Portugal

A Week in Portugal: A Journey Through Porto, the Douro Valley, Lisbon, and Sintra

By Eric Hrubant, Founder & CEO of CIRE Travel

Portugal has long been one of Europe’s most enchanting destinations—a compact yet diverse country brimming with history, culture, and, dare I say it, soul. Whether it’s the wild coastlines, the baroque architecture, or the Michelin-starred restaurants that draw you in, Portugal channels old-world authenticity that’s increasingly rare in other parts of Europe.  CIRE leisure travel advisor and cruise guru, Melissa Chaquea, visited Portugal recently and inspired me to do a deeper dive into this captivating destination!

Journey through Portugal’s northern and central regions with me. Immerse yourself in the soulful charm of Porto. Cruise past the beautiful terraced vineyards of the Douro Valley. Dine at world-class restaurants in Lisbon and wander through the fairytale-like gardens and castles of Sintra.

While one could easily spend several weeks uncovering the layers of this captivating country, my team and I have curated a thoughtfully planned week, introducing Portugal’s under-the-radar elegance and sheer timelessness.

Whether visiting Portugal’s most popular attractions or trying to choose among the many top-tier Portugal hotels, CIRE Travel can help you plan a seamless itinerary filled with discovery, indulgence, and awe-inspiring beauty. Follow along for inspiration.

Porto, Portugal

Days 1–3: Porto – Where Tradition Meets Innovation

Our adventure begins in Porto, Portugal’s second-largest city and the birthplace of its namesake fortified wine. Built into the granite hills above the Douro River, Porto is a city of contrasts. Gothic spires meet art deco storefronts, ancient alleyways spill into lively wine bars, and pastel townhouses overlook the riverbanks where Rabelo boats once carried barrels to market.

For travelers kicking off a week in Portugal, Porto is an evocative entry point. Think of it as the beating heart of Northern Portugal—where tradition and innovation meet.

Porto, Portugal

Where to Stay: Hotels in Porto

Porto offers a diverse range of accommodations, from chic boutique hotels in the vibrant Ribeira district to luxurious riverside retreats and traditional properties in the city’s historic center. Some of our favorites follow:

Torel Avantgarde: An art-inspired boutique hotel with sweeping river views, bold interiors, and an award-winning restaurant.

InterContinental Porto: A grand stay in the heart of the UNESCO World Heritage Center—perfect for stepping into Porto’s history.

Maison Albar Le Monumental Palace: French sophistication meets Belle Époque glamour, with a luxurious spa and fine dining.

Pestana Palácio do Freixo: A former 18th-century palace overlooking the Douro River, this opulent hotel combines Baroque architecture with modern luxury, offering scenic views and serene elegance.

Vila Foz Hotel & Spa: A coastal retreat nestled in the Foz do Douro district, where sophisticated design meets the tranquility of the Atlantic Ocean, complete with an indulgent spa and gourmet dining.

Bottles of Port wine

Top Porto Attractions and Experiences

In Porto, expect a surprise at every turn. Whether discovering centuries-old landmarks, sampling vintage port wine, or simply strolling cobbled streets, the city offers a dynamic mix of experiences that will leave a lasting impression.

Stroll the Ribeira District: This colorful neighborhood is one of the most iconic Portugal attractions, where visitors can sip wine by the river, listen to live music and photograph the famed Dom Luís I Bridge.

Cross the Dom Luís I Bridge: Designed by a disciple of Gustave Eiffel, this double-decker iron bridge delivers stunning views and connects Porto to Vila Nova de Gaia.

Port grapes

Tour Port Wine Cellars: No trip to Porto is complete without tasting a glass or two of port. Visit Graham’s, Taylor’s, or the WOW Cultural District, which also houses a cork museum and chocolate-tasting lounge.

Insider Tip: In Porto, dinner starts late. Locals typically eat after 8pm. The best tables often require reservations. Be sure to try bacalhau à Brás or the gut-busting francesinha sandwich.

Did You Know? Porto gave Portugal its name. The Latin “Portus Cale” evolved into today’s “Portugal.”

Douro Valley, Portugal

Days 3–5: Douro Valley – Wine, Wellness, and River Views

Next, head inland for a decadent escape in the Douro Valley, just two hours from Porto. This UNESCO-listed region is one of the world’s oldest demarcated wine territories, where terraced vineyards stretch up impossibly steep hillsides, and mist hovers gently over the Douro River at dawn.

