Town in Maderia, Portugal.Activity holidays in Portugal

The history of Portugal and her cultural influences is as rich as her natural landscape is diverse and a holiday in Portugal, or on one of her islands, offers much more than just lounging by the pool!

Once a great empire, colonising large parts of Africa, China, America and Malaysia, it's a fascinating place for gentle exploring on an activity holiday. In Portugal, Madeira and The Azores our selection of walking holidays and cycling holidays let you discover magnificent Baroque buildings and gilded altar carvings, exotic fruits and Oriental spices, and stunning natural vistas.

On the Portuguese mainland you dip into the historical wealth and the natural splendour of a country whose identity has been shaped by the Romans, the Moors and by her conquests of other nations and continents. A country split by the majestic Montanhas and the Serra da Estrela, a natural divide between the humid Atlantic North and the dry Mediterranean South. Madeira and The Azores offer stunning natural beauty, magnificent coastal and mountain scenery with exotic flowers and rare birds of prey on view at every step.

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Walk the Algarve's Wild West

Cape St Vincent lighthouse, Sagres

From $1315 per person

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A warming winter walking discovery allowing you to see the best of the unspoilt Western Algarve region. The lush flora and diverse fauna of the Algarvian hinterland compliment the dramatic seascape scenery of the Atlantic coastline perfectly. The hotels are a brilliant mix of rustic charm and stylish grandeur, complete with swimming pools and serving the best of local Portuguese cuisine.

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  • 6 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Cycling in 'The Real Algarve'

Henry the Navigator

From $1500 per person

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Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts, and 5 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Walking Portugal's Land's End

Clifftop view of beach

From $1625 per person

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Explore Portugal's Lands End on our 8 night walking holiday of the Algarve region with a contrast of inland walks and dramatic coastal paths. Each hotel has a pool and we’ve included 3 evening meals for you so you’re also free to sample the region’s superb local restaurants.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Marvels of Madeira Walk

Madeira coastline

From $1610 per person

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Perfect for year-round walking, the floating garden of Madeira is a paradise of tropical flowers, exotic birds and trees, romantic gorges and emerald seas. Luxury 4 and 5 star hotels throughout provide exquisite local cuisine with possibility of sampling the island's famous full-bodied wine.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts, 2 picnics and all evening meals
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Delightful island holidays.

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Walking the Algarve's South-West

Algarve beach

From $1860 per person

Discover the South-West corner of the Algarve on our self-guided walk following coastal footpaths and inland trails.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfast and 5 evening meals included
  • Holidays with gastronomic meals.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Porto Coastal Cycling

Cycling from Porto to Furadouro

From $1860 per person

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Varied beach-front cycling along some of the most spectacular stretches of coast we've ever seen! Starting in wine capital, Porto, your route heads south beach and bay-hopping to Aveiro, Portugal's Venice before finishing beside the beach at Praia de Mira.

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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 4 evening meals included
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

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Contrasts of the Costa Vicentina Walk

Santa Clara lake

From $1890 per person

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With 300+ days of sunshine a year, it's little wonder that this holiday is such a winner with Headwater walkers! But it's not just the weather: Portugal's Alentejo offers wonderfully deserted beaches, tiny white villages, gently rolling hills and colourful fishing harbours - all untouched by tourism.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts, 6 picnic lunches and 7 evening meals
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

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Porto to Coimbra Cycling

Aveiro

From $2030 per person

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Enjoy cycling from wine capital, Porto, south along the coast and bay-hopping to Aveiro, Portugal's Venice before heading inland and finishing in Coimbra, Portugal's old capital with UNESCO recognised heritage.

Departures:
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  • 9 nights, hotel-to-hotel
  • All continental breakfasts and 5 evening meals included
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

View holiday

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Headwater's Activity holidays in Portugal 4.6222527472527 182
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