minimize your accommodation costs unless the resort itself is the center of your holiday (which is fine, private beaches are dreamy).

Shop around – It’s good to have a range of search options to keep your prices down. I like Airbnb and Booking.com the best, but I’ve been known to poke around Hostelworld. Sometimes I’ve just made email arrangements because I’m traveling to the back end of nowhere. Most of these places give discounts to non-cancellable reservations, but if you want to maintain flexibility, its a good idea to book places you can change later in case you find something better or change your plan altogether.

Beware hidden costs – Things to think about besides the room price: are any meals included? Do you need parking? Do you need a shuttle service? Will you need laundry service? Is it close to public transit? A great room price can be ruined if you have to pay 20$ a night for parking, if you have to walk a mile to the bus stop, or if there’s no place to eat nearby (this happened to me once in Korea and my hostess, bless her heart, fed us, but it was embarrassing!)

Location, location, location – When booking my rooms, I’m typically going back and forth between the booking site, a map of the region, and some travel blogs. Sometimes the map will show me something interesting because Google does that now. Sometimes the hotel will mention famous nearby sights to check out, and always travel bloggers will tell you about their own experiences there.  I spend ages staring at maps, reading blogs, and looking at the map function of the booking website of your choice. It can show you the prices of a large geographical region. Sometimes I find great prices and realize I don’t really want to GO to that place so it’s useless.

Quality is subjective – Reading reviews of accommodation is tricky. If the person leaving the review has a different set of values and expectations than you, their review may not be helpful. Don’t just look at stars. Look at how many people reviewed something. A 4 star rating from 200 reviews is better than a 5 star rating from only 10 reviews. Read the things people liked, but also read what they didn’t like. Are those things important to you? Can you sleep in a room where you might see a rat to save $$? Do you HAVE to have A/C? Do you want to meet other guests or have more privacy? What is the standard in that country? I found that a 2-3 star (of 5) rating in developed countries is equivalent to a 4 or 5 star place in developing nations.

Prioritize – For me, feeling safe is #1. I don’t like to stay in co-ed dorms if I can avoid it, but female only dorms are often more expensive. I also won’t stay in a place with all men (one or many, I don’t do it unless there’s a female in the house).  I’ve learned I can sleep just about anywhere for one night, but I prefer a single room, or a women only dorm in a clean place in a non-party part of town (I do not like hearing people throwing up from being drunk while I’m trying to sleep). I also look for transportation options (parking if I have a car, bus stop if I don’t).

Things like lux decorations, pools, spas, and services are less important to me, but you need to know your own priorities. If you want to party all night, stay in the party zone. If you can’t enjoy yourself unless you’re staying in the Marriott, then increase your budget or pick cheaper parts of the world where those resorts are affordable. Sharm el-Sheik in Egypt is great for that. You can stay in fancy beach resorts for a fraction of the cost of other countries.

Local Transportation

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Minimize travel time – I’ve seen tourists travel for hours to reach someplace and look for 15 minutes, take a few pics, and then get back on the bus. I don’t understand this method of travel. I think transit should be minimized. I don’t like to spend more than 4 hours a day in transit (except the flights in and out). It’s not always possible, but it is important. The comfort level of your transit is also important, as I learned in Thailand. A 3 hr bus ride in a plush comfy air conditioned seat is much more tolerable than a 3 hr ride in a cramped, hot, minivan.

Travel in your down time – In EU this summer, I traveled on Saturday so I wouldn’t have to fight weekend crowds at popular venues, and I used them as rest days where I could just relax and travel from one place to another. On shorter trips, I like to do intercity transit early in the morning or last thing at night. If you have to go a long way, it might be worth looking into sleeper cars. When we were in China (a huge landscape) we did that a couple times and skipped out on hotels for the 8-10 hour train rides overnight.

Research the details – If you’re going in the off season, you can probably buy tickets the day of your travel, but in the high season it’s best to make reservations. Look at the time tables and make sure you can get to the bus/train station on time. Compare the bus and train costs. I found that taking the bus around France and Holland was great, but that in Germany the train was cheaper.  I took a bus from Singapore to KL, but a train from KL to Ipoh.

Look at alternative travel options – Sometimes local flights can be more efficient and cheaper than bus or train. Sometimes there are even boats. Which I love. I took a ferry from Jordan to Egypt last time I was there. It was not any cheaper than flying, but it was a much cooler experience. I also had to take a boat to get to Koh Lipe and back since there are no airports on the tiny little island. Now that I’ve been, I know I probably could have bought my ticket when I got to the port, but at the time I had no idea how full it would be so I made sure to book online.

