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Guided walking in Portugal

Our walking holidays in Portugal are ideal for those wanting to explore this beautiful country by foot. From golden sandy beaches to atmospheric towns, there is something to suit every holidaymaker.

All our guided walks in Portugal have been carefully crafted to ensure you experience the true character of this magical country. Your trip will be led by a locally based, English speaking expert who will be happy to share their knowledge with you - so make sure to ask lots of questions! Plus, you will enjoy your tour with a small group of like-minded travellers, giving you the opportunity to socialise along the way.

Guided walking holidays in Portugal are hugely popular thanks to the sheer variety of things to enjoy here. Those who love delicious, regional wine will fall in love with the Douro valley. After all, this region is one of the biggest producers of wine in the country; renowned for its rich port wines. The food is magnificent too - you can enjoy fresh fish, seafood, cured meats and of course, famous Portuguese custard tarts.

But it's not just delicious cuisine that can be enjoyed during our guided walking holidays in Portugal. The scenery is simply breathtaking. Enjoy the UNESCO World Heritage site of Porto, admiring the striking architecture as you meander through quaint cobbled streets. Make sure your camera is ready to go as there's plenty of photo opportunities here, particularly down by the river.

Or why not head into the countryside to explore luscious valleys, rivers and waterfalls? Many of our guided walks in Portugal head through vineyards and olive groves where you will be able to sample some of the regional wines.

Book your guided walking in Portugal with ease at Headwater

We have plenty of guided walking tours in Portugal for 2019 and 2020 available, so you're sure to find a time and a date that's suitable. When you book with us, you can opt for the tour only or include flights in your package - it's up to you! Each tour has accommodation and breakfast included, as well as transport and activities. You will also have some evening meals and wine tasting sessions included so you can sit back and relax after a busy day of exploring!

Click on the appropriate 'View Holiday' button for full holiday details and take a look at our activities section for further information about how our guided walking holidays in Portugal work. Ready to book? Get in touch with us today.

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Portugal: Walking and Wine
Portugal: Mainland Portugal

Portugal: Walking and Wine

This 7-night guided walking holiday combines plentiful wine-tastings with relaxed walks through valleys and terraced vineyards, and alongside gushing rivers.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Excellent for
  • From £1399per person, tour only
  • All breakfasts, 2 dinners and 3 wine tastings
  • All accommodation
  • All transport and listed activities
  • Flights from London (if booking incl. flights)
  • Transfers for group flights
Walking in the Azores
Portugal: The Azores

Walking in the Azores

Guided trekking on Europe's undiscovered volcanic archipelago. Be it pocked with steep craters, a haven for wildlife or a place of historic interest, each of the nine islands is quite unique and ideally explored on foot. We visit the very best that four of these islands have to offer, walking through UNESCO vineyards, lava plateaux (or 'fajas') and sunken volcanoes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration7 nights, twin centre
  • Excellent for
  • From £1549per person, tour only

  • 9 Reviews
  • All breakfasts and 5 lunches
  • All accommodation 
  • All transport (incl. internal flights) and listed activities
  • Internal flights (for all bookings, land only and flight inclusive)
  • Arrival & departure transfers for group flights

    Guided Walking Holidays in Portugal

    Overall customer rating, based on 9 reviews