10 Tips for Enjoyable Solo Traveling

There are conflicting articles online when it comes to solo traveling. While the majority of write-ups laud the benefits and thrills of it, some also condemn solo vacations as over-hyped and miserable.

Having traveled alone for over 20 years, I can only say that solo traveling is liberating but is also not for everyone, with the deciding factors being what you look for in a holiday and whether you are capable of certain habits. The following are 10 skills that I believe are absolutely necessary for any solo trip. If you lack quite a few of these, I strongly suggest you reconsider going solo for your next holiday.

1. You Are Able to Wake up on Time
2. You Are Constantly Aware of Your Surroundings
3. Superior Research and Planning Abilities
4. You Can Easily Walk a Mile Without Getting Exhausted
5. You Are Able to Think on Your Feet
6. You Know How to Pack Sensibly
7. You Know How to Enjoy Your Own Company
8. You Don’t Need to Meet “Friendly Locals” to Have an Enjoyable Time
9. You Are Able to Feast on Unfamiliar Food
10. You Have an Eye for the Best Places for Solo Traveling

1. You Are Able to Wake up on Time

I know this sounds silly. However, if you’re the type for which every morning is an uphill battle, my opinion is that you shouldn’t be traveling alone at all.

Simply put, if you cannot wake up without your mother threatening to turn out your bedroom, or if you are perpetually late for work with the snooze button on your alarm clock bruised from repeated slapping, your solo trips are going to be disastrous.

When you are unable to get up on time, you affect the rest of your day right away, which in turn affects your entire holiday. The worst is when you have transportation to catch, for example, a train or a flight. Other than that, many attractions also require you to turn up early should you wish to avoid crowds. An extra hour in bed could often result in you queuing for three hours later on.

2. You Are Constantly Aware of Your Surroundings

Talk to anyone who’s aghast about solo traveling and you’d likely be regaled by endless stories of threats and crimes targeting tourists. Regrettably, many of these stories are true. No city in the world is crime-free, or would ever be. Many destinations also contain hidden hazards.

Unless a few hours in a hospital or a police station is your idea of adventure, you need to be constantly aware of your surroundings when traveling alone. You should not be the type who becomes utterly oblivious to everything and anything while composing a selfie, or the sort who wouldn’t spare a second thought before climbing up rickety structures for a better view.

At the risk of encouraging paranoia, I’d say you also need to be immediately aware of human threats, for example, an intoxicated group lumbering in your direction. Foreboding as all these might sound, in truth, being conscious of your surroundings is an instinctive skill once you get the hang of it. Speak to anyone who has lived in a large city and they will tell you it’s second-nature to them.

3. Superior Research and Planning Skills

Before I elaborate, let me say I’m aware many people dislike package tours because they can feel incredibly regimental. For others, traveling with friends can likewise be as restricting because it’s inevitably a constant situation of give-and-take. For both cases, the whole allure of solo traveling is the freedom to do whatever one wants, whenever one pleases. There is no formal plan to adhere to, so to speak. The freedom is the draw.

I don’t refute this attraction. That said, even if there’s no one to restrict you, wouldn’t you still need some degree of planning? Wouldn’t you at least need to know the places to go to? To have some skeleton of an itinerary to ensure you get to where you want to be, punctually?

Here’s the truth. Traveling alone is not as free as it sounds simply because you are alone. There is no one to rely on and no one to shepherd you. Any mistake you make will magnify, often, outrageously. If you lack the skill to put together a sensible itinerary or if you dislike the intense research involved, my advice is that you reconsider the merits of vacationing with others. Lastly, let me add that good planning starts with knowing yourself in and out. What’s the point of an itinerary when it’s too demanding for you physically and mentally?

4. You Can Easily Walk a Mile Without Getting Tiring

In package tours, you are ferried from point to point like royalty. For most destinations, you would also be delivered right to doorsteps. Not to exaggerate, but the most strenuous thing one would be doing on such holidays would be to get on and off the coach.

This is not going to happen when you are vacationing by yourself.

Even if you pre-arrange private transportation for your entire trip, chances are, you would still need to hunt for pick up points. To this, add the need to carry your bags, look for food, queue for tickets and entry, and, if you cannot avoid public transportation, hustle with locals during peak hours.

