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We offer a variety of trips to sample the best walking in Portugal, including the archipelago of the Azores and Madeira. Walk to Europe’s westernmost point, explore volcanic islands and hike to blue lakes and stunning waterfalls.

Our Holidays to Portugal

Scenic Trails of Madeira

Explore Maderia’s dramatic and beautiful landscapes whilst hiking on coastal, levada and forest trails on this self-guided holiday. Discovering the island is possible year-round. Find out more about Scenic Trails of Madeira

  • Price (exc. flights): 8 days from £879
  • Walking grade: Moderate to Demanding
  • Guiding: Self-Guided
  • When to go:
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  • Holiday type:
    • Coastal Walks
    • Nature
    • Point to Point
    • Solo Walking

Walking on the Azores

Lagoa do Fogo on São Miguel Island in the Azores

Visit two of the Azores' most beautiful islands - São Miguel and Santa Maria - where walking trails offer incredible sea views - you may even get to spot a whale or two! Find out more about Walking on the Azores

  • Price (exc. flights): 8 days from £1,065
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
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  • Holiday type:
    • Centre-Based
    • Coastal Walks
    • Nature
    • Solo Walking

Wild Algarve Walking

The dramatic coastal scenery of the western Algarve coupled with the mild winters and amount of sunshine it experiences make this a great choice for a winter walking holiday. Find out more about Wild Algarve Walking

  • Price (exc. flights): 7 days from £989
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
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  • Holiday type:
    • Coastal Walks
    • Nature
    • Point to Point
    • Solo Walking

Three Island Azores Hiking Journey

Hiker looking at Lagoa do Fogo in the Azores

Walk the wild heart of the Azores on a self-guided journey across São Miguel, São Jorge and Pico, with crater lakes, dramatic coastal fajãs, volcanic vineyards and unforgettable Atlantic island scenery. Find out more about Three Island Azores Hiking Journey

  • Price (exc. flights): 13 days from £1,629
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
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  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Cultural Discovery
    • Nature
    • Solo Walking

In Portugal You Could enjoy experiences like these

  • Walk the wild coastline of the Algarve in the south-west
  • View the plains of the Alentejo
  • Visit the mountainous national park of Geres in the north
  • Enjoy great biodiversity especially if you include the islands

A fascinating country with a rich history that few are aware of. Despite its size, there’s plenty of variety for excellent coastal walking amongst nature.

Brian, Walks Worldwide

Discover More About Portugal

One of the oldest countries in Europe, Portugal has a rich history, with several invasions and discoveries, including the islands of Madeira & the Azores, which still form part of their territories today.

Lisbon is the capital and largest city, and also the main attraction for visitors alongside Porto and the Algarve, while the Alentejo region occupies the biggest area but has one of the lowest population densities in Europe.

With its long coastline, many of the country's best trails are found along the coast, including the Fisherman's Trail. Highlights include rugged cliffs and rock formations, whilst further in land whitewashed villages and castle ruins feature.

With a mild climate, Portugal is perfect for winter walking holidays, or as a year-round destination.

View All Portugal Dates & Prices or Enquire for more information.

Dates & Prices

Choose your preferred option below, then make a no obligation booking request, or enquire if you would like to ask us a question.

Private or Self Guided Dates and Prices
Holiday Itinerary Year Daily Departures Price From (Exc. Flights) Options
All prices are per person. Daily departures subject to availability.
Alentejo’s Fisherman’s Trail 2026 From 27 Apr to 26 Jun £1,409 Book or Enquire
Hidden Algarve: Monchique Trails 2026 From 27 Apr to 26 May £989 Book or Enquire
Walking on the Azores 2026 From 27 Apr to 8 Jun £1,229 Book or Enquire
Wild Algarve Walking 2026 From 27 Apr to 26 Jun £1,209 Book or Enquire
Three Island Azores Hiking Journey 2026 From 9 May to 21 May £1,905 Book or Enquire
Three Island Azores Hiking Journey 2026 From 22 May to 31 May £1,989 Book or Enquire
Hidden Algarve: Monchique Trails 2026 From 27 May to 26 Jun £969 Book or Enquire
Three Island Azores Hiking Journey 2026 From 1 Jun to 19 Sep £2,069 Book or Enquire
Walking on the Azores 2026 From 9 Jun to 27 Sep £1,359 Book or Enquire
Wild Algarve Walking 2026 From 27 Jun to 31 Aug £1,439 Book or Enquire
Scenic Trails of Madeira 2026 From 14 Jul to 8 Sep £979 Book or Enquire
Alentejo’s Fisherman’s Trail 2026 From 1 Sep to 15 Oct £1,489 Book or Enquire
Hidden Algarve: Monchique Trails 2026 From 1 Sep to 15 Oct £989 Book or Enquire
Wild Algarve Walking 2026 From 1 Sep to 15 Oct £1,419 Book or Enquire
Scenic Trails of Madeira 2026 From 9 Sep to 30 Sep £939 Book or Enquire
Three Island Azores Hiking Journey 2026 From 22 Sep to 22 Oct £1,975 Book or Enquire
Walking on the Azores 2026 From 28 Sep to 25 Oct £1,305 Book or Enquire
Scenic Trails of Madeira 2026 From 1 Oct to 22 Dec £889 Book or Enquire
Alentejo’s Fisherman’s Trail 2026 From 16 Oct to 26 Oct £1,439 Book or Enquire
Hidden Algarve: Monchique Trails 2026 From 16 Oct to 26 Nov £869 Book or Enquire
Wild Algarve Walking 2026 From 16 Oct to 26 Oct £1,209 Book or Enquire
Three Island Azores Hiking Journey 2026 From 23 Oct to 31 Oct £1,799 Book or Enquire
Walking on the Azores 2026 From 26 Oct to 31 Oct £1,205 Book or Enquire
Alentejo’s Fisherman’s Trail 2026 From 27 Oct to 15 Dec £1,409 Book or Enquire
Wild Algarve Walking 2026 From 27 Oct to 15 Dec £989 Book or Enquire
Three Island Azores Hiking Journey 2026 From 1 Nov to 17 Dec £1,629 Book or Enquire
Walking on the Azores 2026 From 1 Nov to 22 Dec £1,065 Book or Enquire
Hidden Algarve: Monchique Trails 2026 From 27 Nov to 15 Dec £829 Book or Enquire
Scenic Trails of Madeira 2027 From 3 Jan to 26 Mar £879 Book or Enquire
Walking on the Azores 2027 From 26 Mar to 26 Apr £1,189 Book or Enquire
Scenic Trails of Madeira 2027 From 27 Mar to 15 Jun £879 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 14 Apr to 26 Apr £1,119 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 27 Apr to 26 May £1,039 Book or Enquire
Walking on the Azores 2027 From 27 Apr to 8 Jun £1,289 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 27 May to 26 Jun £1,019 Book or Enquire
Walking on the Azores 2027 From 9 Jun to 27 Sep £1,429 Book or Enquire
Scenic Trails of Madeira 2027 From 16 Jun to 13 Jul £1,009 Book or Enquire
Scenic Trails of Madeira 2027 From 14 Jul to 8 Sep £1,029 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 1 Sep to 15 Oct £1,039 Book or Enquire
Walking on the Azores 2027 From 28 Sep to 25 Oct £1,369 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 16 Oct to 26 Nov £919 Book or Enquire
Hidden Algarve: Monchique Trails 2027 From 27 Nov to 15 Dec £879 Book or Enquire

If you can’t see the holiday or departure date that you are looking for please contact us. We may be in the process of finalising further departures and are often able to arrange a holiday for you according to your own requirements.