Travel

Travelling Solo in Retirement:
Exciting or Intimidating?

26 September 2026 By Lisa Travel · Lifestyle · Retirement 6 min read

There’s something both exciting and slightly terrifying about the idea of travelling on your own.

For years, holidays may have meant planning around a partner, children, family commitments or work. Then retirement arrives and suddenly you have something you may not have had for a very long time: freedom.

But freedom can feel a little strange when there’s no one beside you saying, “What shall we do today?”

You don’t have to be fearless to travel alone. You just have to be willing to take the first step.

The first trip can feel like the hardest

Even confident people can feel nervous about their first solo trip.

You might wonder whether you’ll feel awkward eating alone, whether you’ll get lonely, whether you’ll be safe, or whether you’ll simply miss having someone there to share the experience with.

Those feelings are completely normal. Doing something new almost always feels a little uncomfortable before it starts to feel exciting.

Start small

Your first solo adventure doesn’t need to be three months in Europe.

It could be a weekend away, a short domestic flight, a few nights in a city you already know, or even a cruise where much of the planning is taken care of for you.

A small trip gives you the chance to discover what you enjoy about travelling alone without feeling overwhelmed.

Choose somewhere that feels easy

For a first trip, simplicity can make a big difference.

Look for destinations with good transport, accommodation in central areas, plenty of things to do nearby, and a place where you feel comfortable finding your way around.

The easier the practical side feels, the more energy you’ll have to actually enjoy yourself.

Tours and cruises can be a gentle first step

Travelling solo does not necessarily mean spending every day alone.

Small-group tours, day trips and cruises can give you the independence of travelling by yourself while still giving you opportunities to meet other people.

You can join in when you feel social and enjoy your own company when you don’t.

Eating alone can feel strange at first

This is one of the things people often worry about most.

It can help to choose a relaxed café, sit outside and watch the world go by, take a book or journal, or have lunch as your main restaurant meal and keep dinner casual.

After a few times, you may be surprised by how quickly it begins to feel normal.

Stay connected

Travelling alone doesn’t mean disappearing from everyone you know.

Send a message home, share a photo, make a quick call in the evening or let someone know where you’re staying.

A little connection can be reassuring without taking away from the independence of the trip.

The freedom can be wonderful

There is a side to solo travel that can be incredibly liberating.

You can wake up when you want. Eat when you want. Spend two hours in a museum or walk straight past it. Change your plans halfway through the day. Sit with a coffee and do absolutely nothing.

There is no negotiating and no compromising.

For some people, that freedom becomes one of the best parts of travelling alone.

You may meet more people than you expect

When you travel with someone else, it can be easy to stay inside your own little bubble.

When you are alone, conversations often happen more naturally — with people on tours, at cafés, on trains, in hotel lounges or even while waiting for a flight.

You don’t need to make lifelong friends. Sometimes a friendly conversation is enough to make a day feel special.

Confidence grows quietly

There’s something very satisfying about navigating an airport, finding your hotel, ordering dinner, catching a train and exploring somewhere new — all because you decided you could.

You come home with more than photographs.

You come home knowing you can rely on yourself.

Travelling alone doesn’t mean being lonely

Of course there may be moments when you wish someone familiar was beside you.

But being alone and being lonely are not the same thing.

Solo travel can give you space to think, notice things, move at your own pace and rediscover what you actually enjoy when no one else’s preferences are involved.

A small thought to take away ♡ If you could take one solo trip with no one else’s preferences to consider, where would you go?
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