Portugal's Best Cities and Islands

Curtis Duggan
/ 14 min read

Portugal's Best Cities and Islands
Photo by Karim Sakhibgareev / Unsplash

Lisbon: Tiled Splendor on the Tagus River

Perched atop seven hills overlooking the mighty Tagus River, Lisbon is a city that captivates visitors with its unique blend of old-world charm and modern flair. From the iconic tiled façades that adorn its buildings to the winding cobblestone streets that lead to hidden gems, Lisbon is a true embodiment of Portuguese culture and history.

Exploring the Alfama District

No visit to Lisbon is complete without exploring the Alfama District, the oldest and most picturesque neighborhood in the city. Wander through the narrow alleyways, where you'll find traditional tascas (small taverns) serving up delectable petiscos (Portuguese tapas) and ginjinha (sour cherry liqueur). The district's maze-like streets are adorned with vibrant tiles and wrought-iron balconies, offering a glimpse into Lisbon's Moorish and Baroque influences.

Iconic Landmarks and Sights

Lisbon boasts a wealth of iconic landmarks and sights that are sure to leave a lasting impression. Coworking in Lisbon will allow you to experience the city's rich culture at your own pace. Here are a few must-see attractions:

  • Belém Tower: A UNESCO World Heritage Site and one of Lisbon's most recognizable landmarks, this 16th-century fortified tower stands guard at the mouth of the Tagus River.
  • Jerónimos Monastery: A magnificent example of Manueline architecture, this historic monastery is a testament to Portugal's golden age of exploration.
  • São Jorge Castle: Perched atop one of Lisbon's highest hills, this Moorish castle offers panoramic views of the city and the Tagus River.
  • Tram 28: Hop on this iconic yellow tram and experience a journey through Lisbon's winding streets, historic neighborhoods, and scenic viewpoints.

Culinary Delights and Nightlife

Lisbon's culinary scene is a delightful fusion of traditional Portuguese flavors and contemporary gastronomy. From the iconic pastéis de nata (custard tarts) to the fresh seafood caught daily from the Atlantic, Lisbon's restaurants offer a tantalizing array of dishes to savor. After sunset, the city comes alive with a vibrant nightlife scene, where you can sip cocktails at rooftop bars or dance the night away at lively clubs.

Key Takeaway: Lisbon is a captivating city that seamlessly blends its rich heritage with modern sophistication. From the iconic tiled façades to the vibrant culinary scene and lively nightlife, this charming city on the Tagus River offers a truly unforgettable experience.

Insider Tip: Day Trips from Lisbon

While Lisbon itself is a treasure trove of experiences, the surrounding regions offer a wealth of opportunities for day trips. Sintra, a UNESCO World Heritage Site, is a must-visit destination known for its fairytale-like palaces and lush gardens. Vila Nova de Gaia, located across the Douro River from Porto, is famous for its Port wine cellars and offers guided tours and tastings. Alternatively, you can explore the charming coastal towns of Cascais and Madeira, renowned for their stunning beaches and picturesque landscapes.

Porto: Vintage Charm and Port Wine Traditions

Nestled along the winding banks of the Douro River, Porto is a city that effortlessly blends ancient heritage with modern flair. From its iconic azulejo-tiled churches and winding cobblestone streets to the bustling ribeira district and vibrant nightlife, Porto captivates visitors with its unique charm and rich cultural tapestry.

The Heart of Port Wine

No visit to Porto would be complete without immersing yourself in the city's most celebrated tradition – the production and appreciation of Port wine. The Douro Valley, a UNESCO World Heritage Site, is home to some of the world's most renowned Port wine estates, where visitors can embark on wine tours and tastings, witnessing the intricate process of crafting this iconic fortified wine.

One of the most iconic experiences in Porto is a visit to the Port wine cellars across the river in Vila Nova de Gaia. Here, you can explore the coworking spaces while indulging in guided tours and tastings that unveil the secrets behind the perfect Port blend.

Architectural Marvels and Historic Charm

Porto's historic center, a UNESCO World Heritage Site, is a labyrinth of narrow streets and picturesque plazas adorned with stunning examples of Baroque and Neoclassical architecture. The iconic Livraria Lello, considered one of the world's most beautiful bookstores, is a must-visit for its stunning interior and intricate wood carvings.

The city's iconic Ribeira District is a vibrant hub of activity, where colorful houses line the riverbanks, and lively cafés and restaurants spill out onto the cobblestone streets. Here, you can indulge in the city's famous francesinha sandwich, a decadent concoction of bread, sausage, steak, and a rich beer sauce.

  • According to Remotely Serious, Porto is a must-visit destination for digital nomads and remote workers seeking a blend of history, culture, and modern amenities.
  • The city boasts a thriving coworking scene, with numerous spaces catering to the needs of remote professionals.

A Gateway to Adventure

While Porto is a captivating destination in its own right, it also serves as a gateway to the stunning Douro Valley and the rugged Atlantic coastline. From here, visitors can embark on digital nomad adventures, exploring the region's vineyards, hiking trails, and picturesque villages.

Whether you're a history buff, a wine connoisseur, or simply seeking a unique cultural experience, Porto promises to enchant you with its timeless beauty and vibrant spirit.

Key Takeaway

Porto offers a harmonious blend of old-world charm and modern amenities, making it an ideal destination for digital nomads and remote workers seeking a rich cultural experience while maintaining productivity.

Azores: Nature's Atlantic Playground

Nestled in the mid-Atlantic Ocean, the Azores archipelago is a true gem waiting to be explored by adventurous travelers and nature enthusiasts alike. These nine volcanic islands offer a unique blend of breathtaking landscapes, rich cultural heritage, and a plethora of outdoor activities that cater to every taste.

Volcanic Wonders

The Azores' volcanic origins have sculpted a mesmerizing terrain that captivates visitors from the moment they set foot on these islands. From the striking calderas and lush green lakes of São Miguel Island to the awe-inspiring Algar do Carvão lava cave on Terceira Island, the archipelago's geological marvels are a testament to the raw power of nature.

Outdoor Adventures Galore

Outdoor enthusiasts will find themselves spoiled for choice in the Azores. Hiking trails wind through pristine forests, offering breathtaking vistas of towering cliffs and cascading waterfalls. The islands are a paradise for water sports enthusiasts, with opportunities for scuba diving, snorkeling, surfing, and whale watching in the crystal-clear Atlantic waters.

For a unique experience, consider exploring the Furnas Valley on São Miguel Island, where you can witness the natural phenomenon of steaming fumaroles and bubbling mud pools. Or, embark on a thrilling canyoning adventure, rappelling down cascading waterfalls and navigating through narrow gorges.

Cultural Immersion

Beyond its natural wonders, the Azores boasts a rich cultural tapestry woven from centuries of Portuguese influence and the unique traditions of its inhabitants. Explore quaint villages adorned with whitewashed houses and cobblestone streets, where locals warmly welcome visitors to experience their way of life.

Savor the flavors of the Azorean cuisine, which showcases the islands' abundant seafood and locally grown produce. Don't miss the opportunity to sample the renowned Azorean cheese and the region's distinctive wines, crafted from vines that thrive in the volcanic soil.

For a deeper dive into the history and culture of the Azores, visit the museums and historic sites scattered throughout the islands, each offering a glimpse into the archipelago's storied past.

Getting There and Around

The Azores are easily accessible, with direct flights from major European cities and connections from North America. Once on the islands, a network of ferries and flights allows for convenient island-hopping, enabling visitors to explore the diverse landscapes and cultures of this enchanting archipelago.

Whether you're seeking adrenaline-pumping adventures, serene natural escapes, or immersive cultural experiences, the Azores offer an unforgettable journey through nature's Atlantic playground. Pack your sense of wonder and embark on an unforgettable adventure in this remote paradise.

Key Takeaway:

The Azores archipelago is a true gem for adventurous travelers and nature enthusiasts, offering a unique blend of breathtaking volcanic landscapes, outdoor adventures, rich cultural heritage, and delectable cuisine. With its accessibility and diverse experiences, the Azores are a must-visit destination for those seeking an unforgettable journey through nature's Atlantic playground.

