Activity holidays in Portugal

Showing 24 out of 337 trips

Seeking a coastal escape that goes beyond a beach break? Look no further than our Portugal activity holidays.

The natural splendour of this diverse destination makes it a dream to explore on foot or by bike. Pace or pedal through lush countryside and along golden sands or climb craggy mountains to spectacular viewpoints. Off the mainland, the mysterious volcanic lakes and basalt beaches of the Azores await, as well as the breathtaking mountain scenery and exotic flora of Madeira.



Portugal's culture is just as rich and diverse as its landscapes, so there's no shortage of extraordinary experiences for you to enjoy. The country's seafaring past is evidenced by port cities alive with colourful cuisine and magnificent Baroque buildings. Elsewhere, awe-inspiring architectural sites highlight how the Romans and Moors shaped the nation's early identity.

Our self-guided Portugal activity holidays give you the freedom to travel at your own pace while our detailed route descriptions, maps and GPS-powered Headwater Navigation app keep you on track. Slowing down gives you the chance to take in the scenery and while away time at a series of secret viewpoints.

We rate most of our Portugal tours at a moderate activity level, but there's also the option of leisurely routes with gentle slopes or more challenging climbs where hikers and bikers are rewarded with spectacular views.

Discover details of our Portugal activity holidays below and start planning your next adventure.

Where can I go on an activity holiday in Portugal?

We have a wide choice of places for you to go on your activity holiday in Portugal, whether you want to walk rural interior paths, stroll lively cities, cycle the coastline or indulge in sea-based sports. The key to finding the right holiday is to decide on your preferred scenery, difficulty and mode of transport. Remember, we're always here to help with recommendations too.

Look at our best destinations for Portugal activity holidays and select your perfect match.

Algarve

Portugal's southern coastal region is a land of contrasts. Wide sandy beaches with modern resorts neighbour fishing villages on small bays, while lush alpine-like meadows await just a little way inland. In between you'll find lively towns with excellent dining options.

You can spend a week walking along the coastline with our The Algarve from West to East tour. Or you can hike down to the region's wild western corner, travelling from the village of Carrapateira and along the Rota Vicentina all the way to Cabo de Sao Vicente, the farthest-flung corner of Europe.

Porto

Porto, Portugal's second-largest city, is an extraordinary place, overflowing with colour and culinary delights. Its historic centre is a UNESCO World Heritage Site and its many cultural and architectural gems overlook the Douro river.

The surrounding countryside ranges from riverside vineyards by the Douro, where port wine is crafted, to coastal lagoons beloved by vibrant birds such as pink flamingos and turquoise kingfishers.

Try our Porto Coastal Cycling tour to uncover the best of this characterful corner of Portugal.

Madeira

Predominantly dry from late spring through summer with mild winters and warm summers, Madeira is an excellent year-round destination for a Portugal activity holiday.

Known as the Floating Garden, this island off the northwest coast of Africa is incredibly lush with diverse flora and exotic animals. The island is best discovered on hikes through the central mountains, although the view of the azure ocean from the coastal cliffs is captivating.

Azores

Nine islands make up the Azores archipelago which enjoys an enviable mid-Atlantic position. Each island has its own character and combination of mesmerising landscapes, ranging from mirror-like mountain lakes, thermal pools and black sand bays to fairytale farms and woodland.

The largest island, São Miguel, has a surreal vibrancy with bright green fields, hot pink flowers and a deep blue ocean. Especially in spring and summer, our Walking the Green Island of the Azores itinerary is sure to leave a lasting impression.

Portugal : Madeira

Walking the Waterways and villages of Madeira

£899


4.0 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Azores

Walking the Green Island of the Azores

£929


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1239

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

£1419

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1889

NEW FOR 2025

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Madeira

Marvels of Madeira Walk

£1219


4.7 (119 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

£1279


4.7 (61 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

£1049


4.8 (86 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

£1449


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Green Coast of Minho

£449


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£679


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Portugal : Madeira

Walk the Garden Island of Madeira

£719


4.7 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Tour the Treasures of Portugal

£1099


4.5 (2 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
twin centre

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1269


4.5 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1289


4.9 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

£1309


5.0 (6 reviews)

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Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Azores

Azores By E-bike

£1369


4.0 (4 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1429


4.5 (16 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walking the Algarve's South West

£1609


4.8 (32 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1729


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : The Azores

Island Hopping in the Azores

£1819


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1745

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Azores

Walking in the Azores

£2299

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

£2399


4.5 (2 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

Frequently asked questions

When is the best time to visit Portugal?

Split by the majestic Serra da Estrela mountains which are a natural divide between the humid Atlantic north and the dry Mediterranean south, Portugal has a relatively warm climate. Mild winters with rain and strong winds are followed by a lush spring, hot summer, and pleasant autumn.

This means that activity holidays in Portugal are possible for much of the year. However, summer may be better suited for beach relaxation than adventure activities, especially along the southern coastline where temperatures hover around 30°C.

The best month to go to Portugal for a walking or cycling holiday is May or September when the landscapes are lush, and the heat is not too extreme. In Madeira, there is a good chance of dry weather and pleasant temperatures from March to October, although spring is the best season for seeing it in all its floral majesty.

What should I wear for my activity holiday in Portugal?

Prioritise comfort when planning what to wear for your activity holiday in Portugal. You should also be prepared for mixed conditions no matter when you're travelling, in case weather is unsettled.

To keep you cool and dry throughout the day, opt for sweat-wicking sportswear in a breathable material. Bring a selection of T-shirts, shorts and longer leggings or trousers for a choice of coverage, and a sun hat and sunglasses to protect your face from harmful UV rays.

You should also carry a shirt or jumper for warmth and wind protection, and a waterproof jacket that you can use in the event of rain.

Sturdy walking boots are suitable but may be too hot in the summer, so look out for walking shoes that are lightweight and breathable for your Portugal activity holiday. If you're cycling, sports trainers with a good grip provide comfort and security.

What should I pack for my activity holiday in Portugal?

For a safe and enjoyable trip, include these must-haves when you pack for your activity holiday in Portugal:

  • Backpack – to carry your daily essentials including your route details, money and phone
  • Refillable water bottle
  • Camera
  • Walking poles – especially if you are tackling steep slopes and uneven terrain
  • First-aid kit – including insect repellent, sting relief cream, blister plasters, bandages, tweezers, antiseptic wipes and suncream

Why choose Portugal activity holidays with Headwater?

With nearly 40 years' experience curating walking and cycling trips, you can be confident in our Portugal activity holidays. We are committed to providing each Headwater traveller with great service and an amazing experience. Here's how you know we're a company you can trust:

  • Customer satisfaction: Check out our 5-star Feefo ratings from reviews given by our happy customers.
  • Expert knowledge: We have an intimate knowledge of destinations around the world thanks to our local experts in every location. They keep us up to speed with the best trails and things to do, so you can have an unmatched activity holiday.
  • Industry recognised: The British Travel Awards has consistently acclaimed us in categories such as Best Travel Company to Central Europe.
  • Trip protection: All our holidays are ABTA- and ATOL-protected so you can book with confidence.
  • Commitment to sustainability: We are always looking for ways to minimise the environmental impact of our holidays. Take a look at our People, Places & Planet plan that underpins our operations and our journey to becoming Nature Positive.

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