Discover epic hiking destinations, make new friends, and create unforgettable memories.
Our trips are designed for solo adventurers, creating the perfect environment to meet like-minded people and build lasting friendships.
We take you to some of the most awe-inspiring hiking destinations. Each trip is carefully curated to offer the perfect balance of adventure and discovery.
We handle all the logistics, from accommodations to trail routes and group activities. All you need to do is pack your bag, show up, and immerse yourself in the experience.
Stay in comfortable, communal accommodations designed to encourage group bonding and relaxation after a day of adventure.
EXCELLENT Based on 52 reviews Posted on Sarah GTrustindex verifies that the original source of the review is Google. I joined the Oman hiking trip and it was a great experience! The program was well structured, with an amazing international group with a good age mix. The accommodation felt very authentic and each day offered different landscapes and nature, so every hike felt unique. It was my first trip with Trailmates and I can highly recommend!Posted on R. Th.Trustindex verifies that the original source of the review is Google. I just finished the Oman hiking trip with Trailmates Adventures, and it was spectacular. I was looking for a mix of genuine adventure and a great community, and Trailmates delivered on both. The group was incredibly welcoming. It felt less like a formal tour and more like a trip with a group of friends. We didn't just see the mountains, we experienced Omani hospitality and authentic local food. Everything was well-organized. It was an adventure with an amazing group of people!Posted on Ruben VlekTrustindex verifies that the original source of the review is Google. Just returned from a great week in Oman! It was one of the few really authentic trips which I made, and the first with Trailmatesadventures. I liked the mixed group (32-62 yrs) of inspiring people. The whole trip was well organized, but with enough room for flexibility (e.g. alternative hikes, activities). I’ve never joined any group trips before, but this was very relaxed just having to book the trip and flight (and seeing various highlights without having to do the research).Posted on Oksana BolkinaTrustindex verifies that the original source of the review is Google. I had a really enjoyable trip to Madeira, despite the unusual weather and unexpected flight cancellations. The hikes were great (our guide Paulo just amazing), and the orga on the island was very good. I didn’t have to worry about anything, which is exactly what I wanted for this trip.Posted on Peder OlesenTrustindex verifies that the original source of the review is Google. I very much enjoyed the hikes in beautiful Madeira. The company was excellent, and our guide André was extremely knowledgeable and helpful throughout the week. If I had to point to anything that could be improved it'd be at the arrival at the apartments; it wasn't clear where luggage could be safely stored until check-in, so we needed to improvise a bit at that point. Also, the lock in the apartment door wasn't in the best condition. However, these very minor issues don't really subtract from what was overall a superb experience!Posted on samantha lambertTrustindex verifies that the original source of the review is Google. My trip to Madeira was absolutely fantastic. I felt very safe with Andre as our guide, he was attentive and thoughtful, even adjusting some of the hikes to accommodate the group when the steep downhill sections proved challenging. The accommodation was great, especially the location, which was perfect for afternoon swims in the sea and easy access to restaurants in the evenings. I’d definitely consider booking again for a future adventure.Posted on Gillian OTrustindex verifies that the original source of the review is Google. Had a fantastic time in Madeira, a really nice mix of hikes to see different parts of the island and the organisation was brilliant, loved it!Posted on Cesar izquierdoTrustindex verifies that the original source of the review is Google. Incredible experience in Madeira. Very well organized trip, professional guides, nice combination of hikes with different difficulty levels and varied landscapes. If you want and adventurous holiday with no worries about organizing it, try it!Posted on Karen AlgeoTrustindex verifies that the original source of the review is Google. Did the Moffat, Scotland trip lead by Gary and Tom. Had such a good time, gorgeous views and we got crazy lucky with the weather in September. The duo were super receptive and flexible to the group’s ability and morale, and were quick to think on their feet to adjust the itinerary to work better for us all. A lovely group of female hikers too. Would definitely book in again with them ❤️Posted on Maja De BritoTrustindex verifies that the original source of the review is Google. I joined the Scotland hiking trip. A top notch, 5-star experience from planning stage to saying goodbye with the group and the guides. Garry was immensly helpful with bits and pieces of information that made organising my traveling to Scotland and arriving to the meeting place a smooth and pleasant experience. Communication throught Whatsapp was effortless and always with a very quick reponse. I felt everything was taken care of, with a ready and helpful response for every inquiry or need. The hikes themselves were wonderful, both guides were very flexible and adapted to our level of fitness, but also our interests. Very grateful that we had the opportunity to see some off the beaten track routes. I have several food intolerances and this was never a limitation on this trip. There were always options, be it through the possibility of preparing my own food as well as having many choices eating out. I've been recommending their hikes to my friends and will definitely join for other destinations.Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
Handpicked routes designed for adventure, scenery, and unforgettable experiences.