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Madeira: The Floating Garden of the Atlantic

Nestled in the azure waters of the Atlantic Ocean, the Portuguese archipelago of Madeira is a verdant paradise that captivates visitors with its lush landscapes, temperate climate, and rich cultural heritage. Often referred to as the "Floating Garden of the Atlantic," this enchanting island chain offers a unique blend of natural wonders and historic charm, making it a sought-after destination for travelers seeking an unforgettable experience.

A Tapestry of Natural Beauty

Madeira's breathtaking scenery is a true feast for the senses. The main island, with its dramatic cliffs, winding levadas (irrigation channels), and cascading waterfalls, boasts a tapestry of natural beauty that is unparalleled. Laurel forests, recognized as a UNESCO World Heritage Site, blanket the island's interior, providing a sanctuary for rare flora and fauna. Compared to the Azores, Madeira offers a more diverse range of landscapes, from rugged coastlines to verdant valleys and towering peaks.

A Hiker's Paradise

For outdoor enthusiasts, Madeira is a hiker's paradise. The island's network of levadas, spanning over 2,000 kilometers, offers countless opportunities for scenic walks and hikes. These ancient irrigation channels, carved into the mountainsides, wind through lush forests, past cascading waterfalls, and offer breathtaking vistas of the island's dramatic terrain. Whether you're a seasoned hiker or a casual walker, Madeira's levadas cater to all skill levels, ensuring an unforgettable experience amidst nature's splendor.

One of the most popular hiking destinations is the Pico Ruivo, the island's highest peak at 1,862 meters. The challenging hike rewards adventurers with panoramic views that stretch across the island and the vast expanse of the Atlantic Ocean.

A Culinary Delight

Madeira's culinary scene is a delightful fusion of traditional Portuguese flavors and unique island influences. The archipelago's fertile soil and temperate climate provide an abundance of fresh produce, including exotic fruits like passion fruit, guava, and lychee. Local specialties include espetada (skewered beef cooked over wood chips), bolo de mel (a rich honey cake), and the world-renowned Madeira wine, a fortified wine that has been produced on the island for centuries.

One of the highlights of any visit to Madeira is exploring the bustling markets, where you can immerse yourself in the vibrant colors, aromas, and flavors of the island's culinary offerings. The Mercado dos Lavradores in Funchal, the capital city, is a must-visit destination for foodies, offering a wide array of fresh produce, local delicacies, and traditional handicrafts.

A Rich Cultural Heritage

Beyond its natural beauty, Madeira boasts a rich cultural heritage that reflects its storied past. The island's capital, Funchal, is a charming city with a blend of colonial architecture, cobblestone streets, and lively plazas. Funchal's history dates back to the 15th century, when it was founded by Portuguese explorers, and its historic center is a UNESCO World Heritage Site.

Visitors can explore the city's museums, churches, and gardens, or simply wander through the picturesque streets, soaking in the island's unique atmosphere. The Sé Cathedral, with its striking Gothic and Romanesque architecture, and the Quinta das Cruzes museum, housed in a 17th-century manor, are just a few of the cultural highlights that await.

  • Key Takeaway: Madeira is a true gem in the Atlantic Ocean, offering a unique blend of natural beauty, outdoor adventures, culinary delights, and rich cultural heritage. Whether you're seeking a relaxing escape or an adrenaline-fueled adventure, this enchanting archipelago promises an unforgettable experience.

With its mild climate, stunning landscapes, and welcoming hospitality, Madeira is a destination that beckons travelers to explore its many wonders. From hiking through laurel forests and traversing ancient levadas to savoring the island's culinary delights and immersing yourself in its cultural heritage, Madeira offers a truly captivating experience that will leave you longing to return.

Évora: A Timeless Alentejo Treasure

Nestled in the heart of Portugal's sun-drenched Alentejo region, the enchanting city of Évora stands as a testament to the country's rich history and cultural heritage. This UNESCO World Heritage Site captivates visitors with its remarkably well-preserved medieval architecture, winding cobblestone streets, and a tranquil ambiance that transcends time.

A Living Museum

Évora's historic center is a veritable open-air museum, where every turn unveils architectural marvels that span centuries. The iconic Roman Temple, dating back to the 1st century AD, stands as a striking reminder of the city's ancient roots. Nearby, the imposing Cathedral of Évora, a masterpiece of Gothic and Baroque styles, dominates the skyline with its towering presence.

