How to Travel Alone For The First Time in 7 Easy Steps

Travelling alone for the first time can be a challenge.

Where should you go on your first solo trip? Should you think about taking an organised tour or should you travel independently? Is solo travel safe? And will you meet other travellers or will it be a lonely experience?

I feel your pain because I have asked myself these questions many times. As a solo traveller for more than three decades, I have travelled alone to many of the 70+ countries I have visited.

But the rewards that these solo travel adventures have brought have far outstripped their challenges.

I have made some fantastic new friends, one of whom was from that first trip in 1989. By stepping outside of my comfort zone, I have felt empowered to do things that I never would have contemplated.

Ultimately, these solo trips have created very special memories and have transformed my life.

group of people eating sitting around table
Sitting down to a meal in a Jerusalem hostel on my first time travelling alone in 1989 (Yep. That perm is for real!)

Over the years I have developed actionable steps to plan my solo vacations. These help me to get the very best experience from that destination, whilst mitigating any personal risk.

By following my step-by-step guide, you’ll learn how to travel alone for the first time and will be heading off on your solo trip sooner than you could have dreamt.

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Why Should You Travel Alone?

Perhaps you have niggling doubts about whether solo travel is really worth it? I understand why you would ask that question, so let me make the case for solo travel.

Firstly, you will meet great new people. Yes. Really. Even you introverts out there.

I’m not exactly a screaming extrovert and if I can do it, so can you. Some of my most enduring, close relationships have been formed with those I have met whilst travelling alone.

Secondly, you can be totally selfish. Hang about, you say, isn’t that a bad thing? In many parts of life, yes. But when it comes to travel, you can go where and when you want and change your plans at the drop of a hat. You have nobody to please but yourself.

However, the greatest benefit of solo travel is the empowerment and self-determination it brings.

Stepping outside of your comfort zone and navigating unfamiliar cultures in unfamiliar territories is an instant self-esteem booster. Moreover, this benefit of travelling alone endures long after you have returned home.

Why Should You NOT Travel Alone?

I’m not saying that travelling alone is always a breeze. Far from it.

Solo travel loneliness can suck, as can eating out alone.

Because you are faced with paying a single supplement when staying in a hotel and cannot share the cost of a taxi, it can work out to be more expensive, particularly if you are a flashpacker like me. However, it is possible to find luxury travel for less, even as a solo traveller.

Let’s also consider the safety of solo travel. Whilst travelling alone is not inherently unsafe, there is no one to watch your back.

But, for me, the biggest drawback to solo travel is not having someone with whom to share that spectacular sunset or perfect panorama.

However, you can overcome these disadvantages of travelling alone. Following these seven easy steps to solo travel will help you do just that.

infographic showing how to travel alone for the first time

Are you looking for inspiration to book your first solo trip? If so, check out these dreamy quotes about travelling alone or one of these awesome books about solo travel.

Travelling Alone for the First Time: Before You Go


This first step in learning how to travel alone for the first time is the most important and most time-consuming one: creating a shortlist of solo travel destinations.

I’ll start by saying that there is no such thing as a perfect travel destination, no magic formula. For me, making this essential decision is a case of weighing up the following considerations:

  • Amount of time
  • Affordability
  • Convenience
  • Safety
  • Preferred activities
  • Preferred climate

As with many other life decisions, it boils down to balancing competing priorities.

That said, from Africa to Asia to the USA, it’s good to have a few solo travel destination ideas. Europe is also a great solo travel destination, including ItalySpain & Portugal and, of course, London.


You’ve chosen your destination for your first solo trip. Now, as a solo traveller, you have two choices: travel independently or on an organised tour.

In recent years, I have opted for visiting a country on an organised tour on more than a dozen occasions.

group of solo travellers standing on steps on a group tour which is a good option if you want to learn how to travel alone for the first time.
Group tour in Nepal in 2006 (by that time, the perm was long gone)

In 2004, I went on my first substantial group tour, which was with the now-defunct Bales Worldwide to India. It was an upmarket trip with a luxury air-conditioned coach to whisk us from one 5-star hotel to the next.

Subsequent group tours have been more modest, largely travelling with Explore Worldwide and Exodus Travels. For the most part, these have been rich and enjoyable experiences.

There are a plethora of group travel companies out there. Therefore, do your homework to choose the best small group tour operator before clicking on the ‘Book Now’ button.

For example, it’s unlikely that you would want to share a tour bus with a bunch of partying Generation Z’ers if you are a midlife solo traveller.

There are pros and cons of taking a group tour, so when should you consider one?

For me, it’s all about convenience and logistics.

A group tour takes a lot of pain out of the organisation as someone else makes most of the arrangements for you. And as the itinerary has been put together by someone in the know, you can be reasonably assured that you will be hitting the highlights of that destination.

If you are a working person, the time efficiency of a group tour is a huge bonus. As your transport and transfers are taken care of, you hit the ground running and are able to cover larger distances and see more things in a shorter space of time.

