View of the city and castle of Alfama São Jorge, Lisbon

Highlights of Portugal in Two Weeks: Lisbon to Porto

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Lisbon, Sintra, Ponta Delgada, Porto...

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Suggested Duration

14 Days

Steeped in history and filled to the brim with beauty and charm, Portugal is a country that captures the heart and never lets go. On this 14-day luxury tour, you will see unforgettable sights with metropolitan flair, including Lisbon’s Alfama and Chiado districts and the primo spots in Porto. Then, be whisked away to the peaceful, sun-draped shores of the Azores. This unforgettable two-week adventure offers you the best of both worlds, pairing an idyllic island getaway with stunning city experiences....

Customizable Itinerary

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Trip Highlights

  • Lose yourself amid the winding streets of Lisbon’s charming Chiado, Bairro Alto, and Alfama district
  • Marvel at the jaw-dropping highlights of Portugal’s capital city that abounds with winding, cobblestone streets and charming cafes
  • Hover over the stunning landscape of Lisbon’s rolling hills as you float your way through the brilliant, blue Portuguese skies on a private helicopter ride
  • Travel back in time as you witness the old-world charm of Porto with a private, guided tour that winds through the charming city side streets to uncover historical wonders beyond comparison
  • Immerse yourself in the hauntingly beautiful lyrics and mesmerizing music of an authentic Portuguese Fado performance
  • Delve into a real-life fairytale as your roam around romantic Sintra, wandering amid idyllic castles and stunning scenery
  • Delight your palate as you dive into the inner workings of all things wine on a delicious private wine tour of the Douro Valley
  • Take a pinch of flour and a handful of haute couture cuisine as you try your hand at concocting the perfect Portuguese pastry during a private baking class with a local master chef
  • Escape the Mainland for a luxurious Azores getaway, which is the perfect island paradise to relax and rejuvenate your body and soul

Detailed Description

A country characterized by a rich history, stunning scenery, and fascinating culture, Portugal practically begs to be explored. From charming fishing villages that are filled with cobblestone streets to metropolitan cities that sizzle when the sun goes down, Portugal provides a little bit of something for every luxury traveler. Whether you are seeking a restful world away from your everyday hustle and bustle, or you are looking to launch yourself into the luxurious and enticing energy of one of Europe’s most vibrant countries, this 14-day luxury tour is designed to give you the best of both worlds and bring a smile to your face while doing so.

Begin your luxury vacation spending several days in Lisbon. As Portugal’s capital city, it is no wonder that Lisbon offers near endless sights to see, but rather than explore them all on foot, you will have the amazing once-in-a-lifetime opportunity to view the city sights and stunning riverside scenery from aboard a luxury catamaran cruise. Also, while in Lisbon, you will have the chance to try your hand at creating an authentic Portuguese pastry under the expert tutelage of a Master Chef. You will then be whisked away via private transfer to a two-day adventure in which you will explore Sintra and Cascais, a land of fairytale castles and sun-dappled beaches.

After your luxury side-jaunt to Sintra, hop over to the Azores where you will spend several days being romanced and refreshed by the peaceful island mentality that can only be described as pure magic. From your base in the main town of Ponta Delgada on Sao Miguel, you will journey all over the island. Whether getting pampered on a spa day among the pristine natural thermal pools in Furnas, witnessing jaw-dropping waterfalls, kayaking or cycling around Sete Cidades, or exploring working tea and pineapple plantations, you will need to pinch yourself to believe that this idyllic archipelago in the middle of the Atlantic is actually real. It is truly that beautiful.

Finish your handcrafted tour with a few days in Porto, where you will enjoy a luxury wine tour of the Douro Valley with an expert sommelier. Then, you will explore the winding streets and beautiful sights of one of Portugal’s hidden gems. Each night, you will stay in luxury accommodations, be absolutely cared for with private transfers to and from specified destinations and airports, and will have every detail of this deluxe tour catered for you with you in mind.

Starting Price

$3,635 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.93 stars based on 1016 reviews.

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"I loved everything, from planning my trip to the great...

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"I wouldn't change a thing that our agent and her crew planned!...

Reviewed By Andrea L.

Portugal Luxury Tour Review: Lisbon, Porto, Algarve, Sintra,...
"We enjoyed our trip, even though the weather did not cooperate....

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"I cannot say enough good things about our travel company...

Reviewed By George M.

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"...everything went exactly as planned thanks to Filomena...

Reviewed By Anne B.

Portugal Luxury Trip Review: Lisbon, Porto, Douro River...
"I would rate this as one of our best family vacations –...

Reviewed By George T.

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