The colourful Pena Palace, stood on a verdant hill in the Sintra mountains, as the dramatic sunset paints the clouds orange and purple, near Lisbon, Portugal.
The vibrant vineyards engulf the Douro river region, with the stunning, hilly landscape flowing throughout the Porto region, Portugal.
A historic, yellow tram travelling down the, colourful, tidy streets of Lisbon on a beautiful day in the city in Portugal.
The vibrant, beautifully arranged tea plantation of Gorreana, on the island of São Miguel, the Azores, Portugal.
Early sunrise beyond the Luís I Bridge, as the cities warm lights reflect onto the smooth Douro river of Porto, Portugal.
The dramatic cliffs off of the coastline of Flores, with waves crashing onto the rocky shores on an overcast day over the islands of the Azores, Portugal.

Extraordinary Portugal: Lisbon, the Azores & Porto

10 nights from $5,003pp

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This 11-day adventure combines the classic highlights of the mainland with the untamed landscapes and remote beauty of the Azores. Discover historic treasures in Lisbon and Porto, the flamboyant architecture of Sintra’s Pena Palace, and delve into the mainland’s wine regions and Michelin-starred restaurants. Contrast that with a trip over the Atlantic to explore the natural wonders and mesmerising nature of the Azores on this bespoke tour around some of Portugal’s most extraordinary places.

Highlights of our Luxury Wine Tour Across Portugal

  • Discover two unique wine regions with vineyard tours and tastings in the tiny DOC of Colares and the UNESCO-listed Douro Valley.
  • Tour historic Lisbon with a private guide and enjoy a self-guided adventure around picturesque Porto.
  • Venture into the mid-Atlantic by boat in search of whales, dolphins and seabirds.
  • Marvel at dramatic volcanic landscapes, lush forests, gushing waterfalls and pristine natural parks in São Miguel.
  • Learn how to prepare a traditional Azorean meal with a market tour and cookery class.
  • Dine in two of Portugal’s finest Michelin-starred restaurants, Epur in Lisbon and Casa de Chá da Boa Nova in Porto.
Delicious pastel de nata, a Portuguese custard dessert, being removed from the baking tray, ready to eat, Portugal.

Day 1: Arrival in Lisbon

Upon arrival at Lisbon Airport, you’ll be met by your private driver and whisked to your city centre hotel. Refresh after your journey and, depending on your arrival time, take a stroll to familiarise yourself with this historic city. You might like to wander the quaint alleyways of Alfama or relax in a streetside café with a coffee and a pastel de nata, Lisbon’s famous flaky pastry and egg custard tart.

In the evening, we can offer restaurant suggestions or arrange a table at an authentic fado show.

The colourful Pena Palace, stood amongst the verdant hilla in the Sintra mountains, near Lisbon, Portugal.

Day 2: Wine Tours and Tastings in Colares Wineries

Discover Atlantic-influenced wines and fairy-tale castles on today’s full-day tour. Your private driver will take you to Colares, a tiny DOC squeezed between the Sintra Mountains and the Atlantic Ocean. Learn about the unique terroir and wines of Europe’s most westerly wine region with two winery tours and tastings, including Adega Viúva Gomes, a revered, family-run winery in Almoçageme.

Following lunch in one of our favourite spots, take a trip back in time as you explore magical Sintra, a former summer retreat for Portuguese nobility. Prepare to be awed as you wander around the Pena Palace, a flamboyant, hilltop palace wrapped in verdant forest.

The stunning Tower of Belém, standing tall over the mirroring waters, perfectly reflecting the sunset with it, in Lisbon, Portugal.

Day 3: Guided Tour of Lisbon Before a Michelin Star Dinner

Get acquainted with the rich history and stunning beauty of Portugal’s capital city on a guided tour of Lisbon. Ascend some of Lisbon’s seven hills for mesmerising views from its famed miradouros, ride the Number 28 tram, explore the quirky neighbourhoods of Alfama and Bairro Alto, and visit the magnificent Praça do Comércio.

After lunch, extend your tour to Belém to discover two UNESCO sites, the Jeronimos Monastery and Belem Tower, and sample the original Pastel de Belém in the place where they were invented.

Round off your Lisbon stay with dinner at the Michelin-starred Epur in Chiado, famed for its simple European cuisine served with maximum sophistication.

The Arnel Point Lighthouse, stood over the dramatic waters crashing into the rocky cliffs below, with the tall, lush cliff face in the distance, on the island of São Miguel, the Azores, Portugal.

Day 4: Arrive at the wild islands of the Azores

Time for a total change of scenery, as you travel to the far-flung archipelago of the Azores, a collection of wild islands over 900 miles from mainland Portugal. Your base for the next four nights is the lush island of São Miguel, the largest island, renowned as a nature lover’s paradise.

Check into your hotel in the charismatic city of Ponta Delgada and enjoy some leisure time to explore your surrounds. For a tasty introduction to Azorean cuisine, dine at Saca-Rolhas, a traditional taverna celebrating the island’s natural bounty.

