Walking Holidays in Madeira

Showing 3 out of 312 trips

Captain James Cook, who famously visited the island back in 1768, described Madeira as the 'recipient of nature's most liberal gifts' and he wasn't wrong. Some liken Madeira to a 'floating garden', as it has plants from all over the world, including Eucalyptus and acacias brought in from Australia, bright red poinsettias from Mexico and flamingo flowers that are native to Ecuador and Columbia. If you're looking to book a Headwater holiday when the island is ablaze with colour, we'd recommend going in in the 'blossom months' of spring and autumn.

{IMAGE}https://assets.headwater.com/portugal/madeira/002e95/image-b9c2e610de9b0b778c8eb054bf269c69.png{NOIMAGE}Aside from its flora, Madeira is also home to fascinating fauna too, which makes this tropical island a haven for birdwatchers. With over 350 species, you may be able to spot the Cabrera's blackbird, Canarian kestrel and the Madeiran firecrest on our walking holiday in Madeira.

A visit to this Portuguese paradise presents a great opportunity to discover the island's flower-lined Levada's - a unique network of water channels on our Marvels of Madeira Walk. With its mild winters and gentle, balmy summers, Madeira is the perfect walking holiday destination year-round.

On this trip, you'll enjoy walks to the Sao Jorge parish church, the vibrant Parque das Queimadas and the magnificent waterfall at Cladeirao Verde, you'll also spend time tucking into local delicacies in Santo de Serra's lively square. Next, you'll explore trails in the Ponta de Sao Lourenco's Nature Reserve and enjoy breath-taking views in Cabo Giro, overlooking the Atlantic. And no holiday to Madeira is complete without a visit to Funchal's bustling Mercado dos Lavradores. We'd recommend purchasing local chocolates, bonbons and the island's famous fortified wine, as they make the perfect mementoes to take home.

READ MORE

Portugal : Madeira

Marvels of Madeira Walk

£1529


4.7 (131 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Breakfasts plus
7 meals

Portugal : Madeira

Walk the Garden Island of Madeira

£979


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Activity level: 4

Activity level: 4

Bed and
breakfast

Portugal : Madeira

Walking the Waterways and villages of Madeira

£1149


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Activity level: 4

Activity level: 4

Breakfasts plus
1 meal

Filter results Tap here to filter results

Filters

Holiday type
All

  • Self-guided walking
  • Self-guided cycling
  • Ski holidays
  • Canoeing
  • Multi activity
  • Pilgrimage
  • Private guided walking
  • Cultural tour
  • Guided group walking
  • Guided group cycling

Destination
All

  • Italy
  • Spain
  • France
  • Portugal
  • UK
  • Albania
  • Andorra
  • Austria
  • Belgium
  • Bermuda
  • Bosnia
  • Canada
  • Cape Verde
  • China
  • Costa Rica
  • Croatia
  • Cyprus
  • Czechia
  • Denmark
  • Ecuador
  • Egypt
  • Estonia
  • Finland
  • Germany
  • Greece
  • Iceland
  • India
  • Ireland
  • Japan
  • Jordan
  • Malta + Gozo
  • Morocco
  • New Zealand
  • Norway
  • Peru
  • Romania
  • Slovakia
  • Slovenia
  • South Africa
  • Sri Lanka
  • Sweden
  • Switzerland
  • Thailand
  • The Netherlands
  • USA
  • Uzbekistan
  • Vietnam
  • New Zealand

Departure month
All

  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Duration
All

714

Activity level
All

714

Accommodation type
All


  • Single centre

  • Twin centre  

  • Hotel-to-hotel

Best for
All

  • Vineyards
  • Gastronomic meals
  • Culture + history
  • Lakes + mountains
  • Unique stays
  • Solo travellers
  • Family friendly
  • City add-ons
  • Winter sun
  • Headwater Navigation App
  • Electric bikes
  • Tandem bikes
  • Dog friendly
  • Positive impact
  • Reach by rail
  • New for 2027
  • Bestsellers
  • Parador hotels
  • Multi-country trips

Update filters