To put it in another way, if walking half a mile sounds nightmarish, you are not going to enjoy a solo holiday at all. Don’t start thinking a solo trip might be a convenient way to get fit too. It’s downright dangerous to overexert yourself when alone in an unfamiliar place.

5. You Are Able to Think on Your Feet

It’s often said that even the best-laid plans go awry. If you’ve traveled enough, I’m sure you’d agree that this is understating things.

Unannounced closures, breakdowns, delays. Sudden industrial actions, bad weather, and lost luggage. The list goes on and on when it comes to things that could disrupt your vacation.

When such incidences occur during a solo trip, there’s only one thing you can do. Make alternative arrangements right away without the aid of friends and experts. In some cases, without Internet access too. If having to do so appalls you or if you are incapable of such on-the-spot decision making, I regret to say solo traveling is decisively not for you. Not only would the experience be too stressful, you might even end up making foolish and dangerous decisions because of the pressure. The best is to avoid the situation of having to do so altogether.

6. You Know How to Pack Sensibly

This is common sense. Whatever you bring on a solo trip, you carry all of it. There wouldn’t be any friends or family members to lend a helping hand. If you insist on bringing your entire bedroom with you, that’s fine, but you end up being a donkey throughout your trip.

Moreover, the more bags you bring, the more things you have to keep an eye on. Going back to the issue of safety, you become a magnet for crime because your attention is so divided and because you are so encumbered with every step.

In short, two bags should be the maximum, anything more is a burden. Needless to say, be sure you are able to manage the weight of whatever you bring too. It is sheer stupidity to bring a suitcase you can’t even lift off the ground.

7. You Know How to Enjoy Your Own Company

In late 2017, I read a lengthy article accusing solo travelers of lying. In that write-up, the author lamented how miserable his one and only solo trip was. He felt lonely and unwanted. Worse, he felt uneasy when alone in an unfamiliar country.

I read the article in full, and I thought, what a silly and stupid person this writer was.

Bluntly, solo traveling is all about “me time.” It’s also about taking a break from your usual routines and social circles. If any of these sounds dreadful to you, well, why are you even thinking about holidaying alone? Incidentally, don’t rely on meeting all sorts of “warm and friendly” locals to spice up your trip. To know why, read on.

8. You Don’t Need to Meet “Friendly Locals” to Have an Enjoyable Time

Nowadays, it’s almost imperative for any write-up celebrating a destination to talk about how friendly and helpful locals are. I myself had a most memorable experience with an elderly couple when stranded in a Japanese mountain village in 1998.

That said, reality is usually the opposite, isn’t it? Such hospitality is the exception rather than the rule. Think about it, in your own city, how often do you fraternize for hours with a stranger, or go to incredible lengths to assist a lost tourist? To put it another way, if you depend on such hospitality to brighten a trip or to save you during crises, you are going to be sorely disappointed. You might also end up terribly disgruntled about your trip, perhaps for life.

9. You Are Able to Feast on Unfamiliar Food

To share, some of my family members swear by package tours. They claim it’s because they loathe having to use public transportation in a foreign country. In my opinion, though, the real reason is because they cannot last three days eating food unfamiliar to them. During all the package trips I’ve been on with them, the tour providers went to great lengths to provide us with “home” food.

Again, and I promise this is the last time I’m saying it, not going to happen when you are traveling alone.

Sure, you could resolve this by bringing a tome listing outlets selling food from your country, and go hunting for these places thrice a day. But is that really what you want to do during a holiday? Do you really want to spend hours each day searching for restaurants serving food familiar to you? By the way, don’t scorn this skill for being ridiculous, it’s far easier said than done. I’ve always been experimental with food. However, beyond two weeks, I yearn for familiar cuisine too.

10. You Have an Eye for the Best Places to Travel Alone

It’s sad but true. There are many destinations perfect for traveling alone. Correspondingly, there are also many destinations that are unpleasant, if not downright hazardous, to be alone in.

Outside of safety, some places are just ill-suited for having a solo holiday in, be it because you’d end up paying much more, because the best attractions require companionship, or because of the lack of infrastructure crucial for solo travelers. The first step of enjoyable solo traveling should thus be the ability to recognize the places best suited for solo tourists. Bluntly put, you’d be wasting your precious holiday time, and money, at other places.