Wine tasting walking holidays
For all our wine tasting walking holidays we place huge importance on the pleasure you can gain from sampling local wines. Our routes take you through the finest vineyards and give you pleny of opportunities to sample the local wines. On our self-guided holidays our reps will even collect any purchases you make and take them to your hotel for free.
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 memorable meals page for further information about the fine food and wine you can expect on your wine tasting walking holiday.
Walking holiday, Argentina
Gauchos and Glaciers
| 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 |
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Walking holiday, Chile
Contrasts of Chile
| 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 |
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Walking holiday, France
Provence Coastal Walk
| 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 |
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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.
Walking holiday, Italy
Highlights of Tuscany
| 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 |
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Walking holiday, Italy
Secret Tuscany Walk
| 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 |
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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.
Walking holiday, Slovenia
Highlights of Slovenia
| 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 |
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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.
Walking holiday, South Africa
Contrasts of the Cape
| 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: | Continental breakfast, 5 lunches, and 8 evening meals.. |
| Prices from: | Please call. |
| Departs: | Selected Sundays from 10 Jan 2010 to 04 Dec 2010 |
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Walking holiday, Spain
Vistas of Valencia
| 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 |
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Walking holiday, France
Vineyards of Vezelay Walk
| Location: | Burgundy, France. |
| Holiday type: | Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. |
| Activity level: | Upper 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 20 Sep 2010 |
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Walking holiday, France
Alsace Wine Trail
| 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 |
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Walking holiday, France
Landscapes of the Luberon
| Location: | Provence, 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 01 May 2010 to 08 Oct 2010 |
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Walking holiday, France
Dordogne Gastronomic Walk
| Location: | The Dordogne, France. |
| Holiday type: | Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. |
| Activity level: | 2 boots |
| Duration: | 9 days (8 nights) |
| Hotels: | Mid range/good value |
| Meals: | Continental breakfast and all evening meals. |
| Prices from: | Please call. |
| Departs: | Every two days from 11 May 2010 to 24 Sep 2010 |
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Walking holiday, France
Chateaux of the Loire Walk
| 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 |
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Walking holiday, Hungary
Hills of Hungary Walk
| 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 |
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Walking holiday, Italy
Volterra to San Gimignano Walk
| Location: | Chianti, Italy. |
| Holiday type: | Independent walking, hotel-to-hotel. Managed locally by Headwater employed rep. |
| Activity level: | Upper 1 boot |
| Duration: | 9 days (8 nights) |
| Hotels: | A mix of luxury/stylish, friendly/quirky |
| Meals: | Continental breakfast and all evening meals. |
| Prices from: | Please call. |
| Departs: | Every two days from 30 Nov 1999 to 14 Oct 2010 |
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Walking holiday, Italy
Vineyards of Barolo Walk
| 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 |
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Walking holiday, Italy
Coastal and Country Tuscany
| 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 |
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Walking holiday, Italy
Secrets of Siena Walk
| 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 |
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Walking holiday, Italy
Footsteps of St. Francis Walk
| 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 |
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Walking holiday, Italy
Venetian Hills Walk
| 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 |
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Walking holiday, Portugal
Marvels of Madeira Walking
| Location: | Madeira, Portugal. |
| 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, 3 picnics and all evening meals. |
| Prices from: | Please call. |
| Departs: | Selected Fridays from 12 Feb 2010 to 05 Nov 2010 |
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Walking holiday, Slovenia
Slovenian Alps Adventure
| Location: | Slovenia. |
| Holiday type: | Independent walking, hotel-to-hotel.
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| Activity level: | 2 boots |
| Duration: | 9 days (8 nights) |
| Hotels: | Mid range/good value |
| Meals: | Continental breakfast and 6 evening meals.. |
| Prices from: | Please call. |
| Departs: | Wednesdays from 26 May 2010 to 15 Sep 2010 |
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Walking holiday, Spain
Highlights of Tenerife
| Location: | The Canary Isles, Spain. |
| Holiday type: | Independent walking, twin centre. Managed by Headwater appointed agent. |
| Activity level: | 2 boots |
| Duration: | 8 days (7 nights) |
| Hotels: | Mid range/good value |
| Meals: | Breakfast and 3 evening meals. |
| Prices from: | Please call. |
| Departs: | Selected Tuesdays from 01 Dec 2009 to 12 Apr 2011 |
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Walking holiday, Switzerland
Walking at Davos
| Location: | Davos, Switzerland. |
| Holiday type: | Independent walking, single centre. Managed by Headwater appointed agent. |
| Activity level: | Choose 1 or 2 boots |
| Duration: | 8 days (7 nights) |
| Hotels: | Luxury/stylish |
| Meals: | Buffet breakfast and evening meals. |
| Prices from: | Please call. |
| Departs: | Sundays from 23 May 2010 to 26 Sep 2010 |
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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?