Adventurous Portugal Coastal Hiking Tour

Hiking Cape Roca on the coast in Sintra, Portugal

What to expect on this itinerary

Portugal’s southwestern coastline provides an expedition for the soul with a journey through wilderness and white villages with castles and the charms of tradition alongside. Spend nearly a week along the rugged and utterly unspoiled route, traversing the cliffs and moving across the vineyards to the grand destinations of the past. This region comes with the aura of tradition that extends to decadent local cuisine and cultural insight. Trek at your own pace and indulge all your senses on an unforgettable vacation adventure.

Countries Visited

Portugal

Places Visited

Lisbon, Sintra, Cascais, Vila Nova de Milafontes, Cabo Sardao, Salema, Sagres, Albufeira

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

Lisbon – Discover the Capital and Uncover Culture

Lisbon is a great warm-up for your legs, a city built on seven hills along the Tagus River. Sidewalks are polished smooth by three centuries of footsteps, and yellow tramcars roll past tiled buildings as narrow alleys open out onto plazas and views above the city. Lisbon is a city where everything is connected, yet every few minutes of walking can bring you to an entirely different neighborhood. This morning you will be collected from the airport for an overnight stay at a small boutique hotel, neatly situated for exploring both the riverside and the most iconic of neighborhoods. Meet your guide for lunch and discuss what will happen over the next week as related to the weather and your surroundings, and take time to clarify anything you may be unsure about so that you can be properly prepared for your adventure.

Throughout the afternoon, you can wander slowly between the colorful parts of Lisbon. Grand 18th-century architecture provides the backdrop in Baixa, the centerpiece of the city’s redevelopment after an earthquake in 1755. Graffiti and blue tiles are just two ways the buildings are painted in Alfama, while in Bairro Alto, the steep pedestrian streets lead you to vintage stores with youthful vibes. Ascend to St. George’s Castle high above the city, and then descend to the riverside promenade where there are various cafes and restaurants to complete your walking tour. This day will be very relaxed, and there are various options for customization as you may want to rest your legs entirely and travel on the famous number 28 tram instead.

What's Included:

Transfer
Accommodation
Tour
Lunch
Day 2

Sintra – Hike Through the World Heritage Beauty of Ancient Portugal

Day 3

Cascais – The Dramatic Coastline on the Westernmost Edge of Continental Europe

Day 4

Vila Nova de Milfontes – The Beauty of Rural Portugal

Day 5

Cabo Sardao – Southern Europe’s Wildest Stretch of Coast

Day 6

Salema – Strolling Soft Sands and Exploring the Force of Nature

Day 7

Sagres – Across the Cliffs to the Southwestern Tip of Europe

Day 8

Albufeira – Free Day to Rest on the Algarve Coast

Day 9

Faro – Departure

Trip Highlights

  • Spend time in the capital city Lisbon to discover and explore each of the different neighborhoods
  • Hike through the breathtaking UNESCO World Heritage landscape of Sintra-Cascais through the forests to ancient palaces as you cross mountains to sand dunes and cliffs that overlook the Atlantic Ocean
  • Traverse a dramatic coastal trail to the westernmost point of continental Europe, with Cabo da Roca just one of many fabulous viewpoints on the six-day hiking trail
  • Wander through the unspoiled beauty of Alentejo and stop for wine tasting in an early 19th-century vineyard and then walk past the windmills to the whitewashed villages and castles
  • Walk along one of Europe’s wildest coastal trails as you take Rota Vicentina across the cliffs to the completely untouched beaches and villages
  • Follow the golden sand beaches to the southwestern tip of Europe, where a lighthouse and fortress mark the end of your hike in Sagres
  • Determine your own pace as each day can bring either opportunity for hiking, for you can incorporate travel by car
  • Connect with culture and tradition throughout your tour as you pass through and enjoy staying over in villages that see few other tourists

Detailed Description

Wild and remote, the sun-drenched Atlantic coastline of Portugal is one of Europe’s best-kept secrets. Traditional white fishing villages hide beneath the cliffs, palaces emerge above forested hills, lush vineyards are buffeted by the salty ocean breeze, and it is rare that the beaches ever have any footprints at all. The Portuguese coastline is full of tradition, lightly populated by fishing communities for over a thousand years, but never developed like the rest of Europe’s coast making it the perfect setting for a hiking expedition. Listen to the waves as you walk over jumbled rocks, wander out to the very edge of a continent, stroll through welcoming villages, and dip your feet into soft golden sands. The coastline here has few roads, and large parts of it are disconnected from the rest of Portugal so it is only on foot that you can truly explore and uncover a wild landscape as well as a welcoming culture.

Your adventurous hiking expedition begins with a day exploring Lisbon, and then concludes with a free day on a remote beach near Albufeira. The days between bring you on a quintessential adventure as you will hike some of Europe’s finest trails. To hike the entire trail from Lisbon to Sagres would take a few weeks, so this luxury tour handpicks the best sections to give you the full flavor of both the scenic and the cultural diversity. Walk at your own pace, around four to eight miles each day, and mostly in the cooler morning hours. Sections in between each hiking destination are connected by road transfer, and on most days, there will be an optional afternoon hike as well, or you can spend time at a relaxed pace to wander around the many villages.