The Douro Valley is a photographer’s dream. The drive to the valley alone is one of the most scenic routes in Portugal, winding past olive groves, centuries-old stone estates, and rustic tavernas.

Where to Stay: Hotels in the Douro Valley

Hotels in the Douro Valley range from riverside retreats and historic wine estates to luxurious vineyards, often offering wine tastings, spa treatments, and breathtaking views of the valley’s terraced hills.

Six Senses Douro Valley: This 19th-century manor sits on a hill overlooking vine-covered terraces. With a holistic wellness spa, vineyard-to-table dining, and panoramic pools, the Six Senses has simply outdone itself in the Douro Valley.

Quinta do Vallado: One of the valley’s oldest estates, this boutique hotel offers five rooms in an original 18th-century manor house and eight more in the contemporary hotel next door. It has beautiful gardens, a swimming pool, and a winery right next door.

Douro River, Portugal

Things to Do in the Douro Valley

Travelers can spend their days sipping world-class wines at historic quintas, cruising along the winding river, or simply soaking in the serene beauty of the vine-covered hills. The Douro is a region made for slow, scenic exploration.

Wine Tastings at Quintas: Visit working estates like Quinta do Bomfim or Quinta Nova to sample port straight from the source, often with views that rival any vineyard in Europe.

Rabelo Boat Cruise: These traditional wooden boats once hauled barrels downriver. Today, they offer visitors leisurely excursions with vineyard views and peaceful waterscapes.

Savor Local Cuisine: Don’t miss regional dishes like roasted goat, charred chouriço, or grilled trout; all pair beautifully with rich Douro reds.

Insider Tip: Mornings in the valley can be misty and cool, even in summer. Bring layers when exploring vineyards.

Did You Know? While port wine must be aged in Vila Nova de Gaia to earn its official name, all the grapes are grown in the Douro Valley.

Lisbon, Portugal

Days 5–7: Lisbon – Portugal’s Thriving Capital City

From the serenity of the wine country, head south to the capital. Lisbon is where old-world and creative reinvention intersect. Lisbon is a city of hills, tram rides, mosaic-tiled streets, and some of the best dining in Europe. Into art, history, nightlife, or all of the above? Lisbon attractions will not disappoint.

Where to Stay: Top Lisbon Hotels

Many of Lisbon’s hotels blend historic charm and modern sophistication, providing travelers with impeccable service to make their stays memorable. A few of our favorites are:

Bairro Alto Hotel: A luxurious stay in the vibrant Bairro Alto district—ideal for those who want to be in the heart of the action.

The One Palácio da Anunciada: This regal 16th-century palace-turned-hotel has garden courtyards and a pool just steps from Avenida da Liberdade.

The Four Seasons Hotel Ritz Lisbon: An elegant blend of contemporary luxury and historic grandeur, offering stunning views of Eduardo VII Park, with a world-class spa and Michelin-starred restaurant.

Hotel Avenida Palace: A timeless classic, this iconic hotel offers old-world charm with opulent interiors and views of Lisbon’s downtown. This hotel is made for travelers seeking sophisticated luxury near the city’s historic sites.

Lisbon, Portugal

Lisbon Attractions

From historic landmarks to modern marvels, Lisbon’s attractions offer a dynamic mix of cultural treasures and scenic vistas. Some standouts include:

Exploring Alfama: Lisbon’s oldest neighborhood is all narrow lanes, brightly-tiled buildings, and lingering notes of Fado music—one of the most atmospheric Portugal attractions.

Visiting Belém: Home to the Jerónimos Monastery, Monument to the Discoveries, and the original Pastéis de Belém bakery—where trying the legendary custard tarts is all but mandatory!

Tram 28 in Lisbon, Portugal

Riding Tram 28: This vintage yellow tram winds through the city’s historic quarters, offering a unique perspective on Lisbon’s architectural history.

Miradouro de Santa Catarina: A scenic vista with panoramic views of the Tagus River and the historic Alfama district. Go for a sunset aperitif.

Discovering the LX Factory: A former industrial complex turned creative hub, home to trendy shops, art galleries, and restaurants with a cool, urban, and edgy vibe.

Strolling through Eduardo VII Park: A lush green space with tranquil gardens and sweeping views of the city. Go for a peaceful afternoon away from the city’s hustle and bustle.

Dining in Lisbon

Dining in Lisbon is one culinary adventure after another. From world-class fine dining to vibrant, casual experiences. The city’s renowned restaurants, like Belcanto, Alma, and Cura, showcase Portugal’s rich flavors with innovative, seasonal tasting menus.

