Castles, Coastlines, & Wine: 10 Magical Days in Portugal

Your journey kicks off with a seamless arrival in Lisbon. Uber is readily available from the airport, but for a stress-free entrance, consider a private transfer. Since early check-in might not be an option, luggage storage allows you to dive straight into the city’s heart.

Once you’ve dropped your bags, head to Café Janis for a light lunch—think fresh ingredients, airy interiors, and the perfect introduction to Lisbon’s café culture. Afterward, soak up the city’s energy with a leisurely stroll through Chiado & Bairro Alto, two lively districts that blend history with modern vibrance.

By late afternoon, settle into your hotel, and then prepare for your first culinary adventure: dinner at Solar dos Presuntos. Known for its classic Portuguese cuisine, this institution serves up mouthwatering seafood and traditional flavors.

Fuel up with a hearty breakfast before heading to Belém, a neighborhood steeped in history. The Jerónimos Monastery stands as a stunning tribute to Portugal’s maritime legacy, while the Pastéis de Belém bakery offers the country’s most famous custard tarts—flaky, creamy, and utterly irresistible.

Lunch awaits at Augusto Lisboa, an unassuming yet charming eatery specializing in fresh, locally sourced dishes. In the afternoon, explore the Museum of Art, Architecture & Technology (MAAT), an architectural marvel featuring contemporary exhibitions.

After a day of cultural immersion, take a moment to unwind before dinner at Prado, where farm-to-table cuisine takes center stage in a beautifully minimalist setting. Expect fresh, sustainable ingredients transformed into refined yet comforting dishes.

Kick off the day with a flavorful breakfast at Fabrica Coffee Roasters, famed for its artisanal brews. Then, dive into Lisbon’s vibrant arts and architectural heritage with a curated visit to the National Tile Museum (Museu Nacional do Azulejo). This stunning institution showcases Portugal’s famed azulejos—intricately painted ceramic tiles that tell stories of the country’s history, craftsmanship, and artistry. Housed in a breathtaking former convent, the museum itself is a work of art, with dazzling tile panels that date back centuries.

After marveling at the tilework, head to LX Factory, one of Lisbon’s most exciting creative hubs. This converted industrial complex is now a buzzing center of design, bookstores, concept shops, and trendy cafés. Grab a bite at Rio Maravilha, a rooftop restaurant with panoramic views of Lisbon’s iconic 25 de Abril Bridge.

For the afternoon, return to Príncipe Real for boutique shopping. Wander through Embaixada, a palace-turned-shopping-gallery that houses local designers, or stop by Claus Porto for luxury Portuguese soaps and fragrances.

Round off the day with dinner at Café no Chiado, an ideal spot to soak up Lisbon’s atmosphere with delicious food and wine.

Begin your day with an exclusive Golden Triangle Private Tour, covering Sintra, Cabo da Roca, and Cascais. Sintra is the definition of a dreamscape, where misty forests shroud palaces that feel straight out of a fantasy novel. Wander through Pena Palace, its vibrant hues popping against the lush green hills, and explore the mysterious Quinta da Regaleira, home to underground tunnels and the famous Initiation Well.

Then, make your way to Cabo da Roca, the westernmost point of continental Europe, where towering cliffs dramatically crash into the Atlantic—it's raw, untamed beauty at its finest. Conclude the tour in Cascais, a seaside retreat with charming streets and sun-drenched beaches.

Return to Lisbon for the evening's highlight: a Fado Dinner Experience at Clube de Fado. As the melancholic notes of Fado music drift through the air, immerse yourself in Portugal’s most soulful tradition over a delicious meal.

After breakfast, bid farewell to Lisbon and travel to the Douro Valley, Portugal’s famed wine region where terraced vineyards roll along the banks of the Douro River. The journey itself is scenic, offering glimpses of Portugal’s changing landscape as you transition from city life to countryside tranquility.

Upon arrival, take the afternoon to unwind and settle in. Whether you choose to admire the views, take a leisurely walk by the river, or simply relax, the Douro Valley encourages a slower pace.