Spend your first few days of the walk in the UNESCO World Heritage coast and mountain landscape around Sintra. Here you will hike to millennia-old castles, royal palaces, pristine forests, and seaside villages that are as if from a dream. Spend a night in Sintra, and then one in Cascais to hike to the westernmost point of continental Europe in between. The next day of the walk is a celebration of rural Portugal as you traverse the breathtaking landscapes of the Alentejo region. Sample wine in the early 19th-century cellars, follow the windmills towards the coast and then dine on the culinary tradition in a whitewashed village.

The legendary Rota Vicentina is a coastal hiking trail used by fishermen to reach the ultimate fishing spots on Portugal’s wildest stretch of coast. Follow it for a couple of days to cross the cliffs and connect the old villages with an immersion in what is arguably Southern Europe’s most untouched landscape. The final stretch will take you between the lovely beaches, across cliff tops, and to the southwestern tip of the continent, where a lighthouse and fort mark the end of your journey. The beach near Albufeira makes an idyllic little place to rest your legs and reflect on the expedition, while still being surrounded by the whitewashed charms of an old village. Portugal is a region unlike any other; learn more by seeing how our partner Portugal travel companies can personalize the experience for you.

Starting Price

$2,400 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 618 reviews

Spain, Portugal Luxury Travel Review: Wine and Food Tastings, Cooking Class, Flamenco, City Tours, 12 Nights
"It was an absolutely amazing and unforgettable trip. Our travel company made all the dreams come true, and in only a handful of messages and phone calls."

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Luxury Portugal Travel Review: Porto, Lisbon, Duoro Valley, Sintra, Cascais, Farm Visit, Chef Experience, Local Markets

We had a terrific trip to Portugal visiting Porto, Lisbon, and the surrounding areas. This travel company specializes in Portugal and was very responsive to both our budget parameters as well as to our unique interests in food, art, and culture. 

Everything from the lodgings to the tours to the guides and drivers was extremely professional. We stayed in the cities and did day trips in Porto to the Douro valley and in Lisbon to Sintra, Cascais, and to an organic farm on the outskirts of the city. Each outing was well planned making optimal use of our time. We didn't need to think about ground transportation or timing and our travel planner even allowed for sufficient free time so that we could explore the cities on our own.

Our visit was slightly complicated by requirements for EU proof of vaccination (as opposed to CDC vaccination documentation). However, nothing was insurmountable and our travel planner facilitated testing appointments for our return to the USA (72 hours in advance was required).

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Review: Tour of Portugal, Lisbon, Porto, Algarve, Sintra, Cascais, Cabo, da Roca, Douoro Valley

In general, the trip was well planned. The transportation was excellent, the hotels were very good.Unfortunately the weather was less than ideal- lots of rain and wind- and all of our 3 scheduled  boat trips  had to be cancelled which was VERY disappointing. Instead of refunding money to us for the cancelled boat trips, our agent offered to pay for our last night's dinner in Portugal however the following morning there was a problem with the hotel and the charge appeared on our bill. We got that straightened out after some bit of haggling.

We had a very nice guide who took us from Porto to Lisbon, showed us Lisbon and then took us to Algarve. An excursion to Sintra, Cabo da Roca, and Cascais was less desirabe because we had two Russian women with us who did not listen to the guide and failed to show up at the time we were all supposed to meet for lunch. They also were not good company- enough said about that. 

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Luxury Portugal Trip Review: Porto, Lisbon, Cascais, Douro Valley, Winery Tour, Fado Dinner, Medieval Towns
Very helpful in setting up tours of Porto, Lisbon and surrounding medieval towns (that we requested) as well as Cascais. Filomena and George were easy to talk to and very accommodating in helping us to set up our vacation which turned out first rate!

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Portugal Mother-Daughter Trip Review: Lagos, Lisbon, Benagil Caves, Ponta da Piedade, Jeronimos Monastery, Sintra, Cascais
This weeklong mother/daughter trip to Lagos and Lisbon was amazing. We shared a trip of a lifetime together and enjoyed a variety of activities. We felt special staying in an ocean view room with a walkout porch overlooking the ocean at our hotel in Lagos. Everything about this boutique hotel was gorgeous. The food was phenomenal - our best in Portugal! A beautiful nearby beach was only a 10 minute walk away where we were able to enjoy nature and afterward sit and have a smoothie. Lagos was an easy taxi ride and we visited/shopped/ate there in between excursions. One day we took a private boat tour to the Benagil Caves that was breathtaking. The guide and driver made us feel safe and was very informative. Our favorite tour was kayaking to Ponta da Piedade which was closer to our hotel. Our guide made this trip our top experience with his protective nature, witty personality, and strong love of his country, explaining the history of the caves and his culture. We also booked a half day jeep tour of the coast on our own through the hotel and enjoyed seeing the surfing areas, lighthouse and many beaches. In Lisbon we stayed in a great walking location hotel, which was beautiful and well appointed. Our travel agency booked us personal walking tours which provided much city information in our short two day stay there. The Jeronimos Monastery was lovely, and we enjoyed eating Belem pastries "next door" afterward. We also walked to the Monument to the Discoveries and Belem Tower. Another day we drove to Sintra and toured Pena Palace. We ate a delicious seafood lunch at a seaside restaurant in Cascais. One evening we took a sunset cruise on a beautiful 32 foot sailboat and saw Lisbon from the water -- beautiful scenery with welcoming staff. Our travel agency was quick to assist us when we had questions, or problems. It was obvious they wanted us to enjoy Portugal as much as they did. We felt safe in their hands.  

