Arriving Lisbon where the city's red-tiled rooftops and historic streets welcome you. Our local team will greet transfer us to our centrally located hotel, perfectly positioned for exploring the city’s rich culture.

This evening, we’ll enjoy a welcome dinner at a traditional Portuguese restaurant. As you savor classic dishes like grilled sardines and bacalhau, experience the soulful melodies of Fado, Portugal’s most iconic music. The heartfelt songs and warm hospitality set the perfect tone for the journey ahead.

Meal: D 

Our morning guided walking tour of the old town includes a traditional food sampling of tasty local favorites like pastéis de nata, fresh seafood, and local wines as we wander through Lisbon’s historic streets.

An afternoon, ride a classic yellow tram winds through Alfama and Bairro Alto, past tiled facades and breathtaking viewpoints over the Tagus.

As evening falls, explore at your own pace, with recommendations for authentic local dining to complete your day.

Meals: B, L 

Today’s journey takes us to Sintra, a town of misty forests, fairytale palaces, and royal retreats. Explore the vibrant Pena Palace, perched high in the hills, its bold colors and intricate details standing against a backdrop of endless greenery. Wander through its opulent halls and take in panoramic views stretching to the Atlantic.

Continue to Cabo da Roca, the westernmost point of continental Europe, where dramatic cliffs plunge into the roaring ocean. Feel the salty breeze and take in the breathtaking scenery before heading to Guincho on the coast, where a fresh seafood lunch awaits.

The charming seaside town of Cascais, with elegant promenades, sandy beaches, and lively cafés is our relaxing afternoon destination. We’ll have time to stroll along the waterfront, browse boutique shops, or simply soak in the laid-back coastal atmosphere. Return to Lisbon in the evening, with time to unwind and explore its dining scene at your own pace.

Meals: B, L 

Depart Lisbon and journey into the heart of Portugal, where history unfolds at every turn. Your first stop is Évora, a city steeped in medieval charm and Roman legacy. Walk through its UNESCO-listed old town, marvel at the ancient Temple of Diana, and step into the haunting Chapel of Bones, where walls whisper tales of the past.

Take time to enjoy a traditional Alentejan lunch (on our own), rich in local flavors, before continuing to Óbidos, a picture-perfect medieval town encircled by ancient walls. Check into the hotel and explore at leisure, wandering cobbled streets, or sipping Ginjinha (cherry liqueur) from a chocolate cup before our dinner in a cozy restaurant within the castle walls.

Meals: B, D 

Today, Caldas da Rainha, a town renowned for its vibrant ceramics and lively markets, beckons. After a guided introduction and orientation, we’ll browse handcrafted pottery, admire local artistry, or take in the town’s relaxed atmosphere.

We’ll enjoy a delicious lunch at a local restaurant, before returning to Óbidos, where the afternoon is ours to enjoy at our own pace. Stroll through the charming, whitewashed streets, walk along the ancient castle walls, or join an optional painting class, drawing inspiration from the town’s medieval beauty.

As evening falls, choose from one of Óbidos’ inviting cafés or restaurants, where you can dine within the warmth of the historic town.

Meals: B, L 

Depart Óbidos and step further into history at Batalha Monastery, a masterpiece of Gothic and Manueline architecture, built to commemorate Portugal’s greatest victory overcoming the Castilian armies in 1385. Wander through its intricate cloisters and admire the grandeur of this UNESCO World Heritage site.

Continue to Alcobaça Monastery, home to the legendary tombs of King Pedro I and Inês de Castro, Portugal’s most tragic love story. After exploring its majestic halls, enjoy a traditional lunch nearby, savoring regional flavors.

In the afternoon, we’ll head to Nazaré, a charming fishing village where towering cliffs meet the Atlantic. Watch the waves crash against the shore, take in the stunning views from Sítio, or stroll along the beach, where colorful boats rest on the sand.

Return to Óbidos in the evening, with dinner at your leisure.

Meals: B, L 

Leave Óbidos behind and travel to Coimbra, Portugal’s former capital and a city of timeless tradition. Visit the University of Coimbra, one of the oldest in Europe, where the breathtaking Joanina Library houses centuries-old books beneath gilded ceilings. Step into the Velha Cathedral, a fortress-like Romanesque church that has stood for nearly 900 years.