Check the reviews – In some cases you won’t have choices, but when you do it’s best to check and see if you can find a picture of the fleet that is NOT on the company website. I thought the boat to Koh Lipe would be like the ferries I’m used to where we could go up on deck and with that in mind, I was looking into a 3 hr boat ride. When I read more and realized that the Thai ferries in the region are all very restrictive and make passengers stay seated below decks, I opted for the shortest possible ride instead.

When in Rome – Not literally, but when it comes to getting around, it’s a good idea to see what locals do. I did so much research on inter-city transit to get from one place to another, I neglected to pre-research city buses to learn how to get around once I was there! It turns out, every one is different and it was a huge source of stress for me last summer.  How do you use the bus/tram/metro system? Do you need a bus pass? Where do you buy tickets? Does it cost more to buy one at a time or get a pass? Is the tourist pass worth it? Don’t assume it will be easy to figure out when you get there… it won’t be.

Step 3: The Details

Now you have your cities chosen, your hotels booked, and a solid idea of how you’ll get around. Time to narrow your focus and figure out what you’ll do in each location. Show up and see what happens is not a strategy that works for most people. It seems very romantic, but most people find they end up sitting around on Google trying to do the research they should have done before they arrived.

Brainstorm

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Write a list – Just make a list of names of all the places you can find where you’re going. Websites like Trip Advisor and Lonely Planet come in handy at this stage. They are great resources for building a basic list of things to see. They are a bit limited to the most popular tourist attractions, however, so try adding something like Atlas Obscura to your search.

Dig deeper For more unique travel opportunities, check travel blogs and Facebook pages and other types of social media from smaller voices to see what isn’t being seen by the big famous travel sites. I found a magical heated waterfall in NZ this way. I’ve learned about unique food in tiny restaurants, and the less famous but just as beautiful temple or church next to the one full of tourists. You get beautiful memories and you often get the place mostly or even all the way to yourself. I can’t provide links because each blogger focuses on different places and experiences, but if you type the name of the place + “blog” or “travel blog” you should get some decent results.

Check the map– Once you get a list written down, you can start searching for what’s near them geographically. Pull up the Google Map and see what pops up next to your famous site or on the route from your hotel to that site. Read more blogs about people who went to a famous site and see if they did any side trips. I had a side trip for buffalo ice cream on my way back from a famous site in Bohol. Local water-buffalo being milked for ice cream… that’s a unique holiday experience.

Expand your search – If you’re staying in one hotel more than 3 days (it hardly ever takes longer to see the highlights of one city, although of course you could explore a single city for years and not see everything, many people on holiday like to maximize experiences), you can look at day trips from the city you’re in. Can you do a tour to a nearby natural reserve for hiking, kayaking, fishing, etc? Can you get a bus to a neighboring city and see their sights? I found an amazing spa in Aachen Germany about 2 hours away from my hotel in Lanaken Belgium.

Read until your eyes blur – Keep adding things to your list.  Make your list as long as you like, don’t worry about all the details of each place yet, this is the brainstorm phase. Anything that sounds interesting, put it on the list.

Edit the List

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Location, Location, Location – things that are close together can be done on the same day, while things that are far away, not on the public transit line, or not near anything else cool might be cut from the list. I had the Tower of Eben-Ezer on my list, but when I realized how far out it was and that it would take me hours each way without a car, I reluctantly took it off the list. Other times I’ve gone to a place I was only semi-interested in because it was 5 minutes walk from my primary stop and had a great experience.

Timing is everything –  Check the days and hours of operation, and the price. If it’s not open when you’re there, if it conflicts with something you want more, if it costs too much, cross it off the list. Do you need to book in advance or can you buy tickets at the door? How long is the line? Many attractions have “skip the line” tickets that let you save time. When we went to the Catacombs in Paris, the line was 3 hours long. We had skip the line tickets and got in with only about 5 minutes wait. I completely failed to buy my Kremlin tickets ahead of time, and had to choose between standing in line and seeing the Kremlin or doing literally anything else in Moscow that day.

Read the reviews – Read reviews, look at pictures, visit the website. Look beyond rating and see what people are saying. Are the things they talk about important to you? Does this seem like something you’ll like? More than once I’ve declined to visit a city’s most popular tourist destination because it just didn’t seem that interesting to me.

