Laguna de los Tres

Hiking Holidays for Solo Travellers: Everything You Need to Know

Travelling alone doesn’t mean being on your own. Here’s how hiking holidays for solo travellers offer independence, adventure, and connection.

Solo travel has grown rapidly in recent years, with more people than ever embracing the freedom of exploring the world at their own pace. And while hiking might not be the first thing that comes to mind for solo travellers, it’s actually one of the most rewarding ways to travel alone.

At Trailmates Adventures, many of our guests join trips on their own. In fact, solo travellers make up a large part of our small groups. They come for the scenery but often leave with friendships, stories, and experiences that go far beyond the trail.

Here’s why hiking holidays for solo travellers are such a great choice, what to expect, and how we make it simple and welcoming.

Why Hiking Holidays Are Perfect for Solo Travellers

Independence Without Isolation

Travelling alone gives you the freedom to do things your way – no compromises, no waiting on anyone else. But it can also feel isolating at times. Joining a guided hiking holiday gives you the best of both worlds: independence in your decision to travel, with the companionship of a small, like-minded group once you arrive.

A Built-In Social Connection

One of the biggest concerns for solo travellers is who they’ll share their experiences with. On a Trailmates trip, you’ll be part of a group of around 8 people – small enough to feel personal, large enough for variety.

Shared walks, meals, and moments on the trail naturally create friendships. Many of our solo travellers stay in touch long after the trip ends.

Peace of Mind and Safety

Exploring a new country on your own can feel daunting, especially if you’re unfamiliar with the language or landscape. With an expert guide leading the way, you’ll always feel supported. The safety of a group and the experience of a local guide mean you can relax and focus on enjoying the journey.

What to Expect on a Trailmates Solo-Friendly Hiking Holiday

Group Size and Atmosphere

Our groups are intentionally small – usually no more than 8 people. This makes it easy to get to know everyone and ensures solo travellers never feel like “just another number.”

The atmosphere is relaxed and inclusive, with guides skilled at making sure everyone feels welcome from the very first walk.

Accommodation Options

Accommodation is included in every trip. Rooms are typically twin or double, and solo travellers can:

  • Share with another solo traveller of the same gender (a popular choice).

  • Choose a private room for an additional supplement.

Either way, you’ll always feel comfortable and looked after.

Daily Walks

Trailmates trips are designed for everyday walkers, not elite athletes. Expect daily walks of 8–14 km at a moderate pace, with plenty of breaks and time for photos.

The routes are chosen for their scenery and accessibility – perfect for solo travellers who want to enjoy hiking without worrying about navigating alone.

Transfers Included

All transfers during the trip are included. No figuring out bus schedules or hailing taxis – we take care of everything so your holiday is smooth and stress-free.

Madeira

Destinations That Solo Travellers Love

While all of our tours are welcoming for solo travellers, some destinations are especially popular:

Tips for Solo Travellers Considering a Hiking Holiday

  • Choose a small group tour. It’s easier to connect when there are fewer people.

  • Don’t worry about experience. Trailmates tours are designed for casual walkers.

  • Be open. The best connections often come from spontaneous moments – chatting on the trail or sharing dinner with fellow travellers.

  • Pack light. With transfers included, you don’t need to carry much – but a good pair of boots is essential.

  • Ask questions. Our guides are here to support you, whether you want local history, photography tips, or just reassurance.

Frequently Asked Questions

Will I feel left out if I travel solo?
Not at all. Many of our guests are solo travellers, and our guides make sure everyone feels included.

Do I have to share a room?
No. You can choose to share with another solo traveller or book your own private room.

Are there age limits?
Our trips attract a wide range of ages, from travellers in their 30s through to those in their 70s. Everyone is welcome as long as they enjoy walking.

Do I need special gear?
No. Just comfortable walking clothes, good boots, and a sense of adventure. We’ll send you a packing list before you travel.

Why Trailmates Adventures is Ideal for Solo Travellers

At Trailmates, we’ve designed our trips with solo travellers in mind:

  • Small group sizes – so you’re never lost in the crowd.

  • Expert local guides – to handle logistics and bring the destination to life.

  • Inclusive atmosphere – welcoming, relaxed, and friendly.

  • All accommodation and transfers included – no planning stress.

This makes it easy for solo travellers to join with confidence, knowing they’ll be supported every step of the way.

Ready to Take Your First Solo Hiking Holiday?

Travelling alone doesn’t mean being on your own. With a Trailmates hiking holiday for solo travellers, you’ll enjoy the freedom of solo travel with the camaraderie of a small group and the expertise of a local guide.

Browse all solo-friendly trips and take the first step towards your next great adventure.