Cultural walking holidays

All our cultural walking holidays offer unique appeal and masses of interest that let you really 'get under the skin' of your chosen destination to find out what makes it tick. On self-guided holidays we provide meticulously researched regional and route notes to help you 'live like locals' during your trip, while on guided tours our local leaders will take you off the beaten track to discover the hidden gems.

Click on the appropriate holiday title for full holiday details, take a look at our activities section for further information about how our walking holidays work, or see our interest-packed itineraries page for further information about what you can expect on your cultural walking holiday.

Location: Argentina. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: Upper 1 boot Duration: 13 days (12 nights) Hotels: A mix of luxury/stylish, friendly/quirky Meals: Buffet breakfast, 11 lunches and 9 evening meals. Prices from: Please call. Departs: Selected dates from 06 Feb 2010 to 06 Feb 2011   JFMAMJJASOND Good for:

Location: Chile. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: Upper 2 boots Duration: 13 days (12 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Buffet breakfast, 10 lunches and 10 evening meals. Prices from: Please call. Departs: Selected Tuesdays from 16 Feb 2010 to 09 Nov 2010   JFMAMJJASOND Good for:

Location: Costa Rica. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 13 days (12 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast, 10 lunches and 11 evening meals.. Prices from: Please call. Departs: Selected dates from 18 Jan 2010 to 05 Dec 2010   JFMAMJJASOND Good for:

Location: Provence, France. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: Upper 1 boot Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast, 6 lunches and all evening meals. Prices from: Please call. Departs: Selected Sundays from 09 May 2010 to 26 Sep 2010   JFMAMJJASOND Good for:

For a taste of Provence this holiday has it all - bustling fishing harbours, coastal paths, traditional Provençal villages and mediaeval villages. This 7 night guided holiday also includes a champagne lunch on a private sailing yacht. We have availability on our 9th May departure with prices from £1297 per person.

Location: The Massif Central, France. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Friendly/quirky Meals: All meals. Prices from: Please call. Departs: Sundays from 16 May 2010 to 19 Sep 2010   JFMAMJJASOND Good for:

Location: The Bay of Naples, Italy. Holiday type: Guided walking, twin centre. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast and all evening meals. Prices from: Please call. Departs: Selected dates from 03 May 2010 to 04 Oct 2010   JFMAMJJASOND Good for:

Location: Tuscany, Italy. Holiday type: Guided walking, hotel-to-hotel (with guaranteed departures). Managed locally by Headwater employed rep. Activity level: 1 boot Duration: 11 days (10 nights) Hotels: Mid range/good value Meals: Continental breakfast and 3 evening meals. Prices from: Please call. Departs: Selected dates from 05 May 2010 to 06 Oct 2010   JFMAMJJASOND Good for:

Location: Tuscany, Italy. Holiday type: Independent walking, single centre. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast, 6 picnics and all evening meals. Prices from: Please call. Departs: Saturdays from 01 May 2010 to 25 Sep 2010   JFMAMJJASOND Good for:

Discover the romantic wooded hills of this undiscovered part of Northern Tuscany on this 7 night independent walking holiday, based in the pretty mediaeval mountain village of Palazzuolo sul Senio. There is still limited availability for 1st May departure, with prices at £1174 per person including flights from Gatwick and £927 per person for tour only.

Location: Morocco. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: All meals. Prices from: Please call. Departs: Selected Sundays from 20 Dec 2009 to 17 Apr 2011   JFMAMJJASOND Good for:

Location: Madeira, Portugal. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Continental breakfast, 5 lunches and all evening meals. Prices from: Please call. Departs: Selected Saturdays from 13 Mar 2010 to 11 Jun 2011   JFMAMJJASOND Good for:

Location: The Azores, Portugal. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 11 days (10 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast, 1 lunch and all evening meals. Prices from: Please call. Departs: Selected Fridays from 28 May 2010 to 03 Sep 2010   JFMAMJJASOND Good for:

For a spot of island hopping why not try our Azores Island Adventure? This guided 2 boot holiday takes in 4 of the 9 islands making up the Azores Archipelago. The walks are varied taking in different aspects of these volcanic islands, from coastal terraces to verdant gorges and lava stone vine terraces. To round the holiday off we have included a whale watching trip. Availability on our 28th May departure, with prices from £1508 per person tour only and £1879 per person including flights from Heathrow.

