Headwater Collection

With a wealth of relaxed walking and cycling itineraries in Europe, our sister company Headwater are experts when it comes to organising active self-guided holidays.

They do all the planning for you, putting together routes and flexible schedules so all you need to focus on is savouring your quality time away. They hand-pick small, family-owned hotels, with delicious regional cuisine, and owners who take a genuine interest in their guests. No two hotels are ever the same, from historic castles, old manor houses and working farms to stylish villas and converted convents with wonderful cloisters and hidden courtyards.

Gastronomy is a huge part of these tours, with many featuring included wine tastings, Michelin starred restaurants en route and a wealth of local artisan producers to try.

Headwater Walking Holidays

8 Days from CAD 2,495

Self-Guided Holidays (Incl. Taxes)

A walker's paradise, 1000's of kms of well-marked trails, stunning Alpine flowers, rare birds of prey in the Swiss Alps

Walking & Trekking

8 Days from CAD 2,545

Self-Guided Holidays (Incl. Taxes)

Fabulous scenery and a choice of activities including walking or cycling

Walking & Trekking

8 Days from CAD 2,195

Self-Guided Holidays (Incl. Taxes)

Discover the island gem of Gozo with coastal and inland walks.

Walking & Trekking

8 Days from CAD 3,245

Self-Guided Holidays (Incl. Taxes)

County Kerry's iconic scenery – sea cliffs, soft golden beaches, emerald-green farmland and cloud-torn mountain peaks.

Cycling

7 Days from CAD 2,395

Self-Guided Holidays (Incl. Taxes)

Discover some of England's most beautiful lakes

Walking & Trekking

8 Days from CAD 3,975

Guided Group (Incl. Taxes)

Discover spectacular mountains, the world's second deepest canyon and waterside Venetian towns.

Walking & Trekking

8 Days from CAD 3,445

Self-Guided Holidays (Incl. Taxes)

Discover Bermuda's unspoilt paradise on foot.

Walking & Trekking

5 Days from CAD 1,595

Self-Guided Holidays (Incl. Taxes)

Discover the island gem of Gozo with coastal and inland walks.

Walking & Trekking

8 Days from CAD 2,375

Self-Guided Holidays (Incl. Taxes)

Explore the Pelion Peninsula in mainland Greece – the 'Land of the Centaurs'

Walking & Trekking

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Headwater Cycling Holidays

8 Days from CAD 2,545

Self-Guided Holidays (Incl. Taxes)

Fabulous scenery and a choice of activities including walking or cycling

Walking & Trekking

8 Days from CAD 2,345

Self-Guided Holidays (Incl. Taxes)

Enjoy meandering rides along the Danube from Austria to Hungary

Cycling

8 Days from CAD 3,775

Self-Guided Holidays (Incl. Taxes)

Varied beach-front cycling along some of the most spectacular stretches of coast we've ever seen

Cycling

10 Days from CAD 4,045

Self-Guided Holidays (Incl. Taxes)

Cycle south from Porto, along the coast to Aveiro, before heading inland to Coimbra, Portugal's old capital

Cycling

7 Days from CAD 1,945

Self-Guided Holidays (Incl. Taxes)

Spend 6 nights on Lake Garda, the playground of cycling!

Cycling

8 Days from CAD 3,245

Self-Guided Holidays (Incl. Taxes)

County Kerry's iconic scenery – sea cliffs, soft golden beaches, emerald-green farmland and cloud-torn mountain peaks.

Cycling

8 Days from CAD 2,245

Self-Guided Holidays (Incl. Taxes)

Ride on dedicated cycle routes through Austria and Germany

Cycling

7 Days from CAD 3,245

Self-Guided Holidays (Incl. Taxes)

Enjoy historical villages, the River Douro and some of the world's finest wine

Cycling

8 Days from CAD 3,075

Self-Guided Holidays (Incl. Taxes)

Journey between seven beautiful Italian Lakes as you explore this colourful and cultural region.

Cycling

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Headwater Family and Winter Holidays

9 Days from CAD 3,745

Self-Guided Holidays (Incl. Taxes)

Experience the ultimate triple activity holiday in the Dordogne

Family

9 Days from CAD 3,645

Self-Guided Holidays (Incl. Taxes)

Safe, undemanding canoeing holiday on the most celebrated river in France

Family

8 Days from CAD 3,595

Guided Group (Incl. Taxes)

This is one of our most popular cross-country skiing holidays with Headwater guests returning year after year.

Winter

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This is a beautiful area for hiking, and the variety of self-guided hikes we were given was great. There was everything from short easy rambles to long challenging climbs. The Bellevue Hotel was wonderful, with awesome service and delicious food. Definitely an experience I would be happy to repeat. The only negative factor was that, although we never got lost, some of the route notes could do with updating. It seemed that total hike distances were often understated. Also, we did the last tour of the season, and found that some of the refugios mentioned as lunch stops were closed. I would recommend that anyone going late in the season check before setting out, or be sure to carry your own food.
Rosemary Finch Walks in the Italian Dolomites

This tour was a welcome change from the fast paced touring of the big cities. We became familiar with the topography and vegetation as we hiked daily, also visiting towns known for wines and cheeses. The town of Chianciano provided a magnificent backdrop to our accomodation of Agriturismo La Pietriccia. We were awakened every morning to the rooster crowing. Stefano was an attentive and knowledgeable host. Plenty of food was served at the 4 course suppers. I feel this tour was necessary to complete my knowledge of the culture of Italy!
Susan Hoogenboom A Taste of Tuscany Self-Guided Walking

Seeing the Lake District on foot is outstanding! We were well supplied with directions for getting around, and the lodging and other support arrangements were excellent. I highly recommend this trip for poetry and essay writers, for those who love the serenity of the English countryside, for those who love to hike. With our walking sticks (needed at times) and good hiking boots, we were well equipped for a special trip of a lifetime.
Ruth Benedict Literary Walking in the Lake District

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Headwater Collection