For dinner, explore one of the region’s charming restaurants offering locally inspired dishes. Fresh, seasonal ingredients pair beautifully with world-renowned wines from nearby estates, making this the perfect introduction to the culinary richness of the valley.

The Douro Valley is yours to explore at your own pace today. Whether you want a relaxing day or prefer a more immersive experience in Portugal’s famous wine country, there are plenty of options to choose from:

• Wine tastings & vineyard tours: The Douro Valley is home to some of the best wineries in Portugal. Visit Quinta da Castanheira, Quinta do Vallado, or Quinta do Bomfim for a tasting experience paired with stunning views. Many estates offer guided tours that showcase the winemaking process and the region’s rich history.

• Leisurely river cruise: A boat tour along the Douro River is a fantastic way to soak in the scenery. Opt for a short rabelo boat ride or a full-day cruise that includes stops at wineries.

• Scenic drives & viewpoints: Rent a car or arrange a guided driving tour to explore the valley’s breathtaking viewpoints, such as Miradouro de São Leonardo de Galafura for panoramic landscapes.

• Spa & relaxation: Indulge in a spa treatment at a nearby hotel or retreat. Many properties in the region offer soothing massages, facials, and wellness experiences designed to help you fully unwind.

• Picnic & local dining: Enjoy a picnic lunch overlooking the river or dine at one of the cozy regional restaurants, where traditional Portuguese flavors meet exquisite local wines.

• Hiking & nature walks: For outdoor enthusiasts, there are marked hiking trails winding through vineyards and rolling hills. These walks allow you to connect with the natural beauty of the region while taking in spectacular views.

Whatever pace suits you best, the Douro Valley offers a perfect blend of relaxation and discovery. The day will wrap up with dinner at a local restaurant, where you can reflect on the beauty and flavors experienced throughout your stay.

After waking up to one last peaceful morning in the Douro Valley, you’ll head to Porto, where the energy shifts from countryside serenity to a lively, historic cityscape. Once you’ve dropped off your bags, grab a relaxed lunch—perhaps at a rooftop spot where the views stretch across Porto’s famous red rooftops, or a cozy café serving up comforting bites.

Then, it’s time to dive into Ribeira District, the beating heart of Porto’s charm. As you meander through its winding, cobblestone streets, you’ll feel the hum of life all around you—locals chatting, musicians playing, and the scent of fresh pastries wafting from the cafés. The historic riverside promenade is lined with vibrant townhouses, their facades a rainbow of yellows, blues, and reds, reflecting beautifully against the waters of the Douro River.

As you explore, climb up to Clérigos Tower, where the reward for tackling the narrow steps is a panoramic view stretching across Porto. Pause for a coffee at Majestic Café, where the Art Nouveau decor makes every sip feel like a moment frozen in time. Then, take a detour to São Bento Railway Station, where intricate azulejo tile murals tell stories of Portugal’s past in mesmerizing blue-and-white detail.

But one of the best things about Porto? Simply wandering. Let yourself get lost in the rhythm of the city—pop into a tiny bookstore, chat with locals, or stop for a quick bite of pastéis de nata when hunger strikes. And when the golden hour sets in, cross the Dom Luís I Bridge for that stunning sunset view of Porto’s skyline, where the city glows with warm light.

Dinner tonight is all about embracing the scenery—Douro Sentido is a fantastic choice along the riverfront. This cozy yet elegant spot offers a mix of traditional Portuguese flavors with a modern twist, all while providing stunning views of the river. Whether you’re indulging in fresh seafood or savoring a perfectly paired glass of wine, the ambiance makes for a memorable first night in Porto.

By now, you’ve settled into the pulse of Porto—the contrast of grand architecture and lively neighborhoods, the scent of fresh pastries drifting from hidden cafés, and the ever-present hum of city life along the Douro River. Today is all about diving into Porto’s history and indulging in its most famous tradition—Port wine.