Location: Slovenia. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Buffet breakfast and 4 evening meals. Prices from: Please call. Departs: Selected Saturdays from 22 May 2010 to 11 Sep 2010   JFMAMJJASOND Good for:

Get the Highlights of Slovenia on our 7 night guided walking and sightseeing tour. Taking in the best parts of Slovenia you will visit the capital Ljubljana, the Italianate harbour of Piran, the limestone gorges of Kobarid and the vineyards of Vipava before ending the tour in Lake Bled. We still have availability for our 22nd May departure with prices from £1119 tour only or £1377 including flights from Gatwick.

Location: South Africa. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 13 days (12 nights) Hotels: Luxury/stylish Meals: All meals. Prices from: Please call. Departs: Selected Sundays from 07 Mar 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Andalucia, Spain. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: Choose 1 or 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: All meals (including wine). Prices from: Please call. Departs: Selected Saturdays from 20 Mar 2010 to 21 May 2011   JFMAMJJASOND Good for:

Location: The Canary Isles, Spain. Holiday type: Guided walking, single centre. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Buffet breakfast, 5 picnic lunches. All evening meals (including wine). Prices from: Please call. Departs: Selected dates from 08 Dec 2009 to 05 Apr 2011   JFMAMJJASOND Good for:

Location: The Canary Isles, Spain. Holiday type: Guided walking, single centre. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Buffet breakfast, 5 picnic lunches and all evening meals. Prices from: Please call. Departs: Selected dates from 01 Dec 2009 to 12 Apr 2011   JFMAMJJASOND Good for:

Discover the breathtaking natural beauty of the subtropical island of La Gomera on this 7 night fully guided tour with experienced Headwater guide, Neil Flynn. There is still availability for the 30th March departure, with prices at £1613 per person including flights from Gatwick and £1318 per person for tour only.

Location: Valencia, Spain. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: All meals, including wine. Prices from: Please call. Departs: Selected Tuesdays / Saturdays from 19 Jan 2010 to 28 May 2011   JFMAMJJASOND Good for:

Location: Turkey. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: Lower 1 boot Duration: 11 days (10 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast, 3 lunches and 6 evening meals. Prices from: Please call. Departs: Selected Fridays from 23 Apr 2010 to 09 Oct 2010   JFMAMJJASOND Good for:

Location: West Indies. Holiday type: Guided walking, twin centre. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast, 5 picnics and all evening meals. Prices from: Please call. Departs: Selected dates from 17 Jan 2010 to 27 Mar 2011   JFMAMJJASOND Good for:

Location: Cyprus. Holiday type: Independent walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Selected Wednesdays from 03 Feb 2010 to 25 May 2011   JFMAMJJASOND Good for:

Location: The Bay of Naples, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and 4 evening meals. Prices from: Please call. Departs: Selected Sundays/Mondays from 03 Dec 2009 to 17 Oct 2010   JFMAMJJASOND Good for:

Location: Turkey. Holiday type: Independent walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast and 6 evening meals. Prices from: Please call. Departs: Selected Mondays from 03 May 2010 to 11 Oct 2010   JFMAMJJASOND Good for:

Location: Bermuda. Holiday type: Independent walking, single centre. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Buffet breakfasts and evening meals.. Prices from: Please call. Departs: Selected Sundays from 15 Nov 2009 to 24 Apr 2011   JFMAMJJASOND Good for:

Location: The Heart of England, Britain. Holiday type: Independent walking, hotel-to-hotel. Activity level: Choose 1 or 2 boots Duration: 6 days (5 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Breakfasts. Prices from: Please call. Departs: Daily   JFMAMJJASOND Good for:

Location: Croatia. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: All meals. Prices from: Please call. Departs: Selected Mondays from 17 May 2010 to 04 Oct 2010   JFMAMJJASOND Good for:

Location: Alsace, France. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 1 boot Duration: 9 days (8 nights) Hotels: Mid range/good value Meals: Continental breakfast and 6 evening meals. Prices from: Please call. Departs: Every two days from 13 May 2010 to 24 Sep 2010   JFMAMJJASOND Good for:

Location: Brittany, France. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast and 6 evening meals. Prices from: Please call. Departs: Every two days from 13 May 2010 to 20 Sep 2010   JFMAMJJASOND Good for:

Location: The Loire, France. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 1 boot Duration: 7 days (6 nights)   5 days (4 nights) option available. Hotels: Mid range/good value Meals: Continental breakfast and 4 evening meals. Prices from: Please call. Departs: Every two days from 11 May 2010 to 12 Sep 2010   JFMAMJJASOND Good for:

Location: French Caribbean. Holiday type: Independent walking, twin centre. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 12 days (11 nights) Hotels: Luxury/stylish Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Selected Tuesdays from 08 Dec 2009 to 28 Dec 2010   JFMAMJJASOND Good for:

Location: Greece. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast, 4 picnics and 5 evening meals. Prices from: Please call. Departs: Selected Tuesdays from 04 May 2010 to 12 Oct 2010   JFMAMJJASOND Good for:

Location: Hungary. Holiday type: Independent walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast, 5 picnics and 4 evening meals. Prices from: Please call. Departs: Selected Sundays from 02 May 2010 to 10 Oct 2010   JFMAMJJASOND Good for:

Location: Piedmont, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of luxury/stylish, friendly/quirky Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 30 Nov 1999 to 14 Oct 2010   JFMAMJJASOND Good for:

Location: Sicily, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast and 4 dinners.. Prices from: Please call. Departs: Selected Saturdays from 24 Apr 2010 to 09 Oct 2010   JFMAMJJASOND Good for:

Location: The Dolomites, Italy. Holiday type: Guided walking, single centre. Managed by Headwater appointed agent. Activity level: 3 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: All meals. Prices from: Please call. Departs: Selected dates from 12 Jun 2010 to 11 Sep 2010   JFMAMJJASOND Good for:

Location: Tuscany, Italy. Holiday type: Independent walking, single centre. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Continental breakfast and all evening meals. Prices from: Please call. Departs: Saturdays from 03 Apr 2010 to 23 Oct 2010   JFMAMJJASOND Good for:

Location: Tuscany, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 01 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Umbria, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 03 May 2010 to 14 Oct 2010   JFMAMJJASOND Good for:

Location: Venetia, Italy. Holiday type: Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 boots Duration: 9 days (8 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 05 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Jordan. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 10 days (9 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Buffet breakfast, 3 picnic lunches and all evening meals. Prices from: Please call. Departs: Selected dates from 22 Feb 2010 to 02 Apr 2011   JFMAMJJASOND Good for:

Location: Morocco. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 11 days (10 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and 8 evening meals. Prices from: Please call. Departs: Selected Saturdays from 09 Jan 2010 to 09 Apr 2011   JFMAMJJASOND Good for:

Location: Peru. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 boots Duration: Any duration Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast, 11 lunches and 8 evening meals. Prices from: Please call. Departs: Selected Saturdays from 24 Apr 2010 to 02 Oct 2010   JFMAMJJASOND Good for:

Location: Andalucia, Spain. Holiday type: Independent walking, single centre. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Friendly/quirky Meals: Buffet breakfast, 6 picnics and all evening meals (including wine). Prices from: Please call. Departs: Selected Saturdays from 13 Mar 2010 to 21 May 2011   JFMAMJJASOND Good for:

Location: Andalucia, Spain. Holiday type: Independent walking, single centre. Managed remotely by Headwater employed rep. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast and evening meals (including wine). Prices from: Please call. Departs: Selected Saturdays from 13 Mar 2010 to 11 Jun 2011   JFMAMJJASOND Good for:

Location: The Bernese Oberland, Switzerland. Holiday type: Independent walking, single centre. Managed by Headwater appointed agent. Activity level: 2 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast, 1 picnic lunch and all evening meals. Prices from: Please call. Departs: Saturdays from 29 May 2010 to 25 Sep 2010   JFMAMJJASOND Good for:

Location: The Bernese Oberland, Switzerland. Holiday type: Independent walking, single centre. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 8 days (7 nights) Hotels: Luxury/stylish Meals: Buffet breakfast and all evening meals. Prices from: Please call. Departs: Saturdays from 22 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: The Valais, Switzerland. Holiday type: Independent walking, single centre. Managed by Headwater appointed agent. Activity level: Choose 2 or 3 boots Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Buffet breakfast and evening meals. Prices from: Please call. Departs: Saturdays from 05 Jun 2010 to 18 Sep 2010   JFMAMJJASOND Good for:

Location: The Galapagos. Holiday type: Guided walking, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 1 boot Duration: 11 days (10 nights) Hotels: Luxury/stylish Meals: All meals. Prices from: Please call. Departs: Selected dates from 23 Feb 2010 to 02 Nov 2010   JFMAMJJASOND Good for:

Didn't find the walking holiday you were looking for? Try letting our Holiday Finder help you choose, or give our sales team a call on 1-800-567-6286. If you'd like to browse through our extensive range of walking holidays why not order a copy of our free full colour brochure?