Our challenging trekking vacations & tours

Our challenging trekking vacations take your efforts to new heights. Think that summiting Morocco’s Mount Toubkal sounds tough? Try doing it in winter. Patagonia is out of this world, but trekking across its Ice Cap is another planet altogether. We have epic, month-long treks through Himalayan peaks. And as for icons like Mount Kilimanjaro or the Inca Trail up to Machu Picchu – there are different routes for both that can take the adventure up a notch. These challenging trekking tours require serious fitness, stamina and a desire to just keep pushing on for the next summit, always under the guidance of expert mountain leaders.

Our top Challenging trekking vacations

Ghorepani Poon Hill trek in Nepal

From US $850 to US $1155
5 days ex flights
Moderate trek in the Annapurna Region.

Gokyo Ri Valley trek in Nepal

From US $2150 to US $2420
15 days ex flights
Gokyo Valley Trek: A Scenic Alternative to Everest Base Camp
Small group2026: 16 Oct, 27 Oct, 10 Nov, 12 Nov, 24 Nov, 9 Dec

Annapurna Circuit vacation, Nepal

From US $1885 to US $2525
19 days ex flights
One of the best high altitude adventures in the world
Tailor made

Slovenia hut to hut hiking vacation in the Julian Alps

From 1890
8 days ex flights
Discover the best of the gorgeous Julian Alps & beyond

Everest Circuit hiking vacation, Nepal

From US $3590 to US $3770
21 days ex flights
3 week trek of Gokyo Lake & Everest Base Camp
Small group2026: 14 Sep, 21 Oct, 4 Nov, 25 Nov, 3 Dec, 16 Dec, 2027: 13 Jan, 27 Jan, 10 Feb, 24 Feb, 10 Mar, 17 Mar, 24 Mar, 14 Apr, 20 Sep, 20 Oct, 3 Nov, 24 Nov, 2 Dec, 15 Dec

Mera Peak trekking vacation, Nepal

From US $5460
21 days ex flights
Climb the highest trekkable peak in Nepal
Small group2026: 11 Oct

Slovakia walking vacation, intermediate to advanced

From £730
5 days ex flights
Advanced hiking vacation in the Tatra Mountains Slovakia
Small group2027: 7 Jun

Lemosho trek up Kilimanjaro

From US $3240 to US $4210
10 days ex flights
Strenuous route up Africa's highest peak
Small group2026: 10 Sep, 24 Sep, 22 Oct, 17 Dec, 2027: 14 Jan, 18 Feb, 24 Jun, 8 Jul, 12 Aug, 9 Sep, 21 Oct, 23 Dec

Gorillas & hiking Uganda’s Rwenzori Mountains

From US $5199
12 days ex flights
Gorillas & Hiking in Uganda's mystical Rwenzori Mountains
Small group2026: 19 Dec, 2027: 3 Jul, 4 Dec
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Highlights of our challenging trekking vacations

What to expect from a challenging trekking vacation

You wouldn’t think of attempting Everest Base Camp without some serious training, and while not all of our challenging trekking vacations will push your limits as far as that, they’re certainly no walk in the park, either. These trips are best suited for regulars in the gym or on the trail, and will require, at the very least, several lengthy practise hikes before you depart.

Often, they will take you into mountainous terrain where you’ll be exposed to the weather, so you’ll be provided with a suitable kit list. And where acclimatisation is necessary, these vacations take their time to ensure you have the best chance of success. Naturally, they are almost always guided, and by professional mountain leaders.

Our top challenging trekking trips

Our top challenging trekking trips visit a huge variety of destination; there are also degrees of challenge. Not all of these vacations need weeks of preparation beforehand, so long as you’re already a regular walker in good fitness.

On the Inca Trail, for instance, or the Mount Kilimanjaro climb, there are longer routes available that allow you to move more slowly and take more time to acclimatise. Albania’s Accursed Mountains, while they have their fair share of ascents and descents, also offer plenty of opportunities to take a break in a sunny pasture. At the other end of the scale we have some amazing feats, from Japan’s Kumano Kodo pilgrimage route to Bhutan’s epic Snowman Trek. And at the very summit of our list, Everest Base Camp, one of the world’s greatest long distance walks.

Our Challenging trekking vacations reviews

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John Lynagh20 Jun 2026
The hiking was great with lovely scenery and an abundance of interesting insects and some larger animals. The hotel and staff were excellent as was the food.read more
Elizabeth Clowes24 Mar 2026
Excellent....Loved the wine tasting!! Walks lovely although not too challenging.read more
Linda Feeley10 Dec 2025
Excellent!read more
Pam Harris18 Nov 2025
Excellent. I loved northern India and would love to come back some day.read more
Written by Rob Perkins
Photo credits: [Page banner: Olga Danylenko] [What to expect from a challenging trekking vacation : Sebastian Pena Lambarri]