For a more relaxed yet equally exciting foodie experience, the Time Out Market brings together the city’s best chefs in one lively space, offering a variety of small plates that allow visitors to sample the diverse flavors of Lisbon.

Insider Tip: Lisbon’s limestone sidewalks (calçada portuguesa) can be slippery. Opt for supportive shoes with a solid grip, or prepare to go barefoot!

Did You Know? Lisbon is one of Europe’s oldest cities—predating Rome by centuries. It was once a Phoenician trading post over 3,000 years ago.

Sintra, Portugal

Day 7: Sintra – Palaces and Cloud-Kissed Hills

Cap off your week in Portugal with a day trip to Sintra. This beautiful and colorful village, a UNESCO World Heritage Site, is famed for its whimsical palaces, fog-draped hills, and lush gardens. It feels pulled from the pages of a storybook. Just a short trip from Lisbon, Sintra has it all—beautiful architecture, green landscapes, and cool mountain air.

Sintra, Portugal

What to See in Sintra

Sintra is known for steep hillsides dotted with historic estates, lush gardens, and centuries-old architecture. The town’s natural beauty and regal charm makes it one of the most compelling cultural destinations in Portugal.

Pena Palace: A riot of color and Romanticist architecture perched high on a hilltop. The views are as magical as the palace itself.

Quinta da Regaleira: This manor house, just near Sintra’s historic center, is known for its mystical Initiation Well, hidden tunnels, and gothic symbolism—a place to let your imagination run wild.

Castle of the Moors: Hike up to this 10th-century fortress for breathtaking views of the Atlantic Ocean and surrounding forests.

Did You Know? Lord Byron once described Sintra as a “glorious Eden.” You’ll understand why after one misty morning among the pines and palaces.

Portugal beach

Portugal Weather: Year-at-a-Glance

Portugal enjoys over 300 days of sunshine per year and a temperate Mediterranean climate, making it an excellent destination year-round. For travelers, this translates to fewer crowds, less wait times at attractions, and more hotel and restaurant availability. Here’s a breakdown of Portugal’s weather throughout the year.

Spring (March-May): Mild and blooming. Great for sightseeing with temps from 60–75°F (15–24°C).

Summer (June–August): Warm and dry, especially inland. Lisbon and Porto’s temperatures hover around 80°F (27°C), while the Douro and Algarve can get into the 90s.

Autumn (September–November): Golden and uncrowded—the time to explore the wine country with highs around 65–80°F (18–27°C).

Winter (December–February): Mild in the south, rainier in the north. Lisbon remains comfortable, while the south offers sunny, off-season escapes.

Famous Portuguese Tarts

First-Time Travelers to Portugal: FAQs

Visiting Portugal for the first time? Read along for some important things to know before you go. As always, the team at CIRE Travel can answer any other questions you may have.

Is English widely spoken?
Yes, especially in tourist areas and larger cities. However, a few Portuguese phrases go a long way in earning smiles.

What’s the best way to travel around Portugal?
Trains and buses are efficient and scenic, but renting a car offers flexibility, especially for wine regions or coastal drives.

Are Portugal hotels expensive?
Portugal is generally more affordable than other Western European destinations. You’ll find excellent value in both boutique hotels and luxury stays.

Is tipping expected?
A 5–10% tip is appreciated but not obligatory.

Is Portugal safe?
Yes. In fact, Portugal consistently ranks as one of the safest countries in Europe. That said, it’s always wise to stay aware of your surroundings, especially in crowded tourist areas. Take standard precautions like securing valuables and keeping copies of important documents in the hotel safe.

Porto, Portugal

Portugal is Enchanting

A week in Portugal is more than just a journey through picturesque landscapes and historical landmarks—it’s an invitation to step back in time and experience the charm of old-world Europe in a way few European destinations offer.

From Porto’s cobbled streets to the Douro Valley’s sun-kissed hills, Lisbon’s vibrant culture and storybook allure weave together centuries of history, tradition, and natural beauty. A place where travelers can savor not just the wine but the sights and spirit of a country that continues to captivate the hearts of those lucky enough to visit.

Portugal remains a truly special destination for anyone seeking a unique and soulful travel experience. The team at CIRE Travel is on standby, ready to help plan your journey through this captivating part of old-world Europe. Get ready to be enchanted.

CIRE Travel is a full-service travel agency headquartered in New York, NY.  Our expert corporate travel planners, honeymoon travel agents, and luxury travel planners support clients across the country and around the world.