Explore breathtaking landscapes across diverse destinations around the world.
Join a thriving community of explorers who’ve made memories to last a lifetime.
We can often accommodate early arrivals or extended stays. Additional nights are subject to availability and standard rates apply.
We organise you an airport pick-up to be taken to your accommodation to meet the group and guides.
We also organise you a drop-off at the end of your trip and these costs are included.
We provide towels and bedding. It’s essential to bring comfortable walking shoes. Prior to your trip, we’ll advise you on appropriate clothing based on the expected weather conditions. No technical equipment is needed.
Don’t worry, we’ve got you! You definitely won’t be alone as we hear this multiple times on every trip. Many of our guests overthink it and then have the best holiday of their lives and wish they’d done it sooner. You’ll meet lots of people in the same situation as you and get enjoy this wonderful experience with new friends from all walks of life.
Yes, private rooms are available upon request. Please note that there is an additional cost for single occupancy, which varies depending on the destination. You will be able to select this option at the checkout page. If you’re happy to share then a twin room is included in the price and you’ll have the chance to get to know one of your fellow travellers much better.
Our tours include accommodation, transfers, guided hikes, transportation to and from trailheads. Some locations also include a kitchen or complimentary breakfast. Please check individual destination pages for a full inlcusion list.
Although we have business insurance to cover you, personal travel insurance is mandatory in case of flight cancellations, medical emergencies or any other unforeseen circumstances.
Our groups are very international and we have guests from all over the world so we ask that you book your own flights. Details of the meeting point and time can be found on the individual destination pages or you can contact us first if you aren’t sure.
You can choose to make a 30% deposit and pay the remaining balance at least 30 days before the tour starts, or alternatively, pay the full amount in one go.
Our hikes are designed for individuals with a good general level of fitness. While the trails are non-technical, expect several hours of walking each day. On many of our hikes we also offer something a bit more challenging at the end for those who wish to do a bit extra, while those who wish to relax have a more relaxing alternative.
If fitness is a concern, please contact us.
Our groups usually consist of individuals aged between 27 and 49 years old. If you are outside of this range but feel like you’re a great fit for one of the trips, you’re also very welcome!
The group sizes can vary, however we typically have groups of 8-15 people plus guide(s).
The groups are a great mix of nationalities and usually around 50:50 male/female ratio. If you’re interested to know who is joining a particular group, just ask!
All the trips you can see on our website are guaranteed to run so you can make your travel arrangements right after booking without worrying about cancellations.
That’s completely up to you! If you’d like to give something to the driver or guide at the end, then you’re more than welcome. The amount you give is also completely at your discretion and can be done privately if you wish.
Yes! We can create a private trip package for groups in any location for dates of your choice. For this kind of package it should be booked long in advance. Contact us for more information.
We work with local guides who know the towns, hikes and people better than anyone else. We are constantly assessing things on the ground and your safety is always our upmost priority.
Of course! Although our groups are made up of mostly solo travellers you are more than welcome to come with friends or family members.
A few weeks before every trip we set up a WhatsApp group chat for you to get to know your fellow Trailmates or ask any questions you may have. You can also use the group to share photos/videos during the trip and keep in touch afterwards.
Of course! If you want a free day, want to visit something else, don’t feel or 100% or all of the above then there is no issue in skipping a hike. You can do as many of the hikes as you like, some days may also have an option to do a partial hike or explore a village while the others are hiking so please ask if you are ever thinking about this.
One month before your trip a WhatsApp group will be created for you to see who’s going to be joining you on the trails. It’s also a great place to share photos and make dinner arrangements during the trip.