Start with a coffee and pastéis de nata at Manteigaria or Porta 4, before taking in the Portuguese Centre of Photography, a fascinating museum housed in a former prison. As you move through the streets, you’ll soak in the grandeur of Avenida dos Aliados, Porto’s grand boulevard, lined with striking Neoclassical buildings that seem to whisper tales of the past.

Wander through Palácio da Bolsa, a lavish former stock exchange that speaks to Portugal’s trading legacy—the Arab Room, dripping in gold and intricate Moorish designs, is a highlight. Then, step inside São Bento Railway Station, where blue-and-white azulejo tiles depict Portugal’s history with breathtaking artistry. Even if you’re not catching a train, this stop is worth every moment.

After a morning of walking, it’s time to slow down and enjoy Porto like a local. Lunch at Taberna dos Mercadores is a perfect way to settle into a relaxed meal—small, tucked away, and full of charm, it offers some of the best traditional Portuguese dishes in the city.

But the real star of the day? Port wine tasting at Graham’s. This legendary winery, perched on the hillside across the river, offers a refined yet welcoming experience. The Signature Tasting with Pairings is highly recommended—expect deep reds, velvety textures, and aged complexity, paired with artisanal bites designed to enhance every sip.

As the sun sets, stay right where you are—dinner at Vinum at Graham’s offers a dining experience that feels straight out of a dream. The glow of Porto’s city lights, the quiet elegance of a vineyard setting, and a perfectly crafted meal make for an unforgettable evening.

Just when you think you’ve experienced all of Portugal’s charm, you take a short journey to Aveiro, often referred to as the “Venice of Portugal.” Here, canals wind through the city, and colorful moliceiro boats—once used for seaweed harvesting—now carry visitors on leisurely rides past Art Nouveau architecture and vibrant tilework.

Kick off the morning with a scenic moliceiro boat tour, gliding along the waterways as your guide shares the town’s rich maritime history. Then, dive into Aveiro’s historic center, where pastel-colored buildings and intricate azulejo details make every street feel like a piece of art.

For lunch, Salpoente is an excellent pick, set inside a beautifully restored salt warehouse. Their fresh seafood dishes perfectly reflect Aveiro’s coastal essence. If you’re in the mood for something sweeter, don’t miss ovos moles, a beloved regional treat made with egg yolks and sugar.

After lunch, venture to Costa Nova, just minutes away. This seaside town is famous for its striped, candy-colored beach houses, and its laid-back atmosphere makes for the perfect afternoon retreat. Take a peaceful stroll along the waterfront, breathe in the salty Atlantic air, and soak up the slow-paced coastal beauty before returning to Porto.

Once back in Porto, the evening is yours to unwind and indulge in one last waterfront dinner. Restaurante Homem do Leme, nestled by the sea, is a fantastic choice—offering fresh, locally sourced seafood in a setting that allows you to reflect on your travels while watching the waves roll in.

It’s the final full day in Portugal, but there’s still so much to savor. Start the morning with breakfast at Época Porto, a local favorite known for fresh, organic dishes that feel both nourishing and indulgent.

Then, step into Jardins do Palácio de Cristal, a lush hillside park offering some of the best panoramic views of Porto. Stroll through manicured gardens, shaded pathways, and lookout points that frame the city and river beautifully. If you’re feeling curious, the Romantic Museum is nearby—a glimpse into aristocratic life in the 19th century, where history is frozen in time.

Lunch is flexible—whether it’s Época Café, Jangal Gastrobar, or Torreão Restaurante, you have plenty of options to settle in with a final taste of Portuguese cuisine.

The afternoon is yours to explore. Whether it’s a bit of last-minute souvenir shopping along Rua de Santa Catarina or Rua das Flores, a deep dive into Porto’s history at WOW—The World of Wine—or a stop at Casa da Guitarra to admire traditional Portuguese instruments, the city still holds plenty of magic before your departure.

For dinner, Restaurante Dona Maria offers a refined, elegant farewell meal before you say goodbye to Portugal. A carefully curated menu, a touch of sophistication, and a warm atmosphere ensure your final night is as special as your first.