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# The Beginner’s Guide To Traveling Alone Without Making It Weird
- URL: https://www.tawnymagazine.com/the-beginners-guide-to-traveling-alone-without-making-it-weird/
- Published: 2026-09-28T19:58:55.000Z
- Updated: 2026-09-28T20:32:28.000Z
- Description: Solo travel sounds glamorous until you realize you’re responsible for every reservation, meal, photo, and decision, leaving you feeling less free-spirited and more flying-straight-home. So, after years of traveling alone, here's how I eliminate the awkward and how you can too.
- Author: Kate Orlando
- Tags: Travel, Travel Tips, All Lifestyle

Traveling alone sounds incredibly romantic when you’re looking at it from your couch. Most dream of wandering through staggeringly gorgeous European city streets in linen pants, reading in a sunny park, stopping for an espresso, and effortlessly carrying a baguette and a few tomatoes back to your rented flat.

Then you get there and realize you are also the person responsible for figuring out the train, carrying the suitcase, deciding where to eat, taking the photo, checking into the hotel, and making sure you haven’t accidentally walked into the wrong neighborhood.

Solo travel has a lot to love. It also comes with a very specific kind of awkwardness: you're the only person in your travel party.

---

## Start Smaller Than Your Main Character Fantasy

Your first solo trip does not need to be three weeks backpacking across six countries with a 40-liter backpack and a vague commitment to “seeing where the road takes you.”

You can start with a long weekend.

Pick somewhere that feels manageable, especially if this is your first time traveling alone. A city with reliable public transportation, plenty of hotels and restaurants, and things you actually want to see is a lot more useful than choosing a destination because it looks impressive on Instagram.

The goal of your first trip is not to prove that you can survive being alone in a foreign country. It is to figure out whether you like traveling alone.

Those are two very different things.

## Make A Plan, Not A Spreadsheet

You do need a plan, just not a 47-tab Google Sheet. Book your accommodation, figure out how you’re getting from the airport or train station to your hotel, and have a general idea of what you want to do each day. If there’s a museum, restaurant, or tour you really don’t want to miss, book it in advance. Then leave yourself some room to change your mind.

That’s one of the best parts of traveling alone. If you spend the morning at a museum and decide you’d rather sit in a café for two hours than rush off to your next attraction, *you can*. Nobody is waiting for you or reminding you that you were supposed to be at the market. You’re the itinerary committee now, and fortunately, the committee only has one member.

## Eating Alone Is Only Weird For The First 11 Minutes

This is probably the part people dread most: walking into a restaurant and saying “table for one” can feel like announcing to the room that you have no friends. 

*Nobody cares.*

The waiter does not care. 

The couple at the next table does not care. 

The people sitting at the bar definitely do not care. Why? Because they are busy having their own dinner.

However, beginning somewhere casual is perfect if the idea makes you nervous. A bakery, local cafe, or your favorite restaurant with a bar is a great place to start. Bring a book if you want one. Bring your journal. Scroll your phone for a little while. Or just sit there and eat.

Eventually, you'll realize something important: eating alone is only uncomfortable when you are convinced everyone else is watching you. Please take solace in the fact that no one is; they are just trying to decide whether they should order dessert.

## Yes, You Have To Take Your Own Pictures

There comes a moment on every solo trip when you look around at a beautiful view and think, 

*Well, who's taking the picture?*

Congratulations! You are now both the traveler and the photographer! 

The easiest solution is to get comfortable asking someone.

“Would you mind taking a quick photo?” is a perfectly normal sentence. Most people are happy to help, especially if you offer to take theirs in return.

And you do not need to document every moment. Some of the best solo-travel memories will be the ones that exist only in your head, which is inconvenient for Instagram but excellent for your actual life.

![](https://storage.ghost.io/c/5d/7f/5d7fd442-71ad-4570-8922-dc1cc32e7d8e/content/images/2026/09/kristin-wilson-IJ9I0KTyJnk-unsplash.jpg)

Kristin Wilson / Unsplash

---

## Nightlife Gets A Little Different

Going out alone doesn't mean you have to sit sadly at a table for two, drinking a cocktail while staring at the door.

If you want to go out, choose settings that naturally make solo participation feel normal: a concert, comedy show, food tour, wine bar, hotel bar, live music venue, cooking class, or group activity.

