Mountain landscape with green vegetation, rocky peaks, and clouds covering valleys under a clear blue sky. Stone steps lead through the scene—perfect for those looking to compare Portugal trips focused on natural beauty and scenic hikes.
BROWSE PORTUGAL TRIPS

Portugal

Which Portugal Trip Should I Choose?

From hiking volcanic Atlantic isles to cruising the Douro Valley—compare our Portugal hiking trips!

Our Portugal itineraries are love letters to this region that’s best explored on foot. WT offers four guided hiking tours in Portugal that have you exploring otherworldly landscapes, off-the-beaten-path highlights, and Portuguese culture. Some journeys are more trekking-centered, others more food-focused, and all bring you to different regions of this Atlantic country. Read on for more details about each Portugal journey to determine which trip is right for you.

Explore mainland Portugal on foot

Hiker’s Journey to Portugal

For a deep dive into the country’s mainland, specifically its diverse north, join us on our Hiker’s Journey to Portugal trip. This sweeping adventure traces the craggy Serra da Estrela mountains, Douro wine country, the fragrant forests of Peneda-Gerês National Park, and the ancient Camino Portugués pilgrim trail. Along the way, sample hyperlocal highlights, from meeting a vintner and tasting their delicious port wines to embarking on one of the most beautiful train rides in the world.

Trek a subtropical volcanic island

Hiking the Isle of Madeira

For dramatic landscapes, hiking adventures, and vibrant culture, join us on this hiking journey to Madeira, set off the coast of West Africa. We walk ancient “levada” irrigation canals through green valleys, lush mountains, and UNESCO-protected laurissilva forests, hike to crater lakes, and take cobbled paths to red-roofed villages, tasting Madeira’s famous fortified wines and seafood along the way.

Hike the “Hawaii of Europe”

Hiking in the Azores

For raw beauty, island-hopping, and a feeling of discovery, head out on our Azores hiking trip. You’ll explore four of the archipelago’s nine islands, hiking, eating, drinking, and whale watching along the way. You’ll discover what makes the Azores such a one-of-a-kind destination—including vineyards, tea plantations, hot springs, and rustic villages.

Adventure in both Portugal & Spain

Spain to Portugal Private Journey

Explore both Portugal and Spain with this private guided tour through the Iberian Peninsula—you pick your dates and your group of travelers. Starting in Basque country, you’ll walk sections of El Camino de Santiago, the famed pilgrim trail, visiting picturesque hilltop villages along the way. You’ll hike lakeside through national parks, explore the vineyards of the Douro River Valley, and finish in Porto.

Hiker’s Journey to Portugal

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Discover Portugal’s exquisite landscapes and rich cultural heritage on this hiking adventure through pilgrim routes and castle towns.

Trip Length

10 Days

Trip Level

Level 3+

Cost

From $6,595

Highlights

  • Hike on the Camino Portugués, the famed medieval pilgrim trail to Santiago de Compostela
  • Meet a Douro Valley vintner, ride the Linha do Douro (Portugal’s historic river-hugging train), visit medieval Guimarães, discover castle-topped towns
  • Taste delicious port wines and vinhos verdes
  • Enjoy unique lodgings that reflect the character and heritage of the region

Lodging

9 nights charming accommodations

Meals

All meals included except 1 dinner

Departures

Apr 14-23, 2026

Apr 28, 2026 – May 7, 2026

May 12-21, 2026

May 26, 2026 – Jun 4, 2026

Sep 30, 2026 – Oct 9, 2026

Oct 6-15, 2026

Oct 13-22, 2026

Sep 8-17, 2026

Apr 14-23, 2027

Apr 21-30, 2027

Apr 28, 2027 – May 7, 2027

May 12-21, 2027

May 19-28, 2027

Sep 8-17, 2027

Sep 15-24, 2027

Oct 6-15, 2027

Oct 13-22, 2027

Hiking the Isle of Madeira

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Hike Madeira's unique “levada” trails through lush landscapes and below volcanic peaks, with cultural explorations, wine tasting, and whale watching.

Trip Length

8 Days

Trip Level

Level 3+

Cost

From $5,895

Highlights

  • Hike Madeira's unique levada trails through subtropical forests
  • Savor fresh seafood, explore red-roofed villages, hear evocative fado music
  • Go dolphin and whale watching by private boat
  • Explore impossibly picturesque Funchal, with its colorful homes
  • Enjoy delightful hotels, including elegant Reid's Palace, the Grand Dame of Funchal

Lodging

7 nights hotels

Meals

All meals included except 1 lunch and 2 dinners

Departures

Apr 4-11, 2026

Sep 19-26, 2026

Hiking in the Azores

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Hike the Azores Islands, with its rich cultural heritage, volcanic landscape, and ancient villages.

Activities

Hiking / Trekking

Trip Length

10 Days

Trip Level

Level 3

Cost

From $8,695

Highlights

  • Hike and explore four lush volcanic islands, each with a unique culture and landscape
  • Taste Pico Island's red and white wines from age-old vineyards
  • Savor catch-of-the-day fish and unique local cheeses on each island
  • Go whale-watching in one of the world's largest whale sanctuaries
  • Stay in unique accomodations ranging from a converted 16th century fort to the Art Deco grandeur of Terra Nostra Garden Hotel

Lodging

9 nights hotels

Meals

All meals included except 1 dinner

Departures

Apr 27, 2026 – May 6, 2026

May 10-19, 2026

Aug 23, 2026 – Sep 1, 2026

Sep 4-13, 2026

Apr 24, 2027 – May 3, 2027

May 9-18, 2027

May 27, 2027 – Jun 5, 2027

Aug 28, 2027 – Sep 6, 2027

Sep 18-27, 2027

Spain to Portugal Private Journey

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Hike legendary El Camino pilgrim trails in Castile and Portugal’s Douro Valley vineyards, enjoy cultural adventures from Bilbao to Porto with your private guide.

Trip Length

11 Days

Trip Level

Level 2/3

Cost

From $9,295

Highlights

  • Walk some of the best sections of the legendary El Camino de Santiago from Burgos to León
  • Explore nature trails in Spain's Lake Sanabria Natural Park and Portugal's Parque Nacional da Peneda-Gerês
  • Hike high above the famed vineyards of the Douro River Valley, one of Europe's oldest wine regions
  • Discover the engaging cities of Burgos, León, and Braga, visit the wine cellars of Porto
  • Go tapas-tasting at local tavernas, sample Spain and Portugal's regional cuisines

Lodging

9 nights hotels and paradors

Meals

All meals per the itinerary

Departures

Best months to go: April to October

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Talk to an Expert

Our Europe Specialists know every detail about our Portugal Tours. They will be happy to answer any questions and help you choose the journey that’s right for you. Contact us to learn more or book your trip today!