If you want to slow down and really feel a place, Portugal walking tours are the way to do it. This 14-day route takes you from Lisbon’s tiled alleys to the forest trails of Sintra, the vineyard paths of the Douro Valley, and the rugged cliffs of the Alentejo coast. You’ll walk through medieval towns, national parks, and small villages where the rhythm of life hasn’t changed much in decades.
This isn’t about racing through highlights; it’s about connecting with them, one step at a time. Along the way, you'll eat well, meet locals, and experience the kind of grounded detail that makes Portugal trips unforgettable.
| Day | Morning | Afternoon | Evening (Overnight) |
|---|---|---|---|
| 1 | Arrive in Lisbon; walk through Alfama | Explore Bairro Alto or the riverside | Dinner in local tavern.a Overnight Lisbon |
| 2 | Visit Belém; Jerónimos + Tower of Belém | Riverside walk toward Cais do Sodré | Dinner by the river. Overnight Lisbon |
| 3 | Transfer to Sintra; forest walk to Palácio da Pena | Walk to Moorish Castle and Sintra old town | Dinner in Sintra. Overnight Sintra |
| 4 | Hike from Sintra to Azenhas do Mar | Rest by the coast; beach café stop | Transfer/overnight by coast or Sintra. Overnight Sintra/Azenhas |
| 5 | Transfer to Óbidos; walk medieval lanes and ramparts | Ginjinha tasting; explore town walls | Quiet evening in a historic town. Overnight Óbidos |
| 6 | Transfer to Nazaré; cliff walk (Sítio to Praia do Norte) | Explore beach, lighthouse, fish-drying racks | Seafood dinner. Overnight Nazaré |
| 7 | Transfer to Coimbra; explore university district | Walk old town lanes and riverfront gardens | Fado performance. Overnight Coimbra |
| 8 | Transfer to Peneda-Gerês National Park | Short introductory walk to waterfall or viewpoint | Dinner at a rural lodge. Overnight Peneda-Gerês |
| 9 | Full-day guided hike in Peneda-Gerês | Continue trail through villages, forests, peaks | Relaxed evening meal. Overnight Peneda-Gerês |
| 10 | Transfer to Douro Valley; vineyard walk | Wine tasting and lunch at a small quinta | Stay at wine estate. Overnight Douro Valley |
| 11 | Optional riverside walk or short circular trail | Boat ride or second vineyard visit | Dinner with valley views. Overnight Douro Valley |
| 12 | Transfer to Évora; explore Roman temple + cathedral | Chapel of Bones and medieval streets | Alentejo dinner. Overnight Évora |
| 13 | Transfer to Alentejo coast (e.g., Odeceixe) | Hike Rota Vicentina clifftop trail | Seafood dinner by the ocean. Overnight Alentejo Coast |
| 14 | Transfer to Lisbon or Faro airport | Optional light walk if time allows | Departure |
Start your Portugal itinerary with a wander through Lisbon’s oldest quarter. Alfama is all narrow lanes, steep staircases, and tiled corners, perfect for easing into the pace of the trip. You’ll check into a centrally located hotel before setting out on foot to explore the city’s Moorish roots.
Stop at local tascas for snacks and soak in the view from Miradouro de Santa Luzia. It’s a short walk with plenty of detail, an easy first look at a capital that rewards walking.


Take the tram or walk out to Belém, home to the iconic Jerónimos Monastery and the Tower of Belém. The riverside promenade back toward the center is a great flat stretch with cafés, street art, and the chance to try pastéis de nata straight from the source.
Stop at LX Factory for lunch or coffee. This light walking day is ideal for travelers just getting into the rhythm of Portugal walking tours.

Transfer to Sintra in the morning and dive into forested hills that hide colorful palaces and crumbling castles. A short but steep trail through Parque da Pena gets you to Palácio da Pena, a mix of pastel towers and royal oddities.
Continue downhill to the Moorish Castle or wind through town to Quinta da Regaleira. Sintra blends fantasy architecture with rugged natural beauty; it’s one of the best places to visit in Portugal if you like your culture served with hills.

