At Trailmates Adventures, we believe hiking is about more than just reaching the summit – it’s about the people you meet, the stories you share, and the peaceful moments along the way.
We started Trailmates to offer something different: small-group hiking holidays designed for solo travellers who want connection, not crowds. Whether you’re a seasoned trekker or just looking to escape the everyday, our trips are built to feel relaxed, friendly, and deeply rewarding.
Each destination is handpicked for its natural beauty, cultural charm, and trail variety – from the wild peaks of the Caucasus to the sun-drenched cliffs of Madeira. We take care of the planning, guiding, and group experience so you can focus on what really matters: the journey.
Our aim is simple – create adventures where strangers become trailmates, and every step brings a little more joy, clarity, and connection.
What really sets Trailmates apart is our personal touch. We’re a small, passionate team who genuinely care about your experience – from the moment you book to the final trail view. You won’t find call centres or generic responses here – just real people who love what they do and are here to help.
We understand that joining a group trip, especially solo, can feel like a big step. That’s why we keep things relaxed, supportive, and welcoming. Whether you’re a first-time hiker or a seasoned explorer, we’ll make sure you feel comfortable, prepared, and part of the group from day one.
Hi, I’m Garry – founder of Trailmates Adventures. I started this company being inspired by two things I’ve always loved: hiking and meaningful travel.
I grew up in Chester, a small city in the north of England, and spent several years living in London. But my true passion has always been exploring the world. I’ve now travelled to over 135 countries, and that journey has shaped not just how I travel – but why I travel.
Some of the most powerful moments I’ve had were on quiet trails, in hidden corners of the world, far from the tourist crowds. That’s why Trailmates focuses on places that feel a little more off the beaten path. Every destination we offer is one I’ve explored myself – places I know are genuinely worth sharing.
I’ve also done a lot of solo travelling, and while that can be rewarding, I know it can feel isolating at times too. Trailmates is my way of creating something better: a chance for solo travellers to experience incredible hikes together, with a group that feels more like friends than strangers.
What I love most is seeing how quickly groups bond – people from different countries, ages, and backgrounds laughing, hiking, and sharing stories like they’ve known each other for years. That’s the magic I always hoped Trailmates would create.
My hope is that you’ll come for the adventure – but leave with memories, confidence, and friendships that last long after the final trail ends.
If you have any questions – big or small – we’d love to hear from you. Reach out to us here and we’ll be happy to help you choose the right trip, understand what to expect, or just say hello.
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