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Self-Guided Holidays

Self-Guided Tours

Our Top Destinations

Self-Guided Walking & Cycling Tours

Paths of the Amalfi Coast

Amalfi Coast, Italy
8 Days from $ 1,579

Self-Guided Holidays (Excl. Flights)

Independent walks on Italy's magnificent Amalfi Coast

Walking & Trekking

Classic Swiss Alps Walk

Self-Guided Holidays
8 Days from $ 2,199

Self-Guided Holidays (Excl. Flights)

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

Walking in the Italian Dolomites

Self-Guided Holidays
8 Days from $ 2,479

Self-Guided Holidays (Excl. Flights)

Centre-based walking from the beautiful Tyrolean village of Dobbiaco

Walking & Trekking

Cycling in Portugal: From the Mountains to the Sea

Self-Guided Holidays
8 Days from $ 2,449

Self-Guided Holidays (Excl. Flights)

Scenic cycling through small villages and along stunning coastline

Cycling

Literary Walking in the Lake District

Self-Guided Holidays
7 Days from $ 1,979

Self-Guided Holidays (Excl. Flights)

Discover some of England's most beautiful lakes

Walking & Trekking

Cycling the Danube from Vienna to Budapest

Self-Guided Holidays
8 Days from $ 1,799

Self-Guided Holidays (Excl. Flights)

Enjoy meandering rides along the Danube from Austria to Hungary

Cycling

Tour du Mont Blanc Self-Guided Trek

Self-Guided Holidays
12 Days from $ 3,699

Self-Guided Holidays (Excl. Flights)

Enjoy self-guided walking on the classic circuit through France, Switzerland and Italy

Walking & Trekking

Cycling on the Danube from Passau to Vienna

Self-Guided Holidays
8 Days from $ 1,899

Self-Guided Holidays (Excl. Flights)

Ride on dedicated cycle routes through Austria and Germany

Cycling

Puglia – Cycling the Heel of Italy

Self-Guided Holidays
8 Days from $ 2,199

Self-Guided Holidays (Excl. Flights)

Cycle at your own pace through UNESCO historic Italian villages and idyllic coastline

Cycling

Walking the Camino de Santiago

Camino de Santiago Frances, Spain
11 Days from $ 3,379

Self-Guided Holidays (Excl. Flights)

Embark on the iconic Spanish pilgrimage.

Walking & Trekking

Porto Coastal Cycling

Self-Guided Holidays
8 Days from $ 3,149

Self-Guided Holidays (Excl. Flights)

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

Cycling

Walking on Gozo – Calypso's Isle

Sunset on Gozo, Malta
8 Days from $ 1,799

Self-Guided Holidays (Excl. Flights)

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

Walking & Trekking

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

Loved this trip – it was my first self-guided trip and my first trip with Headwater. They have a great selection of hikes to choose from, right from easy rambles to tough hikes. I did pretty much all moderate and more difficult hikes and the directions and provided maps are excellent.
I stayed at Park Hotel Bellevue in Toblach (Dobbiaco) which is one of the best hotels I have ever stayed at.
Included transportation passes and time tables easily let you get around to all the trail heads and even to other towns in South Tyrol if you do not feel like hiking or if the weather is inclement.

Adventure Coordinators Walking in the Italian Dolomites

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