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Self-Guided Holidays in Italy

Self-Guided Tours in Italy

Italy Self-Guided Tours

Hidden Umbria Walk

spoleto-fortress
8 Days from NZD 2,279

Self-Guided Holidays (Excl. Flights)

Discover Umbria's panoramic scenery and historic hilltop villages

Walking & Trekking
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The Islands of Amalfi Walk

Self-Guided Holidays in Italy
8 Days from NZD 2,299

Self-Guided Holidays (Excl. Flights)

The beauty of the Bay of Naples has been enchanting travellers for centuries, with visitors falling in love with its dramatic coastline, glimmering seas, and pastel-coloured towns.

Walking & Trekking

Gastronomic Barolo Walk

Self-Guided Holidays in Italy
9 Days from NZD 4,479

Self-Guided Holidays (Excl. Flights)

World-famous wines and exceptional cuisine on this gastronomic holiday

Walking & Trekking

Walking the Dolomites of Alta Badia

Walking in the Dolomites, Italy
8 Days from NZD 3,979

Self-Guided Holidays (Excl. Flights)

Centre-based walking in the stunning natural landscapes of the Dolomites

Walking & Trekking

Wine Villages of Umbria Cycling

view-to-trevi
8 Days from NZD 2,279

Self-Guided Holidays (Excl. Flights)

Few places can stir emotions quite as intensely as Umbria.

Cycling

Bolzano, Verona & Venice Ride

Self-Guided Holidays in Italy
8 Days from NZD 2,649

Self-Guided Holidays (Excl. Flights)

Self-guided cycling from the stunning Italian Dolomites to the historic city of Venice

Cycling

Walking in the Venetian Hills

Self-Guided Holidays in Italy
9 Days from NZD 2,579

Self-Guided Holidays (Excl. Flights)

Discover the wonderfully unspoilt Venetian countryside

Walking & Trekking

Paths of the Amalfi Coast

Amalfi Coast, Italy
8 Days from NZD 1,849

Self-Guided Holidays (Excl. Flights)

Independent walks on Italy's magnificent Amalfi Coast

Walking & Trekking

Venetian Villas and Vineyards Cycling

Self-Guided Holidays in Italy
9 Days from NZD 2,649

Self-Guided Holidays (Excl. Flights)

Wonderfully easy hotel-to-hotel cycling route exploring the pretty villages, villas and castles of the Venetian countryside

Cycling

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

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 Walks in the Italian Dolomites