PrioritizeYour list should be divided into “must see” and “see if there’s time”, with a side of “bad weather options”. Make sure you have no more than 50% of your list as “must see”. Even after editing out all the places you can’t get to, can’t afford, aren’t open, or aren’t interesting, the list should still be huge, and contain more things that you can actually do in the time you have because you might need to change something based on weather, unexpected closures, illness, or random acts of gods.

Step 4: The Schedule

It’s a good idea to have a schedule, as long as you know that it will change. I don’t want to spend my precious vacation time thinking about what to do each day. Sometimes I write detailed schedules down to the half hour, other times I make “day itineraries” grouping nearby activities together so I can wake up and say, ok today I’ll do itinerary 3.eu trip plan

Booking in Advance

Use your priority list and start with things on your “must see” list that require (or strongly suggest) advance reservations. Once those are filled in, you can start adding things that have variable times and things from your “see if there’s time” list.

Visit the website – Almost all of them have an English page and will tell you how important it is to buy tickets in advance. Some places don’t even sell tickets at the door. 

Don’t Over-schedule

The temptation to squeeze sightseeing into every moment of the day is strong. Avoid it. A single event or a bike/walking tour that lasts 2-3 hours is a “half day” event (2 per day). Anything more than 5 hours is an “all day” event (1 per day). I can’t make you slow down, but thousands of travelers over several decades agree that seeing fewer things, but experiencing them more fully is a more satisfying experience.

Make time for meals! Oh man, the number of times I’ve ended up not getting food because I’ve been so busy looking around. It’s a tragedy especially if you’re travelling anywhere with good food… soooo basically everywhere. Street food is awesome and should be tried, but you need to sit down and rest too.

Organize by geography – When I was in the Philippines, I had itineraries that could be done on any day, as long as the items were done as a group because they were all close together. You can sneak tiny things into a day this way. If there’s something that will take less than an hour quite close to one of your half or all-day events you can work that in without killing yourself.

Time is a Gift – You look at an itinerary like this and you think, OH we’re wasting so much time, but you are not. You are giving yourself a precious gift. Now you have time to get lost, to explore, to check out that cool thing on the way you didn’t know about, to stop for an ice cream or coffee, to meet people along the way.

Be Prepared to chuck the plan – If you travel with an open eye and open mind, you’ll also find new and interesting things along the way. Sometimes it’s meeting people who invite you along, sometimes the concierge or Airbnb host tells you about a local secret, sometimes you just walk into a wine festival in the park (true story, happened to me in Prague). You want to be able to make time for these things, and in order to do that you need things you can move around in your itinerary.

Step 5: Organize Your Documents

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Gone are the days of having to print our whole holiday itinerary and carry them around in waterproof document cases! Yes, people did that. Sometimes I still see older couples doing it. I’m not saying it’s a bad idea, and if you’re not going to be around computers or the internet, it’s VITAL, but now that we can store everything in the cloud, we can access schedules, booking details, and vouchers with our phones!

At a Glance – There are countless apps you can use to organize your itinerary, but be sure you get one that is easy to read at a glance. You’ve seen my color coded spreadsheet that shows a calendar where I put the things I’ve scheduled and bought tickets for, but I also use something like a Word.doc for the list of things I can do more or less whenever that includes addresses, websites and phone numbers I may need, and any itinerary groupings.

On the Cloud – I make a dedicated folder in my cloud storage for all vouchers and receipts for everything I bought online from hotel reservations to museum tickets for each trip. I filter all my emails related to the holiday into a dedicated email folder for easy reference. I also keep photos of my critical documents. I know not everyone is comfortable with this, but if you lose your passport or ID, it will be easier to show your Embassy a picture of your missing credentials so they can help you faster.

Offline – If you won’t have data or internet when you arrive you can also download the documents you need to the phone’s storage. Some strange places in the world are still requiring printed vouchers/ tickets, so double check when you make reservations if you can use the pdf or email as proof or not.


What is all this for?

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Planning a holiday can certainly be fun and help you build anticipation for your upcoming adventure. However, it can also be a lot of work and there are days when you’ll want to throw the towel in and just wing it when you get there. Trust me. Don’t. 

All of this painstaking work helps make sure you get to see the best your holiday destination has to offer you.

  • make sure you don’t show up to a venue that is closed or sold out.
  • minimize transit time by grouping your events together.
  • maximize your bucket list by prioritizing only one or two things a day. 
  • have enough time to do everything and a way to stop and rest as needed. 
  • alleviate the stress of where to go and how to get there while you’re jet-lagged and culture-shocked.
  • explore organically by leaving a little extra time every day that could be filled or changed as needed.

I hope your next adventure is everything you dream.

Happy Travels!

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