Every Waybound holiday is self-guided, but how you move through a place is entirely up to you.
Coastal paths, mountain passes and hill-town lanes, walked hotel to hotel with nothing to carry but a day pack.
Explore walking holidays
Quiet backroads, river valleys and vineyard trails, ridden at whatever pace suits you.
Discover cycling holidays
Shorter days and gentler terrain, on holidays built so children arrive tired from adventure, not travel.
Explore family holidaysWe don't operate everywhere. Every country below has earned its place, for trails worth walking, roads worth riding, and villages worth the detour.
All destinations
Wild Atlantic cliffs, quiet lanes and pubs that feel like someone's front room.
Hill towns, cypress-lined roads and a long lunch built into every itinerary.
Clifftop trails, cork forests and coastline that stays quiet outside August.
Camino paths, whitewashed villages and hillsides scented with wild rosemary.
Alpine passes, vineyard backroads and villages a train wouldn't think to stop in.
Aegean coastal paths, whitewashed villages and a swim at the end of most days.
Alpine valleys, lakeside trails and mountain huts with a view worth the climb.
Black Forest trails, Rhine Valley paths and castle-topped hills at every turn.
Flat cycling country, coastal dunes and hygge in every harbour village.
Rolling downs, hedgerow lanes and country pubs with rooms upstairs.
Alpine meadows, pristine lakes and mountain railways when your legs need a break.
Waybound was founded by Christopher Rían and Astrid Cute Christensen, whose own self-guided trek around Mont Blanc shaped the idea for the company. We believe travel is not simply about reaching a destination — it's the route, the villages, the food, and the freedom to stop when something catches your attention.
Every route we offer has been personally researched, walked or ridden, and refined, so you get the independence of planning your own trip, without the months of work.
Read our storyWe don't licence itineraries from a catalogue. Every Waybound route is personally researched, walked or ridden, and refined before it reaches the site.
Every route is personally walked or ridden and refined before it's offered.
No fixed group departures. Travel when you want, with whoever you choose.
Hotels and stays chosen for character and location, not just convenience.
Your bags move ahead to the next stop, so you carry only what you need.
Clear, tested navigation for every stage of your journey.
Built up over years of researching and walking these routes ourselves.
A starting point, not the whole list. Every route can be adjusted to your dates, pace and fitness.
Circle three countries on foot, from alpine passes to quiet valley villages.
Hill towns on foot, with long lunches, olive groves and Renaissance skylines.
Flat riding along the river, past châteaux and through villages that close for lunch.
Ride Portugal's southern coast village to village, with clifftop views and afternoon swims.
Ireland's western coast on foot — sea cliffs, quiet villages and pints at the end of each day.
Aegean coastal paths between whitewashed villages with a swim at the end of most days.
Self-guided doesn't mean unsupported. Here's exactly what happens between deciding on a trip and setting off.
Accommodation, luggage transfers, route notes and maps, all prepared around your dates.
What's includedFollow the route day by day. Sleep in, take the long way round. Nobody's waiting.
Traveller storiesIf a trail's closed or a bus doesn't show, your local contact is a phone call away.
Learn moreIndependent travel, without the planning burden.
See how Waybound works
Choose a route. Choose your pace. We'll take care of the details.