Culinary Delights

Beyond its historical treasures, Évora is a gastronomic haven, where traditional Alentejo cuisine takes center stage. The region's renowned pork dishes, such as carne de porco à Alentejana (pork and clams), are a must-try, accompanied by the locally produced wines that have gained international acclaim. For a truly authentic experience, visit the bustling Mercado Municipal (Municipal Market), where local vendors offer an array of fresh produce, artisanal cheeses, and regional delicacies.

Cultural Immersion

Évora's rich cultural tapestry extends beyond its architectural and culinary treasures. The city hosts numerous festivals and events throughout the year, offering visitors a glimpse into the region's vibrant traditions. One of the most notable is the Festa da Santa Casa da Misericórdia, a colorful celebration that takes place in May, featuring processions, music, and traditional dances.

For those seeking a unique accommodation experience, Évora offers short-term rentals in historic buildings, allowing visitors to truly immerse themselves in the city's timeless charm.

Key Takeaway

Évora is a captivating destination that seamlessly blends ancient history with modern-day comforts, making it an ideal choice for travelers seeking an authentic Portuguese experience. With its well-preserved architecture, rich gastronomy, and vibrant cultural traditions, this Alentejo gem promises an unforgettable journey through time.

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Coimbra: A Historic University Town

Nestled along the meandering Mondego River, Coimbra is a city steeped in history and academic tradition. As the former capital of Portugal and home to one of the oldest universities in Europe, this charming town offers a captivating blend of medieval architecture, vibrant student life, and cultural richness.

The University of Coimbra: A Timeless Seat of Learning

At the heart of Coimbra lies the University of Coimbra, a UNESCO World Heritage Site and a testament to the city's enduring legacy of education. Founded in 1290, this revered institution has nurtured generations of scholars, philosophers, and luminaries. Wander through the iconic Pátio das Escolas (Courtyard of the Schools), a masterpiece of Baroque and Renaissance architecture, and marvel at the grandeur of the Biblioteca Joanina (Joanine Library), a breathtaking repository of knowledge adorned with intricate wood carvings and gilded shelves.

Exploring the Historic Quarter

Beyond the university walls, Coimbra's historic quarter, known as the Cidade Alta (Upper Town), invites you to step back in time. Meander through the narrow, winding streets and discover charming plazas, cafés, and artisan shops. The iconic Sé Velha (Old Cathedral), a Romanesque masterpiece dating back to the 12th century, stands as a testament to the city's rich architectural heritage.

Fado and Student Traditions

No visit to Coimbra is complete without experiencing the melancholic melodies of Fado, Portugal's soulful musical tradition. Join the locals in intimate casas de fado (Fado houses) and let the haunting voices and Portuguese guitars transport you to a world of passion and longing. Coimbra is also renowned for its vibrant student culture, with colorful traditions such as the Queima das Fitas (Burning of the Ribbons) festival, where graduates bid farewell to their academic life in a joyous celebration.

  • Key Fact: The University of Coimbra is the oldest university in Portugal and one of the oldest in Europe, dating back to 1290.
  • Insider Tip: Visit the Jardim Botânico (Botanical Garden), a tranquil oasis showcasing a diverse collection of plants and offering stunning views of the city.

With its rich history, stunning architecture, and vibrant academic community, Coimbra is a destination that captivates the senses and ignites the intellect. Immerse yourself in this timeless university town and discover the enduring spirit of learning that has shaped generations of scholars and thinkers.

Algarve: Sun-Kissed Beaches and Coastal Delights

Nestled along Portugal's southern coast, the Algarve region is a sun-drenched paradise that beckons travelers with its golden beaches, rugged cliffs, and charming fishing villages. This captivating destination offers a perfect blend of natural beauty, rich cultural heritage, and a laid-back Mediterranean lifestyle.

Stunning Beaches and Coastal Scenery

The Algarve is renowned for its breathtaking beaches, each with its own unique character. From the iconic Praia da Marinha with its striking rock formations to the long, sandy stretches of Praia da Rocha and Praia da Falesia, the region boasts some of the most beautiful coastlines in Europe. As a digital nomad in Portugal, you can bask in the warm Algarve sun while enjoying the gentle lapping of the Atlantic waves.