For some countries, because of visa requirements, an escorted tour is the only viable option. For this reason, I visited both Iran and Libya on group tours.

There are also softer advantages to group travel such as ready-made travel companions, and safety in numbers.

Perhaps surprisingly, a small-group tour may save you money.

All of the budget to mid-range operators allow you to share a room with someone of the same gender, eliminating the dreaded single supplement. On the other end of the affordability scale, some of the high-end operators have wavered the single supplement.

Although the majority of small-group tour companies charge a single supplement for sole occupancy, in many cases this is modest.

For all of their potential advantages, there are some disadvantages to group tour travel.

Key amongst these is the loss of independence and opportunity for self-determination, which is one of the greatest things when you travel alone.

Also, you have no control over who your fellow travelling companions will be. As a friend who has been on many group tours remarked, “I dread getting the runt of the litter.” Just make sure that runt isn’t you!

But you may not need to take an either/or approach. Over the years a mix and match approach has worked extremely well for me. I book a group tour to anchor the trip and then travel independently on either side of this.

This is the best of both worlds.

single supplement group travel companies opt in image


Now you know where you are going and how you are going to travel, you need to make the arrangements to get there, be it by land or air. This is where it starts to get real and you start to get excited!

commercial aircraft flying high above clouds

For many people, this will mean booking an international flight. If you are travelling solely on a flight-inclusive group tour, you can skip this step.

As most flights and rail tickets are non-refundable, or refundable for a hefty fee, you need to firm up your plans by this stage. Bagging a keenly-priced, convenient itinerary, can take a lot of head-scratching and time, especially if you are buying a business class ticket. My advice is not to overthink it and just do it.

Having said that, make sure that you double-check the following before clicking on that ‘Buy Now’ button:

  • Dates of travel
  • Airport or railway station. Note that some cities have more than one, and one of these may be far more convenient than the other.
  • For flights, does the price include hold baggage?
  • For flights, what are the limits for carry-on baggage

Here are my go-to online resources for air and train travel.


Rail travel

Travelling by train is a wonderful way of exploring our world. And from maxing out a JR Pass on your dream Japan itinerary, to exploring hidden corners of Europe courtesy of a European rail pass, riding the rails can represent excellent value.

red and white train in swiss valley
Glacier Express, Switzerland
  • The king of rail travel resources is The Man in Seat 61. Mark Smith’s excellent website is an incredibly comprehensive guide to global rail travel.
  • For booking European rail tickets and passes go to Rail Europe. It also lets you plan routes and check timetables.

When making your travel arrangements try to arrive during the day.

I have made the mistake of arriving in a city under the cover of darkness and then trying to navigate my way to the hotel. This can feel at best intimidating and at worst threatening.

In the light of day, finding your way to a hotel is so much less daunting.

If you do need to arrive late at night, pre-arrange a taxi or transfer if possible. The peace of mind this brings is money well spent.


Once you have made your travel arrangements for your chosen destination, it is time to think about your accommodation. If you have decided to solely take a group tour, you can skip this step also.

I do like a nice bed for the night. Although not a deal-breaker, really good or really bad accommodation can have an impact on your travel experience.

Where you stay will depend on your style of travel. The spectrum runs from hostels, in true backpacker style, through to high-end luxury hotels.

carved wooden hotel balcony looking over sea and island
Santhiya Resort, Koh Yao Yai, Thailand

If you are anxious about not meeting anyone when you travel alone for the first time, consider sprinkling your booked accommodation with a few hostels. As many hostels offer private rooms, you won’t have to sleep in a communal dorm room and you will be more likely to hook up with other travellers.

Here are my favourite accommodation booking sites:

  • is a clear, easy-to-use booking platform. It offers a wide selection of hotels and apartments, often with refundable rates and special deals for returning customers.
  • To rent a room, an apartment or a house or villa, go to Airbnb
  • To view reviews of accommodation, amongst other things, go to Trip Advisor. If you plug in your destination and travel dates it will bring up a list of options, along with review ratings and prices sourced from booking engines and the hotel.

As I like to know where I am laying my head at night and want to make sure I bag a room in a great place, I usually book most, if not all, of my accommodation ahead of my arrival. Of course, the disadvantage of doing this is that what you gain in peace of mind you lose in flexibility.

But you can offset this disadvantage by choosing a booking option with no cancellation penalties.

Even if you feel that you can’t book all of your accommodation in advance, take a little time to check the availability for your anticipated travel dates. Not every place is blessed with a wealth of lodging options and for all you know, there might be an event in town that means that rooms are in short supply.

When choosing accommodation as a solo traveller, and especially a solo female traveller, you need to think about location. Your bed for the night needs to be in a good area of town and, where possible, close to transport and restaurants.

Read travellers’ reviews on and TripAdvisor. For the former, you can filter location reviews for solo travellers and there is a separate score for location. Be wary of too good to be true prices. I have found that if a hotel is cheap there is usually a very good reason for that.