This is where Portugal hiking trips really start to shine. Set off from Sintra on a marked trail that passes through pine forest, farm roads, and small villages before reaching the coast at Azenhas do Mar. It’s a satisfying day hike, about 12km, with rewarding views at the finish.
Azenhas do Mar is a whitewashed clifftop village with crashing waves below and chilled vinho verde above. Rest your feet at a sea-view café before transferring back to Sintra.

Step into the medieval town of Óbidos, where stone walls wrap around crooked cobbled streets and tiled houses. The walk around the full ramparts gives you open views of vineyards and red roofs below.
In town, taste local Ginjinha liqueur in a chocolate cup and explore hidden bookshops and craft stalls. Óbidos is small, but rich in detail, a compact walking destination, and a great stop when planning a trip to Portugal that blends culture and slow travel.

Transfer to Nazaré and take a walk from the upper town of Sítio toward the cliffs of Praia do Norte. This coastline is famous for record-breaking waves, but it also offers a quiet walking route with sea spray and wide Atlantic views.
Visit the lighthouse, walk along the cliffs, then return to town via local streets lined with drying fish racks and hand-painted boats. This is coastal Portugal at its most vivid, no filters needed.

Coimbra is one of Portugal’s oldest cities, and one of its most walkable. Start uphill in the university district, where the Joanina Library and 12th-century cathedral anchor a maze of lanes.
You’ll wind down through sloped streets to the Mondego River, where locals gather in cafés and riverfront parks. The city’s mix of Roman ruins, academic landmarks, and working-class neighborhoods makes it a real highlight on any Portugal walking tour.

Today, you head north into Portugal’s only national park, Peneda-Gerês. The afternoon includes a short guided walk to a waterfall or forest viewpoint near your rural lodge. These aren’t tourist trails but local paths used by shepherds, herders, and hunters.
You’ll hear more bird calls than traffic and see villages where granite walls, not glass windows, still frame the view. This region is a must for Portugal hiking trips with a taste for isolation and wild landscapes.

Put on your boots for a full-day guided hike through one of Portugal’s most remote corners. The route may cross old Roman roads, granite ridgelines, or wildflower meadows, depending on the season.
You'll likely spot Garrano wild horses or even ibex, plus centuries-old shepherd huts tucked into hillsides. It’s a challenging but rewarding day, and one of the most memorable highlights for anyone interested in authentic Portugal hiking trips.

Transfer to the Douro and stretch your legs on a vineyard walk that follows terraced hillsides and country tracks to a small quinta. This is where Portugal walking tours shift into wine mode, less incline, more flavor.
Taste Port where it’s made and enjoy a lazy lunch overlooking the river. It’s not just a scenic stop; it’s a highlight of any well-balanced Portugal wine tour. The walking is light today, but the setting is rich. It’s a good day to slow down and enjoy the view without breaking a sweat.

Today’s pace is yours to set. Walk along the river or follow a short circular route through nearby vineyards or olive groves. If you’re ready to take a break, opt for a boat ride or another winery visit.
Douro towns like Pinhão and Peso da Régua offer just enough to explore without forcing your legs into gear. Portugal travel doesn’t need to be rushed, and this is the day to prove it.

Transfer south to Évora, a compact city where Roman ruins and medieval walls sit side by side. Walk to the Roman Temple, visit the Gothic cathedral, then head underground to the Chapel of Bones.
You can cross most of Évora on foot in under an hour, but it deserves more time. As you explore tiled façades, quiet gardens, and sunlit squares, you’ll see why it’s such a key stop on any well-rounded Portugal walking tours.

End the trip with one last epic walk along Portugal’s wild west coast. The Rota Vicentina trail runs along sea cliffs, linking villages like Odeceixe and Zambujeira do Mar. Today’s route covers 10-12km with vast ocean views, nesting storks, and wind-carved rocks.
This is the Atlantic in its rawest form, and the perfect contrast to the forests, towns, and vineyards you’ve walked through so far.

Transfer to Lisbon or Faro airport, depending on your flight. If time allows, take a final stroll through a coastal village or grab a coffee on a quiet terrace. Two weeks of walking across Portugal leaves you with more than photos; you leave with a rhythm, a route, and a feel for a country that rewards slow discovery.