You don't need to prove that you're adventurous by staying out until 2 a.m. in a city you don't know. Have a way back to your accommodation, watch your drink, limit how much you drink if you're alone, and let someone you trust know where you're going.

And if you get to the bar and suddenly think, a*ctually, I would love to be in bed watching Netflix,* congratulations again. You can go; that is one of the great luxuries of traveling alone.

## You Are Now The Entire Decision-Making Committee

This is the part nobody really warns you about. 

When you're traveling with someone else, decisions happen almost automatically. One person says they're hungry, the other suggests a restaurant. Someone wants coffee, so you stop for coffee. Someone is tired, so you go back to the hotel.

Alone, you are responsible for every single decision. 

Where should I eat? 

Am I tired? 

Is this museum worth really $18? 

You can get surprisingly exhausted from answering questions nobody else is asking.

Give yourself defaults. Pick one general neighborhood or area to explore each day. Choose one major activity and one meal you're excited about. Let the rest happen naturally. You do not need to maximize every hour of your vacation. Remind yourself that sometimes the best travel day is the one where you did one thing.

## Do The Boring Safety Stuff Before You Go

Solo travel is much more enjoyable when you handle the boring logistics before you leave.

Share your itinerary and accommodation details with someone you trust, keep copies of your passport and important documents somewhere secure, and have a backup payment method in case you lose your wallet or anything gets stolen.

Research how to get from the airport to your accommodation before you arrive. Download printed maps you may need, and memorize your Airbnb or hotel address so you can get around without relying entirely on your phone.

The rest are travel safety basics. Don’t advertise expensive belongings; bring faux jewelry or items you don’t have special attachments to instead. Don’t hold your phone out in front of you while using Google Maps. 

And, most importantly, if a situation feels wrong, *just leave*. You do not have to stay to be polite. 

---

## Learn The Difference Between Alone and Lonely

There will probably be a moment when you wish someone were there.

It might happen at dinner. 

It might happen when you see a couple taking each other's photos. 

It might happen when something funny happens, and you instinctively turn to tell someone.

This doesn't mean you're bad at solo travel; sometimes you're lonely, or you're just hungry. When you've walked 18,000 steps and spent the entire day making decisions, you would give anything for someone else to decide where you're eating.

Your best friend is a phone call away. Your mom would LOVE to see pics of your trip so far. Or, you could head back to the hotel and treat yourself to a bath and a $20 room-service glass of wine. 

Being alone is a superpower few know how to wield, and it’s your vacation- spend it how you want!

## Permit Yourself To Be A Tourist

There’s a weird pressure to seem like you know exactly what you’re doing when you travel alone, but you really don’t have to. Look at the map, take the touristy tour, visit the famous museum, take the picture in front of the landmark, and order the thing everyone told you to try. Nobody is giving out points for looking effortlessly local, and you’re allowed to be a tourist in the most obvious way possible.

In fact, being alone can make that even easier. 

You don’t have to convince anyone else that an attraction is worth seeing or pretend you’re above the gift shop. If you want the little magnet, buy the little magnet. You came all this way, so let yourself enjoy the things you actually came to see.

## Leave Room For The Weird Little Moments

The best part of solo travel might be realizing how much freedom there is in all the tiny decisions. 

You can spend two hours in a bookstore. 

You want to eat dessert before dinner, sit in the same café three days in a row, or skip the famous attraction because you’re tired. 

You can even change your entire afternoon just because you saw a street that looked interesting. 

Nobody is there to negotiate with, and eventually, something shifts. You stop thinking so much about being alone and start thinking about where you want to go next.

People talk about “finding themselves” during solo travel; in reality, it’s far less dramatic. It’s having the confidence to sit alone at a restaurant, navigate subway stations on your own, or know you’re having the perfect night out because you are spending time with the most important person in your life: yourself.

## You Don't Have To Become A Solo Travel Person

Maybe you’ll love traveling alone, and maybe you’ll realize that three days by yourself is exactly your limit and you’d rather have a friend with you for the rest of your trips. 

Both are completely fine. 

The point of a first solo trip isn’t to come home transformed into someone who casually books a one-way ticket to Italy whenever she needs to “clear her head.” It’s simply to find out what happens when you’re responsible for your plans, your time, and your company.

Traveling alone isn’t about never feeling awkward, lonely, or unsure of yourself. 

**It’s about realizing that you can feel all of those things and still wake up the next morning with somewhere beautiful to go.**