I strongly suggest that regardless of how loosely planned the rest of your trip is, make sure you’ve booked your first night’s accommodation. Also, figure out how you will get there from the airport or train station.


There are many different reasons for visiting a destination.

For example, you might hold a lifelong ambition to see La Primavera at Florence’s Uffizi Galleries, want to visit that blockbuster exhibition at Tate Modern or see La Traviata at Milan’s La Scala.

How disappointed would you then be if you reached your destination only to find that it is a case of returns only? The lesson is to book ahead.

Sadly, I don’t always follow my own advice.

I have been to Amsterdam a few times but I have never managed to visit Ann Frank’s House. When visiting Vienna at Christmas, I was gutted to discover that tickets for the opera were all sold out.

child in red coat at stall in xmas market
Vienna at Christmas

The same applies to restaurants.

Spend a few minutes doing an internet search for restaurants that will suit your style of travel. If there is somewhere that you would really like to try but gets booked up quickly, make a reservation for an evening when you anticipate being free. Even if your plans change and you have to subsequently cancel the booking, it costs you nothing except for a little bit of your time.

Also, think about any day tours you would like to do. These can often make travelling alone a little easier as all of the arrangements are taken care of, plus you benefit from the knowledge of a local guide. Excursions are also an excellent way of meeting fellow solo travellers.

My go-to platform is GetYourGuide which offers free cancellation up to 24 hours before your activity.

Solo Travel for the First time: Whilst You Are There


Safety should always be a priority for travellers, and never more so if you travel alone. Multiple solo travel studies suggest that the number one fear amongst solo female travellers is safety.

But whilst solo female travel requires extra vigilance, there are concrete steps you can take to keep yourself safe as a solo traveller.

There are a few things that you should do before leaving home. For example: share your itinerary with someone at home and photocopy or scan key documents.

When you are on the road, don’t turn yourself into an easy target. Keep your valuables safe, try to blend in and ooze confidence, even if you are quivering underneath.


Saving the best until last!

Solo travel has the power to transform your life so relish every last minute. In my experience, even bad experiences can be character-forming, and they also make great stories in the pub back home.

Touch base with yourself every now and then. Most solo travellers experience loneliness on the road. Accept this as a possibility, have some tricks up your sleeve to deal with it and move on to have a great time.

If you are yearning for the company of other people, seek them out at bars, cafes, hotels or hostels. Or why not book a day tour when you will get the chance to meet other travellers?

Finally, try not to be a slave to ticking off the ‘must-see’ destinations. Although a list of these can provide a loose framework for your itinerary, don’t feel that you have to visit that museum or that church just because it’s included in the ‘top ten’ list in your guidebook.

One of the joys of travelling alone is having the freedom to direct your itinerary and to be spontaneous. And if you fancy chilling out by the hotel pool with a cold drink in hand that’s perfectly fine. You have no one to disappoint but yourself.

woman standing with arms outstretched overlooking valley

First-Time Solo Travel: Final Thoughts

Although solo travel can appear daunting, it is an opportunity to tailor a trip to your own travel style and wishes. You have total freedom to do what you want when you want to do it, and you will learn a lot about yourself in the process.

And don’t think that you will spend all of your time away without speaking to another soul. In all of my years of travelling alone, that has never happened to me and I am an introvert.

If you are nervous about travelling alone for the first time – and it can be daunting – a group tour or a cruise are both good first-time options.

I’ve taken a few cruises as a solo traveller, including a Western Caribbean cruise, sailing Norway’s fjords and a Baltic Sea cruise to St. PetersburgCruising as a solo traveller is a breeze; just make sure that you book your cruise cabin wisely.

Finally, those travelling alone are a diverse bunch in terms of age, from Generation Zers to solo travellers in their 40s and 50s through to retirees. Don’t let your age put you off.

I hope that these seven easy steps to travelling alone for the first time will help you to figure out how to travel alone for the first time. Just take it one step at a time and you will get there.

Sometimes our greatest enemy is self-doubt. So believe in yourself and, above all, have a blast!



Skyscanner is my go-to platform to search for flights. I like having the ability to filter results by cabin class and to compare the price of flights across an entire month. Skyscanner also supports multi-city options in searching for open-jaw flights.


I book 80% of my accommodation with Rates are competitive and many reservations are cancellable without penalty.

Check accommodation reviews, and prices across a range of booking platforms, on TripAdvisor.


Pack the right travel medicines and first aid items to manage minor illnesses and cuts and scrapes like a pro.


Wherever you travel in the world it’s important to have comprehensive travel insurance to protect you against illness, injury, theft, and cancellations.

As a mid-life traveller, I get my travel insurance from Staysure. It offers an excellent level of cover, including that against Covid-19, and has garnered 5-star reviews.


Check out my Travel Resources page for the companies and other resources I use when planning my trips and whilst I am away.