A large, lush green mountain towering over the steaming Furnas Caldera on a beatiful day on the island of São Miguel, in the Azores, Portugal.

Day 5: Tour the Stunning Landscapes of São Miguel

Today your private driver will collect you for a full-day guided tour of the eastern half of São Miguel. Journey along the scenic south coast to explore the dramatic volcanic landscapes of Furnas, one of the island’s oldest calderas. Take a dip in the hot springs and geothermal pools, before enjoying a lunch of Cozidos, a stew cooked in the heat of the volcanic soil.

Continue around the Nordeste, a wild, forested area with dramatic sea cliffs and stunning viewpoints, before stopping to witness gurgling streams, towering waterfalls and lush vegetation in the Ribeira dos Caldeirões Park. Finally, head to Gorreana, Europe’s oldest tea plantation, to observe the tea production process from harvesting to packaging.

The tail of a whale splashing back into the vast, blue waters of the Azores, Portugal.

Day 6: Go Whale Watching in the Atlantic Ocean

Your day begins with an unforgettable nature experience: a dolphin and whale watching boat trip. Thanks to its location in the Atlantic Ocean, the Azores are an oasis of marine life, with over 28 cetaceans including sperm whales, blue whales, fin whales and many dolphin species passing the islands throughout the year.

In the afternoon, your private driver will whisk you west to visit one of the most emblematic places on the island. Officially listed as one of the ‘seven wonders of Portugal’, Sete Cidades comprises twin blue and green lakes set in the caldera of an ancient volcano. The viewpoint, ‘Vista do Rei’ offers a picture-perfect view over this majestic landscape.

The Black and white painted structures of Ribeira Grande, contrasting with the vibrant greenery, mountains and sky surrounding them, on the island of São Miguel, in the Azores, Portugal.

Day 7: Enjoy a Market-to-Table Azorean Cooking Experience

Discover the secrets of Azorean cooking at this morning market visit and cookery class. The experience begins with a wander around the Mercado da Graça where you’ll learn about the island’s produce and shop for ingredients. Then return to the chef’s private home for a hands-on cookery lesson, plus a tour of her farm and garden. This market-to-table experience concludes with an authentic, home-cooked Azorean meal, while sharing stories with the chef and fellow cooks.

The rest of the day is yours to explore at leisure. We suggest a wander around the charming city of Ponta Delgada, where narrow cobbled lanes are lined with colourful houses and traditional churches overlook picturesque squares.

The colourful hillside buildings of Porto beyond the rabelo boats comfortably cruising on the Douro River on a beautiful day in Portugal.

Day 8: From Azores to Porto

It’s time to return to the Portuguese mainland and the delightful, laidback city of Porto, nestled at the mouth of the Douro River.

You’ll be met at the airport and transferred to your city hotel, where you can refresh after your journey and enjoy some leisure time to explore your surroundings.

A quaint alleyway scene in Porto, Portugal, with the old, colourful buildings squeezed together.

Day 9: Explore the Picturesque Sights of Porto

Today you’ll head out on your own to immerse yourself in the rich history and picturesque neighbourhoods of Portugal’s second city. Stroll through the cobblestone lanes of the UNESCO-listed Ribeira district and admire breathtaking views over the Douro. Witness soaring Gothic churches and tease your senses as you peruse the bustling stalls of the Mercado de Matosinhos, a local market renowned for its excellent seafood.

If you have time, squeeze in a visit to Livraria Lello, one of the world’s most beautiful bookshops. Then round off your day with dinner at the sublime two-Michelin-starred Casa de Chá da Boa Nova, savouring exquisite seafood with a sensational sea view.

Sunset beyond the stunning landscape of the Douro valley, with the hills covered head to toe with the lush vineyards of Porto, Portugal.

Day 10: Wine Tasting in Douro Valley Vineyards and Cellars

The final stop on your Portuguese adventure is a full-day tour through the UNESCO-listed landscapes, port lodges and boutique wineries of the Douro Valley. Admire steep, terraced vineyards clinging to the banks of the river as your wind your way inland, stopping at several viewpoints.

Along the way, you’ll visit a famous port lodge and two boutique wineries to tour the vineyards and cellars, and sample some of their famed vintages. The tour includes lunch at a traditional Portuguese restaurant in the characterful riverside town of Pinhão, before a relaxing river cruise offers a different perspective on this panoramic landscape.

A verdant vineyard field beneath the blue sky and white clouds in the region of Ribera del Duero In Castilla, Spain.

Day 11: Your Final Day in Portugal

Your 11-day journey around Lisbon, Porto and the Azores concludes today. If you’re not ready to head home, why not ask about extending your journey? You could head south to the dreamy beaches of Comporta or follow the river east into Central Spain to discover the Ribera del Duero wine region.

Where You Could Stay in Portugal

A dramatic view down at a small, lonely building amongst the vineyards growing throughout the hilly landscape overlooking the Douro River, Porto, Portugal.
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