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Walking & Cycling Holidays in the Algarve

Our activity holidays in the Algarve are the perfect way to explore striking natural beauty, taste delicious local dishes and immerse yourself in the cheerful Portuguese culture. Whether you prefer to set off on two wheels or strap on your walking boots, there is something for everyone at Headwater.

Each area of the Algarve offers its own unique charm. Whether you are drawn inland to witness unspoilt flora and fauna, or the coastline to take in the bright blue waters and golden sands, you're sure to be delighted during our adventure holidays in the Algarve.

Locals in the 'Wild West' offer a warm welcome and cling to the traditions of rural life. It's a far cry from the package tourist hotspots of the eastern Algarve region. Unspoilt wild coastlines take you on a trail back to a land that time has forgotten, where pretty white villages intermingle with rich valleys and pretty meadows.

Beyond the 'developed' Algarve in Portugal's most southerly Atlantic corner, lies the Sagres Peninsula - a startlingly pristine region of golden beaches and imposing cliffs, swaying flower meadows, dramatic coastlines and tree-lined paths. We offer fantastic activity trips in the Algarve that allow you to explore this beautiful area by foot, following the coastline through charming villages and beautiful forests.

Of course, no activity holidays in the Algarve would be complete without enjoying the delicious local cuisine. Many of our trips have meals included at some of the finest eateries, as well as giving you the opportunity to try any local restaurants that take your fancy on route. Seafood, fish, wine and custard tarts are all a must during your travels!

There's a variety of adventure holidays in the Algarve at Headwater

You'll be spoilt for choice with our variety of adventure holidays in the Algarve. Those that love to go by two wheels will enjoy one of our self-guided cycling trips. There's a choice of routes to suit all abilities, from relaxing, gentle journeys to more challenging trips ideal for experienced cyclists.

Rather explore by foot? Then our self-guided walking tours may be just what you're looking for. Our activity holidays in the Algarve are all graded from one to three in terms of difficulty, so there are routes suitable for everyone!

If you'd like more information about any of our activity trips or are ready to book, get in touch with us today.

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Walking Rota Vicentina North Fishermen's Trail
Portugal: The Algarve

Walking Rota Vicentina North Fishermen's Trail

Rota Vicentina is spreading throughout the magnificent region of the Alentejo and Vicentine coast and the coastal trails are truly breathtaking.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08RT
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1179per person, tour only
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
Cycling in The Real Algarve
Portugal: The Algarve

Cycling in The Real Algarve

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.

DEPARTURE MONTHS

JFMAMJJASOND

Book Early and Save 10%. T&Cs Apply
  • Holiday codeC06AV
  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1219per person, tour only

  • 62 Reviews
  • All accommodation
  • All continental breakfasts and 5 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
Walk the Algarve's Wild West
Portugal: The Algarve

Walk the Algarve's Wild West

A 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. Hotels are a brilliant mix of rustic charm and stylish grandeur, serving the best of local Portuguese cuisine.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW06AV
  • Holiday typeSelf-guided walking
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £989per person, tour only

  • 88 Reviews
  • All accommodation
  • All continental breakfasts and 3 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
Cycling the Algarve's Rota Vicentina
Portugal: The Algarve

Cycling the Algarve's Rota Vicentina

Follow the Rota Vicentina cycling path from Setubal to the Cape Sao Vicente, along rugged coastline with amazing views over cliffs and large sandy beaches.

DEPARTURE MONTHS

JFMAMJJASOND

Book Early and Save 10%. T&Cs Apply
  • Holiday codeC07RV
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1229per person, tour only

  • 8 Reviews
  • All accommodation
  • All Breakfasts included
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
Walking the Algarve's South West
Portugal: The Algarve

Walking the Algarve's South West

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

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW10AV
  • Holiday typeSelf-guided walking
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1549per person, tour only

  • 32 Reviews
  • All accommodation
  • All continental breakfasts and 4 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels