Discover the highlights of Portugal in this week-long tour, starting in the bustling city of Lisbon where you can explore historical streets, eat traditional cuisine, and enjoy live Fado music. Visit the charming towns and monuments of Sintra, Óbidos, and Tomar, as well as the gorgeous Douro Valley Wine Region for a river cruise and wine tasting. Visit one of Europe's oldest universities in Coimbra and head north to Porto, where you can watch fishermen barter their daily catch, tour a traditional sardine factory, and eat local delicacies.


  • Discover historic Portuguese cities like Lisbon, Coimbra, Tomar, and Porto
  • Tour Lisbon and Porto, and enjoy an optional visit to a traditional sardine cannery
  • Visit the Douro Valley with a wine tasting and a boat tour along the river
  • Explore the charming town of Sintra and its famous Pena National Palace and Park
  • Learn about the historic production of port wine with a tasting and cellar tour

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Lisbon - Explore the City Lisbon
Day 2 Guided Walking Tour of Lisbon - Faro Music Performance Lisbon
Day 3 Day Trip to Sintra and Roca Cape Lisbon
Day 4 Transfer to Coimbra - Visit World Heritage Sites Coimbra
Day 5 Drive to Porto - Explore the City and Enjoy a Traditional Dinner Porto
Day 6 Guided Tours of Porto - Tasting at a Port Cellar Porto
Day 7 Douro Valley: Touring & Tasting at Wine Estate Porto
Day 8 Departure day  

Detailed Itinerary

Day 1: Arrive in Lisbon - Explore the City

Belém Tower
Belém Tower at Sunset

Welcome to beautiful Portugal!

After arriving at Lisbon Airport, your private driver will transfer you to your accommodation. Take some time to settle in before meeting your trip host, who will welcome you with information about the tour and answer any preliminary questions.

Although you'll enjoy a guided walking tour tomorrow morning, stave off any jet lag by exploring this energetic capital city. Lisbon is Europe's second-oldest capital, after Athens. It was once home to some of the world's greatest explorers, like Vasco da Gama, Magellan, and Prince Henry the Navigator. The city is full of authenticity, where old customs and ancient history intermix with cultural entertainment and hi-tech innovation.

Walk by some of the city's famous monuments and squares, visit the National Tile Museum, or watch the sunset at Belém Tower. Then grab dinner at the upstairs food stalls of Mercado da Ribeira, where you can taste traditional food, sweets, and wine.

Day 2: Guided Walking Tour of Lisbon - Faro Music Performance

View of Alfama Neighborhood, Lisbon
View of Alfama Neighborhood, Lisbon

Enjoy breakfast at your accommodation, fueling up for a private, half-day walking tour of beautiful Lisbon. Your guide will take you through the historic downtown district of the city, stopping at numerous monuments and sites along the way.

Start in the neighborhood of Baixa with hilly its cobblestone streets. Here you'll taste the country's famous Pastel de Nata, a traditional custard pastry sprinkled with cinnamon. If you haven't had one before, you may very well become addicted to these little treats. After fulfilling your sweet tooth, explore the area's three famous squares, including Rossio, Figueira, and Comércio. You'll find many of the city's monuments in these squares, as well as throughout the Chiado neighborhood which is known for its iconic cafes and shops.

Your guide will leave you here to continue your exploration of the city at your own pace. You can venture outside of the downtown area and explore the Alfama neighborhood. Alfama is known for its particularly hilly streets, as well as its hip and cozy cafes. It's the perfect place to grab lunch before hopping on one of Lisbon's famous trolleys to St. George Castle, where an 11th-century Moorish castle and incredible views await you.

On your way down, there are plenty of lookout points in Alfama, where you can find some of the most beautiful views in the city. After your day of touring, head back to your hotel to relax before meeting your host for dinner. Tonight you'll enjoy a live performance of Portugal's Fado music at one of the most refined and typical restaurants.

Day 3: Day Trip to Sintra and Roca Cape

The Stunning Pena National Palace in Sintra
The Stunning Pena National Palace in Sintra

Today you will enjoy a day trip to one of the country's most beautiful destinations: Sintra. A private driver will collect you from your accommodation for a full-day tour. You'll start in the charming town of Sintra itself, with its colorful buildings and winding, cobblestone streets. Wander through its curves and enjoy the intriguing shops and cafes. 

After exploring the town of Sintra, you will continue on your tour with stops to two other monuments of your choice. Perhaps you'll want to see world-famous, Disney-like Pena National Palace and Park, a fairytale setting with bright colors and incredible views. Pair that with the Monserrate Palace, the Moorish Castle, the National Palace of Sintra, Quinta da Regaleira, or others. The choice is yours!

After exploring the monuments, you'll return to Lisbon taking a special route along the beautiful Tagus River. Your driver will stop at the westernmost point of mainland Europe, at the impressive Cabo da Roca (Roca Cape). On one side you'll see dramatic, rocky cliffs, and on the other, the area of Cascais, which is known as the "Portuguese Riviera".

Plan your trip to Portugal
Chat with a local specialist who can help organize your trip.

Day 4: Transfer to Coimbra - Visit World Heritage Sites

Óbidos Village
The Medieval Village of Óbidos

After breakfast, you'll say farewell to the buzzy streets of Lisbon and prepare for your next destination: Coimbra. The drive is about 130 miles (205 km) and will take just over two hours.

Before your departure, you'll discuss with your host what to see along your scenic drive. You have a few options, as follows: 

  • Option 1: Óbidos. Spend some time exploring the fortified medieval town of Óbidos, with its narrow streets and local shops.

  • Option 2: Mira de Aire Caves. If you prefer to see one of Portugal's natural wonders, you can enjoy the beauty of these underground caves, featuring emerald waters and impressive stalactites.

  • Option 3: Monastery of Batalha - This 14th-century Dominican convent is a gorgeous UNESCO World Heritage Site.

  • Option 4: Tomar and the Templar's Knight Convent of Christ. This is a very interesting and complex site, also a UNESCO World Heritage Site. It was initially built by the Grand Master of the Temple Order in Portugal in 1160, and includes a fortress and a temple. Some believe there are also secret meetings spots where rituals were performed.

After your drive, you'll arrive in Coimbra where you can settle into your accommodation and explore the city. The old town area near the university features gorgeous buildings from the 12th to 18th centuries. Enjoy dinner at one of the many restaurants lining the city's winding streets.

Day 5: Drive to Porto - Explore the City and Enjoy a Traditional Dinner

Porto, Portugal by Night
Porto, Portugal by Night

The morning is yours to continue exploring Coimbra. If you didn't already visit the university, be sure to stroll around the buildings of one of the oldest universities in all of Europe. It's also a designated UNESCO World Heritage Site. You can also enjoy the baroque library and the cathedral, as well as grab a coffee at one of the neighboring cafes.

After lunch in Coimbra, you'll start your journey to Porto. Settle into your accommodation and enjoy your first glimpses of this beautiful city as you make your way to your hosted dinner at a local Portuguese restaurant.

Day 6: Guided Tours of Porto - Tasting at a Port Cellar

Porto's Skyline
Porto's Gorgeous Skyline

It's time to explore bustling Porto! You'll enjoy a guided tour of your choice, either focusing on the city or the sea. You can choose from the following options:

  • Option 1: The City
    Join a private guide for a personalized walking tour in Porto's historical center. You'll learn all about the city's history and main attractions, starting at the Cathedral and working your way down to the unique Douro riverbanks.

    Porto is an inviting city of contrasts, with countless museums and ancient churches, winning the title of Best European Destination more than once. Along the tour, your guide will take you to three small, local restaurants to try some of the city's beloved delicacies.
  • Option 2: The Sea
    Portugal’s history and legacy is deeply connected with the sea, particularly with the fishing industry. The day will begin by visiting a nearby beach, waiting for the traditional fishing boats to arrive with the catch of the day. Watch the frenzy of sellers and buyers on the shore, as well as at a quaint fish market.

    Next, you'll visit a top-quality sardine canning factory, a typical Portuguese delicacy that is known all over the world. This factory has nearly 100 years of history, still utilizing a manual labor process that is a living legacy of tradition. At the end of the visit, you can taste some of the sardines.

    The morning will end back at the market, where you can choose your own fresh fish directly from a traditional fish seller, which will then be prepared at a restaurant close to the market.

After a little rest and relaxation, you'll set off for yet another tour. You'll enjoy one of the most iconic experiences in Porto: a guided tour and tasting at an exquisite port wine cellar, where you'll learn all about the history, culture, and charm of Porto's famous port production.

Day 7: Douro Valley: Touring & Tasting at Wine Estate

The Vineyards of the Douro River Valley
The Vineyards of the Douro River Valley

You can't visit Portugal without enjoying a wine tasting. Today you'll do just that, with a full-day tour to the scenic Douro Valley Wine Region. This charming and unique area is located in the north of Portugal, known for its demarcated wine (the first in the world) and its stunning landscape.

The tour starts in Galafura, where you'll visit the São Leonardo de Galafura viewpoint. Here you'll find amazing views of the Douro River Valley and the Marão Mountains. After lunch, you'll enjoy a 1-hour cruise along the Douro River, where you can see the valley and its large, rolling hills from a different vantage point.

You'll finish the day with a wine tasting at a wine estate in the area, then return to Porto in time to enjoy the city for one final night.

Day 8: Departure day

Lisbon's Famous Streetcars
Lisbon's Famous Streetcars

It's time to say goodbye to beautiful Portugal! Your private driver will transfer you to the Porto Airport in time to catch your flight home, or onto your next destination.