U.S. & Canada: +1 401 234 2424 or Worldwide (UK): +44 1600 320 003 [email protected]

Why not plan an extraordinary private group getaway?

Plan your private group trip and take time out, together

There comes a point when another standard vacation just doesn’t quite cut it. You want something more meaningful than ticking off sights or following someone else’s schedule – something that feels personal, shared, and genuinely memorable.

So let us arrange a bespoke private group walking vacation that offers exactly that: time to slow down, reconnect, and experience a place with people that matter.

Whether it’s the rolling countryside of the UK, the sunlit trails of Europe, or the wild, lyrical landscapes of Ireland, these journeys are about more than where you go, they’re about how you experience it. You set the pace, choose your people, and shape each day around what matters most to your group, from long, laughter-filled lunches to rewarding walks that end somewhere truly special.

And perhaps most importantly, everything is taken care of. With expert planning behind the scenes, you get the freedom to simply enjoy the moment…

Read on to find out how it works:

There’s something different about time away when it’s shared with the right people.

Imagine stepping into wide open landscapes with your favourite crew. No rush, no rigid schedules, just space to reconnect.

Conversations flow more easily, laughter lingers, and the days are full of fun and freedom from the day-to-day routine.

That’s the beauty of a private group getaway: it’s not just a trip, it’s time well spent, with the very best of company!

Make it yours, completely

Our private group trips aren’t one-size-fits-all vacations. They are all about your experience, shaped around your people and your idea of a perfect escape.

Whether you’re marking a milestone, gathering friends you don’t see often enough, or simply craving time away together, everything is designed around you.

Slow mornings or early starts. Scenic strolls or more ambitious routes. Long lunches, local flavours, or something a little indulgent at the end of the day. However you like to roll, it all fits.

Why go private?

Because the best moments happen when everything feels effortless and so personal.

  • Built around your group – Choose the pace, the place, and the people
  • Flexible by design– Adjust as you go, add experiences, or start from scratch
  • Perfect for any occasion– Celebrations, reunions, or simply an excuse to get away
  • Memorable stays– From characterful countryside retreats to truly unique properties
  • Thoughtful details– Food, culture, and experiences that bring the journey to life

We’ll help you create something truly personal. Whether it’s a wedding anniversary shared with family and friends, a landmark birthday worth celebrating in style, or a long-overdue reunion with old friends. From alumni and affinity groups reconnecting in inspiring surroundings to families finding their heritage, perhaps in Ireland or Scotland.

More than just a trip

What makes it truly special is how easy it all feels. With experienced leaders guiding the way and every detail handled behind the scenes, you’re free to focus on what matters: being present, together.

No logistics to juggle. No plans to coordinate. Just shared experiences that turn into lasting memories.

And of course we’ll be supporting you all the way… Our knowledgeable Walk Leader and Walk Manager will be on hand to make sure everything runs smoothly – and the Wayfaring Walks’ bus makes traveling around a breeze!

Settle in, unpack and we do the rest!

Many groups want the ease of unpacking just once and settling into a single, beautiful base for the week without sacrificing the variety and quality of walking that makes the journey so rewarding. With us, you don’t have to choose. We design each day’s walk from your doorstep or a short transfer away, so you can explore widely while returning each evening to somewhere that feels like home.

And if you’re looking to make it truly exceptional, there are some unforgettable ways to do it. Gather your group in a private castle or country estate for the ultimate shared escape. For something especially memorable, take over Pentillie Castle in Cornwall for six indulgent nights; an extraordinary setting where great walks, great company, and a sense of occasion come together effortlessly.

Or move in to an historic Georgian manor in the heart of the Scottish Borders, exclusively yours for family and friends. Surrounded by rolling hills, woodlands, and the River Tweed, this retreat offers the perfect balance of seclusion and adventure.

In addition to walking, guests can also participate in other activities including fly-fishing, kayaking, clay-pigeon shooting, archery and biking, along with museum, distillery and other visits. We can also help arrange private tours, attending live performances, sporting events – you name it.

No rules, just your ideas

But there are no set rules when it comes to your private journey. Start with one of our thoughtfully designed itineraries or use it simply as inspiration to create something entirely your own.

How it comes together

  1. Start with an idea or let us inspire you.
  2. Shape the experience to suit your group.
  3. Choose dates that work for everyone.
  4. Invite your people and we’ll take care of the rest.
  5. Arrive, switch off, and enjoy every moment!

We’re ready when you are
If you’ve been waiting for the right moment to plan something special together, this might be it. Get in touch and let’s start creating a getaway you’ll be talking about for years to come.