A Two Week Work and Pleasure Trip to Lisbon and Ericeira

DESTINATION

Portugal

ADVENTURE SCORE

3/5

CURATED BY

Silverado Journeys

Portugal has long been a favorite for travelers seeking sun and culture, but it has recently evolved into the ultimate destination for those looking to blend productivity with relaxation. Our recent two-week journey took us through the historic hills of Lisbon and the rugged, surf-pummeled coastline of Ericeira. It was a trip designed to balance the demands of the digital workspace with the soul-restoring pleasures of the Atlantic breeze, offering a perfect blueprint for anyone looking to work remotely while soaking in the best of Southern Europe.

Exploring Lisbon: Iconic Sights and Luxury Hotel Picks

Lisbon is a city that demands to be explored on foot, despite its legendary seven hills. We spent our mornings wandering through the narrow, azulejo-clad alleys of Alfama and our afternoons marveling at the Manueline architecture of the Jerónimos Monastery in Belém. A ride on the iconic yellow Tram 28 provided the quintessential Lisbon experience, while the views from the Castelo de São Jorge offered a panoramic perspective of the city’s terracotta rooftops stretching down to the Tagus River. The blend of historic grit and modern vibrancy makes every street corner feel like a discovery.

For those seeking high-end accommodations that mirror the city’s sophisticated charm, Lisbon offers several standout options. The Bairro Alto Hotel is a classic, blending bohemian elegance with a world-class rooftop terrace that overlooks the river. For a more contemporary feel, The Lumiares Hotel and Spa in the heart of the Bairro Alto district provides spacious suites that feel like luxury apartments, perfect for those needing a bit more room to work. Alternatively, the Palacio Ludovice Wine Experience Hotel captures the essence of 18th-century palatial living, offering a refined atmosphere that makes it hard to leave for your morning meetings.

Balancing work and pleasure in Lisbon felt surprisingly seamless. The city is teeming with chic cafes and quiet corners perfect for answering emails before heading out for a late lunch of pastéis de nata. We found that the vibrant energy of the Chiado district provided the right amount of inspiration for our creative tasks, while the proximity to the waterfront allowed for refreshing midday walks. Whether you are working from a sun-drenched balcony or a boutique hotel lobby, the city’s rhythm encourages a productive yet relaxed pace that defines the modern “workcation.”

Coastal Ericeira: Surfing, Cycling, and Local Seafood

Just an hour north of the capital lies Ericeira, a charming fishing village that has become a global mecca for surfers and outdoor enthusiasts. Staying here offers a more intimate experience than the city, with boutique stays like Ericeira Soul Guesthouse providing a cozy, personalized touch right in the town center. For those wanting a modern, apartment-style stay with stunning ocean views, “You and the Sea” is an exceptional choice that caters well to families and digital nomads alike. Meanwhile, Reserva FLH Hotels Ericeira offers a sleek, minimalist aesthetic overlooking the rugged cliffs, making it a serene base for both work and rest.

The coastline here is a playground for the active traveler, offering much more than just a place to sunbathe. As Europe’s only World Surfing Reserve, the waves at Ribeira d’Ilhas are world-class, but even beginners can find gentle breaks and excellent schools at Foz do Lizandro. Beyond the water, the coastal trails are perfect for hiking and cycling. We spent several afternoons renting bikes and pedaling along the dedicated coastal paths, where the salty spray of the Atlantic and the dramatic limestone cliffs provided a backdrop that no office cubicle could ever match.

No trip to Ericeira is complete without diving into its legendary seafood scene, and our favorite find was undoubtedly Canasta. This local gem operates on an old-school, “cash only” basis and offers a truly authentic experience where you are invited to pick out your fresh catch of the day from a refrigerated display as you are seated. Grilled to perfection with nothing more than a drizzle of olive oil and served alongside local wine, it was the kind of meal that defines the Portuguese lifestyle—unpretentious, incredibly fresh, and deeply satisfying. It served as the perfect reward after a long day of surfing and remote meetings.

Leaving Portugal after two weeks felt like waking up from a dream that perfectly balanced the hustle of modern life with the timeless beauty of the Atlantic coast. From the refined luxury of Lisbon’s historic palaces to the windswept cliffs and fresh fish of Ericeira, this trip proved that you don’t have to choose between a productive work week and a restorative vacation. Portugal remains a destination that rewards the curious and the hungry, leaving us already planning our return to its sun-soaked shores.