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Tre Cime di Lavaredo, Dolomites, Italy

Self-Guided Holidays in Italy

Save up to $500 on small group & self-guided adventures to 100+ countries. Click here to learn more.

Self-Guided Holidays in Italy

Italy is an incredible mix of scenery, culture and history, and the slow pace of life here is perfectly explored on a self-guided walking holiday. Walkers have a wide choice of destinations, from the jagged Dolomites to the rolling hills of Tuscany and the magnificent Amalfi coast.

The regional variety is astounding here, but wherever you go it’s underpinned by some classic Italian traits: friendly locals, beautiful buildings, good wine and sumptuous food.

We’ll take care of your luggage, supply detailed route notes, information about points of interest, help with translations, and details of cafés and restaurants. You’re free to travel at your own pace, so there’s always time for a paddle in the sea or detour to that vineyard…

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Italy Self-Guided Holidays

Amalfi to Sorrento Self-Guided Walk

  • ON OFFER

This linear self-guided walk follows the coast from elegant Amalfi to chic Sorrento.

Walking & Trekking
Suitable for:
Age 8+
Activity level:
Leisurely / Moderate
9 Days from $2,649 USD
Self-Guided (Incl. Taxes)
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Gastronomic Barolo Self-Guided Walk

  • ON OFFER
  • Premium

Superb hotels, world-famous wines and exceptional cuisine are just some of the reasons to choose this gastronomic walking holiday.

Walking & Trekking
Suitable for:
Age 12+
Activity level:
Leisurely / Moderate
9 Days from $3,349 USD
Self-Guided (Incl. Taxes)
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Volterra to San Gimignano Self-Guided Walk

  • ON OFFER

Combine fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena.

Walking & Trekking
Suitable for:
Age 8+
Activity level:
Leisurely / Moderate
9 Days from $2,579 USD
Self-Guided (Incl. Taxes)
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Self-Guided Cycling through Baroque Sicily

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Explore Sicily's south east, renowned for its unspoilt coastline, spectacular Baroque architecture and cuisine.

Cycling
Suitable for:
Age 12+
Activity level:
Leisurely / Moderate
9 Days from $2,879 USD
Self-Guided (Incl. Taxes)
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Heart of Veneto Self-Guided Cycling

  • ON OFFER

This single centre cycling holiday is a perfect choice for people wanting a genuine grass-roots Italian experience.

Cycling
Suitable for:
Age 8+
Activity level:
Leisurely
8 Days from $1,949 USD
Self-Guided (Incl. Taxes)
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