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.

Portugal

Compare Our Trips in Portugal

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 IN DEPTH

Hiker’s Journey to Portugal

This sweeping adventure traces the craggy, ice-carved Serra da Estrela mountains, UNESCO World Heritage Douro wine country, the quiet forests of Peneda-Gerês National Park, and the ancient Camino Portugués pilgrim trail for a deep dive into mainland Portugal’s diverse landscapes. Meet a vintner over port wine tastings, ride one of the world’s most scenic trains along the Douro, and lunch with a Portuguese Count. Medieval castle towns, Palaeolithic rock art, traditional weaving factories, and live fado make this the most culturally layered hiking trip in our Portugal collection.

HIKE ANCIENT LEVADA TRAILS ON A LUSH SUBTROPICAL ISLAND

Hiking the Isle of Madeira

Set far off the coast of Northwest Africa, Madeira offers striking landscapes, hiking adventures, and vibrant culture in equal measure. We walk ancient levada irrigation canals through green valleys, jagged mountains, and UNESCO-protected laurissilva forests, and hike along dramatic coastlines, with a stop at Cabo Girão—at nearly 1,900 feet, among the highest sea cliffs in the world. Taste Madeira’s famous fortified wines and fresh seafood, ride the iconic wicker toboggan, swim in natural lava rock pools, and search for whales and dolphins offshore. Ideal for photographers and travelers seeking depth over breadth, with exceptional hotels including the legendary Reid’s Palace.

ISLAND-HOP ACROSS FOUR VOLCANIC ISLANDS

Hiking in the Azores

For raw beauty and true adventure, join us across four of the Azores’ nine islands—hiking crater lake rims, exploring Europe’s newest volcanic landscapes, and experiencing dramatic coastal fajãs. Savor fresh seafood, taste Pico’s celebrated wines, share a cozida dinner cooked underground, and go whale watching in one of the world’s great sanctuaries. UNESCO World Heritage vineyards, working tea plantations, and hot springs round out the experience. Best for adventure travelers who welcome the flexibility that raw Atlantic weather and ferry schedules require.

A PRIVATE PILGRIMAGE THROUGH THE IBERIAN PENINSULA

Spain to Portugal Private Journey

The only trip in our Portugal collection spanning two countries—and the only private journey—this is our most food-, wine-, and history-focused itinerary, with a Michelin-starred dinner in Bilbao and a wine tasting lunch at a Douro quinta. At Level 2-3, it’s also the most accessible and most customizable: choose your own dates, your own group, and tailor the activities. Ideal for history and architecture lovers who want exceptional meals at a more relaxed pace.

Hiker’s Journey to Portugal

View Trip Details

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

Activities

Hiking / Trekking Cultural

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

Sep 30, 2026 – Oct 9, 2026

Oct 6-15, 2026

Oct 13-22, 2026

Apr 28, 2027 – May 7, 2027

May 12-21, 2027

Oct 6-15, 2027

May 26, 2027 – Jun 4, 2027