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Portugal Trip Review: Lisbon, Porto, Obidos, Braga, Sintra, Belem, 11-Night Tour

We had a wonderful 11 nt. trip to Portugal 9/21-10/3, 2023. It was far hotter (95-98) than we thought it would be, but we were okay. First off the hotels our travel agent selected were perfect.

Here are the highs and lows of the trip.

The tasting at Sandeman in Porto was wonderful.

The 9/23 tour of Porto was very good… our guide was very knowledgeable and the driver was excellent. I would skip the Lello's Bookstore---very touristy, crowded, and hot. The Bolsa Palace was fascinating.

There was a mixup or screw-up about our trip to the Douro Valley. Our boat cruise scheduled for 11 AM was canceled 2 weeks before arrival and rescheduled for 5 PM that day. And we couldn't go to the second Quinta. Very disappointing. Our driver on 9/24 was excellent. Lunch at Terracu's at Quinta Nova was okay... a beautiful location. Starters and desserts and wines were very good. The main entrees (cod and lamb shank) were so salty as to be inedible. And the accompanying veggies were served cold. The wait staff felt badly and offered a glass of port at the meal's end as an apology. The wait staff were very nice. I expected better entrees. To kill time until our 5 PM boat trip, we had a wine tasting at Quinta Nova---the identical wines we had just consumed at lunch. Originally our agent had suggested we spend 2-3 hours in Pinhao, but I pushed back on that as all the reviews of Pinhao describe it as "scruffy" and not a lot to do. And the reviews were correct--there is nothing to do there. Luckily we did the wine tasting instead. Our river cruise was very nice---the crew was so friendly and we were the only folks on board.

The 9/25 secret walking tour of Porto was a disaster. The guide was nice but uninteresting sights and the tour included so many steps with no railings that it was very difficult for my husband. We bailed after 1 hour and had a lovely lunch along the river. I would not recommend this tour to anyone.

The tour to Braga was lovely. The guide and driver were good and the tibia pastries are not to be missed. The Cathedral of Braga was magnificent.

9/27 trip from Porto to Lisbon---good driver. First stop, Coimbra---he left us at the university square on our own. We saw the library and students in their capes---I would not do this again...

Next stop Obidos– which we loved, a quaint walled city with shops and restaurants and the local ginja.

9/28 food and wine tour. Hmmm… Our young guide walked us for 2+ hours in 95-degree heat never asking if we wanted water or a rest. The description of the tour is nothing like what we got. We met no locals, we had no petiscos, no codfish cake, no verde vinho, no cheeses. We finally stopped at a wine bar and had a tasting with a charcuterie plate and olive oils. The staff was very knowledgeable about wines but we got the impression that our guide was bored and not engaged with us. We finally told him we were fine and he could leave us.

The trip to Belem was lovely. Our guide was a last-minute replacement for our original guide and I'm not sure he was informed of what we were to see. Contrary to what our agent told us, there were cut-the-line tickets for the Monasterio and our guide got us in. We loved the Monasterio (sadly the church was closed) and also went to see Belem Tower and the Monument to Discovery, wonderful. We never saw the Coaches Museum nor the Maritime Museum which is on the itinerary. Nor did we get to taste the famous Pasteis de Belem pastries.

The trip to Sintra and Cascais was a disaster. Our young guide was nice but not assertive. It was very hot, very crowded, you wait 30 min for the bus to Pena Palace, another 45 min wait to get into the Palace, and then at least a 15 min wait to go from room to room. We bailed after 2 hours--nice view but that's all. He suggested we skip downtown Sintra to make it to Cascais, but I was disappointed. He took us to a nice seafood restaurant for lunch on the water. That took 1.5 hours. The food was delicious but I would have preferred to lunch in downtown Cascais. We had no time to walk around Cascais. So disappointed. We never saw Cabo da Roca.

10/1 The Tuk Tuk tour was a highlight! Our driver was knowledgeable and what was supposed to be a 1 hour tour turned into a 2 hour tour. We loved it and him.

Just so you know, the Lisbon airport on our arrival was confusing and we had to walk long distances to retrieve our international flight luggage, then walk to the intraPortugal flight area with our luggage, check-in, put our luggage in, wait in security and get to our gate. Luckily there were folks there to help with directions.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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