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
  JFMAMJJASOND
Good for:Wine tasing Fauna and flora Bird watching Local culture
Wine tasting walking holidays: Gauchos and Glaciers


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Fauna and flora Local culture
Wine tasting walking holidays: Contrasts of Chile


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora Local culture
Wine tasting walking holidays: Provence Coastal Walk

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
  JFMAMJJASOND
Good for:Wine tasing Art and history Local culture
Wine tasting walking holidays: Highlights of Tuscany


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Fauna and flora Bird watching Local culture
Wine tasting walking holidays: Secret Tuscany Walk

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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Local culture
Wine tasting walking holidays: Highlights of Slovenia

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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Fauna and flora Bird watching
Wine tasting walking holidays: Contrasts of the Cape


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
  JFMAMJJASOND
Good for:Wine tasing Bird watching Local culture
Wine tasting walking holidays: Vistas of Valencia


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
  JFMAMJJASOND
Good for:Wine tasing Art and history Choices for children
Wine tasting walking holidays: Vineyards of Vezelay Walk


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
  JFMAMJJASOND
Good for:Wine tasing Art and history Bird watching Local culture Choices for children
Wine tasting walking holidays: Alsace Wine Trail


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora Choices for children
Wine tasting walking holidays: Landscapes of the Luberon


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Fauna and flora Bird watching Choices for children
Wine tasting walking holidays: Dordogne Gastronomic Walk


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
  JFMAMJJASOND
Good for:Wine tasing Art and history Local culture Choices for children
Wine tasting walking holidays: Chateaux of the Loire Walk


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora Local culture
Wine tasting walking holidays: Hills of Hungary Walk


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Fauna and flora Choices for children
Wine tasting walking holidays: Volterra to San Gimignano Walk


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Local culture
Wine tasting walking holidays: Vineyards of Barolo Walk


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
  JFMAMJJASOND
Good for:Gastronomic meals Wine tasing Swimming opportunities Art and history Fauna and flora Local culture
Wine tasting walking holidays: Coastal and Country Tuscany


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora Local culture Choices for children
Wine tasting walking holidays: Secrets of Siena Walk


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora Bird watching Local culture
Wine tasting walking holidays: Footsteps of St. Francis Walk


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
  JFMAMJJASOND
Good for:Wine tasing Art and history Fauna and flora Local culture Choices for children
Wine tasting walking holidays: Venetian Hills Walk


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Fauna and flora Bird watching
Wine tasting walking holidays: Marvels of Madeira Walking


Walking holiday, Slovenia
Slovenian Alps Adventure
Location:Slovenia.
Holiday type:Independent walking, hotel-to-hotel.
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
  JFMAMJJASOND
Good for:Wine tasing Art and history Fauna and flora
Wine tasting walking holidays: Slovenian Alps Adventure


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Art and history Fauna and flora
Wine tasting walking holidays: Highlights of Tenerife


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
  JFMAMJJASOND
Good for:Wine tasing Swimming opportunities Fauna and flora Bird watching Choices for children Good for singles
Wine tasting walking holidays: Walking at Davos





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?

More about our walking holidays...

Walking holidays
Watch our walking video
Our guided walking holidays
Our independent walking holidays
Maps, notes and finding your way
Our boot rating system explained
Browse our range of walking holidays

Perfect walking holidays for...

Families with teenagers
Families with under 12's
Solo travellers
Foodies
Wine lovers
Nature lovers & botanists
Bird watchers
Fine arts & historic sites
Local culture & tradition
Last minute departures

Walking in Europe & The Med

Walking holidays in Austria
Walking holidays in Britain
Walking in Croatia
Walking in Cyprus
Walking holidays in France
Walking in Germany
Walking in Gozo
Walking holidays in Greece
Walking in Hungary
Walking holidays in Italy
Walking in Norway
Walking holidays in Portugal
Walking holidays in Slovenia
Walking holidays in Spain
Walking holidays in Switzerland
Walking holidays in Turkey

Walking in Africa & The Middle East

Walking in Jordan
Walking in Morocco
Walking & safari in South Africa

Walking in America & The Caribbean

Walking in Argentina
Walking in Bermuda
Walking in Chile
Walking in Costa Rica
Walking in The French Caribbean
Walking in The Galapagos
Walking in Peru
Walking in The West Indies

Other walking holiday choices...

Short break 'taster' walking holidays
Value 'lite' walking holidays
Extended walking tours

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