Enjoy a traditional lunch before continuing to Aveiro, often called the “Venice of Portugal.” Upon arrival, check into your hotel and explore the town at your own pace—wander along the canals lined with colorful moliceiro (gondola like) boats, visit the Art Nouveau buildings, or relax in a café with a plate of ovos moles, the city’s famous sweet treat.

This evening we’ll enjoy a dinner of local specialties.

Meals: B, D 

Sure to be a highlight of this morning’s guided exploration of Aveiro is a ride in one of the colorful moliceiro boats as it glides through serene canals. We’ll stroll through the Art Nouveau district and browse the local market. There is time to pop in a café to sample another of the town’s famous sweet treats inspired by its maritime heritage.

After an early lunch, we head north to Porto, a city of rich history and striking beauty. Upon arrival, we’ll check into our hotel before setting out on a guided walking tour through Porto’s historic center. Discover the stunning azulejo-covered São Bento Railway Station, the lively Ribeira district, and the Dom Luís I Bridge, offering spectacular views over the Douro River.

As evening falls, enjoy Porto at your leisure—perhaps dining by the waterfront, where the city’s golden lights shimmer on the river’s surface.

Meals: B, L 

Today we venture into the breathtaking Douro Valley, a UNESCO-listed region where terraced vineyards stretch along the hillsides. We’ll visit a renowned winery, and learn about the art of Port wine production, enjoying a tasting of the valley’s finest vintages.

A traditional lunch awaits at a scenic vineyard estate, offering flavors that reflect the region’s deep-rooted culinary traditions. Our picture perfect afternoon includes a relaxing river cruise, drifting along the Douro as the rolling landscape unfolds around us.

Return to Porto in the late afternoon, with time to unwind before a farewell dinner, where we’ll toast the unforgettable journey we shared.

 Meals: B, L, D 

Enjoy a leisurely morning in Porto, with time for a final stroll along the Ribeira district, a last sip of Portuguese coffee, or some last-minute shopping for local crafts and wine.

When it’s time, transfer to Porto Airport for our departure, carrying the timeless memories of historic cities, breathtaking landscapes, and the rich traditions of Portugal.

Meals: B 

After our time in mainland Portugal, board a flight to Madeira, an island of dramatic cliffs, lush forests, and breathtaking ocean views. Upon arrival, transfer to our hotel and settle in.

The rest of the day is ours to unwind and explore on our own—take a stroll along the scenic coastline, explore the charming streets of Funchal, or simply relax and soak in the island’s peaceful atmosphere.

Meals: B 

We begin our exploration of Madeira with a journey to Pico do Areeiro, one of the island’s highest peaks at 1,818 meters. The breathtaking panoramic views of rugged mountain ridges and rolling clouds beneath our feet showcase the stunning natural beauty of the island.

Descend into the secluded Nun’s Valley (Curral das Freiras), a peaceful village nestled between towering cliffs, where time seems to slow. Then, continue to Pico do Facho, a spectacular viewpoint offering sweeping vistas over the coastline.

End the day at Cristo Rei, a historic monument perched on a cliffside, overlooking the shimmering Atlantic—a perfect spot to reflect on Madeira’s beauty before returning to our hotel for an evening at leisure.

Meals: B, L 

Start the day at Boca dos Namorados, a stunning viewpoint offering a unique perspective over the Nun’s Valley, where dramatic cliffs frame the lush green valley below.

Continue to Cabo Girão, home to the famous Skywalk, a thrilling glass platform perched 580 meters above the Atlantic Ocean. Stand above the sheer cliffs and take in the breathtaking coastal scenery.

Next, visit Henriques & Henriques Wine Lodge, where you’ll taste Madeira’s world-famous fortified wine and learn about its rich winemaking heritage.

End the day in Câmara de Lobos, a picturesque fishing village where tradition and gastronomy blend seamlessly. Stroll along the colorful harbor, where fishing boats bob in the water, and enjoy the relaxed island atmosphere before returning to your hotel.

Meals: B, L 

Enjoy a leisurely morning, soaking in the last glimpses of Madeira’s stunning landscapes. Whether it's a quiet seaside walk or a final taste of local coffee, take a moment to savor the island’s charm.

At the designated time, transfer to Madeira Airport for your flight back to the mainland and onward journey home, carrying with you the memories of Portugal’s history, culture, and breathtaking natural beauty.

Meals: B