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Lisbon, Douro Valley & Porto

Portugal Cultural Walking Adventure

7 DaysStarting at $5,995


This is how it feels to be royalty. Funded by centuries of discovery and empire, Portugal has more regal grandeur than any other country we know. Of course, the great cities of Lisbon and Porto are rich with imperial landmarks. Your  hotels  here  are  some  of  the  most  splendiferous  anywhere.  But  Portugal  also  has  more  hours of sunshine a year than any other European  country, perfect  for  exploring.  So you’ll taste the country’s treasured port wines on walks in the mountainous vineyards where they’re born. On a glorious coastal trail, you’ll face the churning surf that Henry the Navigator conquered to explore Africa and the New World. And you’ll come face to face with the Portuguese people from cork artisans to winemakers. You’ll get a true feel for the unique tempo and personality of this kingdom by the sea.

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Classic Journeys provides unbeatable access to experiences around the globe.”
Travel + Leisure


  • Meet in Lisbon, one of Europe's most colorful capitals, with its pastel buildings and red roofs, for a guided walk to see the city's landmarks, including Belém Tower, and Jerónimos Monastery.
  • Set off on an exploration of Pena National Palace from our luxury hotel in Sintra, situated in a national park.
  • Follow dinosaur footprints for walk that offers beautiful coastal views.
  • Experience what it would be like to have Stonehenge to yourself, as we visit the finest Neolithic stone formation on the Iberian Peninsula where we explore standing stones more than 8,000 years old.
  • From our convent-turned-five star hotel in Évora, enjoy a nature walk along Aqueduct de l'Agua de Prata, before visiting a working cork factory.
  • Savor a wine tasting and picnic under cork wood trees.
  • Head north to the Douro Valle, Portugal's lushest region, to explore a beautifully-sited castle before we visit with a clay artisan in his workshop.
  • Cruise on the Douro River in a traditional Portuguese Rabelo boat and walk among vineyards followed by a wine tasting and picnic of local specialties.
  • Visit the seaside city of Porto, where Port wine originated, to take in the sights and meet local fishermen.


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  • Starting Point:

    Lisbon – 1:30 pm – Lobby of Lisboa Plaza Hotel
  • Ending Point:

    Porto – 1:00 pm – Campanhã train station

Why Choose Classic Journeys

Travel + Leisure has awarded Classic Journeys the #1 World's Best Tour Operator multiple times and says, "Classic Journeys provides unbeatable access to experiences around the globe." Here's what that access means for you.

  • Experience the world on foot and at eye level. Each day, join your guide on the most cinematic footpaths in the region.
  • Exceptional full-time local guides who become your well-connected friend. Our amazing guides are with you throughout each day of the tour, share their lifelong connections as well as engaging anecdotes about the history and culture of the region.
  • Small groups that provide you unrivaled access. An average of fewer than 10 guests per departure means we can offer you special access to sites like Stonehenge so you experience the stone circle when it's closed to the general public, a guided visit to Zion Narrows that other companies cannot arrange because of larger group sizes, and vineyard walks with a count and countess in Tuscany.
  • Award-winning hotels are waiting for you at the end of every day. Luxuriate in the finest and most distinctive accommodations in the region you're exploring, including rainforest lodges, 16th century villas, and award-winning properties that show up on World's Best and Gold lists.
  • Eat like (and with) the locals. Food is a foolproof way into the hearts, homes and history of the places you visit with us. From gourmet picnics to coveted local restaurants, our meals offer you opportunities to explore native food traditions and fine dining.
  • Handcrafted itineraries with all activities included. With our long-term friendships, we know our walking tour regions more personally than anyone else. So you get thoughtfully curated itineraries that combine explorations of the villages, organic farms, archeological sites and the people who know them best.
  • Sustainable travel that supports the places you're visiting. We put our local currency into the pockets of the people who live where we travel. It's your guarantee that you'll have authentic, up-close experiences on your trip. Best of all, our person-to-person approach helps sustain their ways of life.



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Dates & Prices

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Family Departure

Select our “Family Departure” to travel with other families.


The Vintage House Hotel in Portugal

The Vintage House Hotel

The hotel enjoys an idyllic and tranquil riverside location at Pinhão in the heart of the Douro Valley. The Douro is one of Europe’s oldest and most beautiful wine regions, a breathtaking landscape enjoying UNESCO World Heritage status.

Penha Longa Resort

Located in a 545-acre national park, this luxurious hotel’s plush guest rooms offer breathtaking views of the mountainscape. Facilities include a spa and 27 holes of fine golf on courses designed by Robert Trent Jones, Jr.

Convento Do Espinheiro

With its fascinating history and authentic charm, Convento do Espinheiro is a 15th-century convent, considered a national monument, where important nobles throughout history helped shape Portugal's destiny.

What’s Included

  • Award-winning boutique hotels that provide you unlimited access to the people and places, culture and history you came to experience
  • All breakfasts, 1 lunch, and 5 dinners
  • Full-time experienced guide(s) who are with you throughout the trip and handle behind-the-scenes logistics
  • Admissions to scheduled events as noted in the detailed daily itinerary
  • Gratuities for hotels, meals, and baggage
  • All land transportation during the trip

Above & Beyond Benefits

Invisible Check-In

  • When your group arrives, we whisk you and your bags to your room immediately. No waiting – no tipping.

Wine on Us

  • In many regions, we uncork wonderful local wines at every dinner, compliments of Classic Journeys.

Perfect Pairings Dinners

  • A special dinner prepared by one of our favorite chefs with a procession of wines tailored to each course.

Privileged Access Events

  • One-of-a-kind access to remarkable people, places and activities arranged just for you.

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