Charming Towns and Whitewashed Villages

Beyond the beaches, the Algarve is dotted with picturesque towns and villages that exude an authentic Portuguese charm. Wander through the cobblestone streets of Tavira, a historic town known for its Moorish influences and iconic Roman bridge. Explore the vibrant markets and lively plazas of Lagos, a former maritime hub with a rich history. Or, discover the hidden gems of Ferragudo, a quaint fishing village nestled along the coast, offering a glimpse into the region's traditional way of life.

Culinary Delights and Algarve Wines

No visit to the Algarve would be complete without indulging in the region's mouthwatering cuisine. Savor the fresh seafood caught daily by local fishermen, from grilled sardines to succulent prawns. Pair your meal with a glass of locally produced Algarve wine, renowned for its unique flavor profiles influenced by the region's climate and soil.

  • Pro Tip: For an unforgettable experience, take a boat tour along the Algarve coast and explore the hidden caves and grottoes that dot the rugged shoreline.

Whether you're seeking sun-soaked relaxation, outdoor adventures, or cultural immersion, the Algarve offers a truly captivating destination for digital nomads and remote workers. With its stunning landscapes, rich heritage, and welcoming hospitality, this sun-kissed region of Portugal is sure to leave a lasting impression.

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Sintra: A Fairy-Tale Escape Near Lisbon

Nestled amidst the lush hills just a short drive from Lisbon, the enchanting town of Sintra offers a captivating escape into a world of fairy tales and history. This UNESCO World Heritage Site is a true gem, boasting a wealth of cultural treasures, architectural marvels, and natural beauty that will leave you spellbound.

Palaces and Castles Fit for Royalty

Sintra's most iconic attractions are its magnificent palaces and castles, each one more breathtaking than the last. The Pena National Palace, perched atop the highest hill in Sintra, is a true architectural masterpiece. With its vibrant colors, intricate details, and a blend of Romantic and Moorish styles, it's a sight that will transport you to a magical realm. The Quinta da Regaleira, with its enigmatic gardens, underground tunnels, and stunning palace, is another must-visit destination that will ignite your imagination.

Nature's Playground

Beyond the architectural wonders, Sintra is a nature lover's paradise. The Sintra-Cascais Natural Park offers a network of hiking trails that wind through lush forests, past crystal-clear streams, and along rugged coastlines. The Cabo da Roca, the westernmost point of continental Europe, is a breathtaking spot to witness the power of the Atlantic Ocean crashing against the towering cliffs.

Culinary Delights

No visit to Sintra would be complete without indulging in its rich culinary traditions. The local pastries, such as the famous Travesseiros and Queijadas, are a true delight for the senses. Pair them with a cup of locally grown coffee or a glass of Portuguese wine, and you'll experience a taste of heaven.

Key Takeaway: Sintra is a true gem, offering a captivating blend of history, architecture, nature, and gastronomy. Whether you're seeking a fairytale escape or a cultural immersion, this enchanting town near Lisbon promises an unforgettable experience.

Pro Tip: Plan Your Visit Wisely

To make the most of your time in Sintra, it's recommended to plan your visit in advance. Consider purchasing a Sintra Green Card, which provides access to several palaces and parks, as well as free transportation around the town. Additionally, be prepared for crowds during peak seasons, and start your day early to beat the rush.

FAQ

How do I get to Sintra from Lisbon?

Sintra is easily accessible from Lisbon by train, with frequent departures from the Rossio and Oriente stations. The train journey takes approximately 40 minutes.

How many days should I spend in Sintra?

While it's possible to see the highlights in a day, it's recommended to spend at least two days in Sintra to fully experience its charm and explore the surrounding areas at a leisurely pace.

What is the best time to visit Sintra?

The spring and fall seasons are considered the best times to visit Sintra, as the weather is mild and the crowds are smaller. Summer can be quite crowded, while winters can be rainy and chilly.

In conclusion, Sintra is a true gem that should be on every traveler's bucket list. With its fairytale-like ambiance, rich history, and natural beauty, it offers a unique and unforgettable experience just a stone's throw away from the vibrant city of Lisbon.

Curtis Duggan

Curtis Duggan

Curtis is a serial tech entrepreneur, content creator and the host of the Remotely Serious podcast on the future of remote work and digital nomadism.

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