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Portugal walkers in the countryside
Lisbon, Douro Valley & Porto

Portugal Cultural Walking Tour

7 DaysStarting at $6,595
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Overview

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.

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

Itinerary Highlights

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• Explore Lisbon, one of Europe's most colorful capitals, with its pastel buildings and red roofs, on a guided walk

• Get 'Only with Classic Journeys' access on a private exploration of Pena National Palace when it is closed to the public

• Join an olive oil maker on a walk through centuries-old olive trees to a tasting of his family’s award-winning oils

• From Évora, enjoy a nature walk along Aqueduct de l’Agua de Prata, before visiting a working cork factory

• Explore the cobblestone streets of the fairytale castle of Marvao

• Walk with shepherds in the foothills of the Serra da Estrela mountains to their quinta where they make some of the finest cheese in Portugal

• Cruise on the Douro River in a traditional Portuguese Rabelo boat

• Walk among vineyards followed by a wine tasting and a gourmet dinner of local specialties under corkwood trees

• Visit the seaside city of Porto, where Port wine originated, to take in the sights and meet local fishermen

 

Download Full Daily Itinerary

Map

  • Starting Point:

    Lisbon – 1:30 pm – Lobby of The Ivens Hotel

  • Ending Point:

    Lisbon – 8:00 pm – Lisbon
Itinerary Map

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Walking Level

  • Daily Mileage Options: 2-8 miles

  • Route Notes:

    The terrain on this trip includes a mix of paved and cobblestone streets in Lisbon, Porto, and Evora; as well as well-maintained countryside and coastal trails; and terraced vineyard and shepherds’ paths of compressed dirt and stone. The footpaths offer a selection of level, rolling and hilly terrain with some elevation gain and loss.
To See Mileage Daily, Download Full Itinerary

Dates & Prices

The earlier you book, the more options you’ll have and the lower your price. Secure your spot with a deposit of just $500 per person at the time of reservation. Plus, you can always change your mind — there’s no fee to transfer to a different trip before your final payment is due. Talk with one of our travel experts at 800-200-3887.

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Family Departure

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

Hotels

We spend years cultivating personal relationships with our hoteliers to provide you thoughtfully selected accommodations that reveal the true character of the region. Here is a sampling of our favorite hotels on this tour. 

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.

The Ivens

A show of colonial Portuguese sophistication and style, this Chiado neighborhood hotel boasts inspired rooms, artistic touches, and a lively jazz club.

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.

Quinta De Ventozelo

The Quinta De Ventozelo is more than a hotel, as this farm and wine estate offers immersive experiences in the Douro Valley. With charming accommodations and upscale amenities, this beautiful property is surrounded by nature for an unforgettable stay.

What’s Included

  • Meals: All breakfasts, 1 lunch, and 5 dinners.
  • Hotels: Award-winning boutique properties, thoughtfully selected for their exceptional location, design, history, and regional character.
  • Tour Leader(s): Expert guides who are your well-connected local friends and provide you access to people and places you wouldn’t find on your own.
  • Supplemental Experts: Additional regional guides and specialists on select tours.
  • Transportation: All land transportation as listed in the daily itinerary, including fares for trains, ferries, and other modes of travel.
  • Perfect Pairings Dinner: 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 experiences arranged just for you, as noted in the daily itinerary.
  • Admissions & Entry Fees: Entry to tastings, historic sites, and other scheduled activities listed in the daily itinerary.
  • Baggage Transfers: Upon arrival, we whisk you and your bags directly to your room—no waiting, no tipping.
  • Gratuities: All gratuities at hotels, restaurants, and for baggage handling.
  • Dedicated Guest Services Coordinator: Your pre-trip concierge and tour expert, available to answer questions and ensure you’re fully ready to get the most out of your tour.
Not Included: Tour Leader gratuities, travel to and from your trip’s start and end points, and any meals or activities taken independently.

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 Douro and Alentejo valleys.
  • Exceptional full-time local guides who become your well-connected friend. Our amazing guides are with you throughout each day of the tour, sharing their lifelong connections as well as engaging anecdotes about the history and culture of Portugal.
  • Small groups that provide you unrivaled access. An average of 10 guests per departure means we can offer you special access to sites like Pena Palace so you experience Portugal’s most visited site when it’s closed to the general public, a private gourmet dinner in a vineyard, and a private boat cruise on the Douro River that other companies cannot arrange because of larger group sizes.
  • Award-winning hotels are waiting for you at the end of every day. Luxuriate in the finest and most distinctive boutique accommodations in the Douro and Alentejo valleys
  • Eat like (and with) the locals. Food is a foolproof way into the hearts, homes and history of Portugal. 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 Portugal 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 in Portugal. 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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FAQs

Where in Portugal is best for walking?
Portugal’s best walking is in the countryside—think the sun-dappled Douro Valley vineyards, the rolling hills and cork forests of the Alentejo near Évora, and dramatic coastal trails beyond Lisbon. With Classic Journeys, you’ll walk for a few hours each day through cinematic landscapes, meet local artisans, and stay in boutique hotels you’d never find on your own.
What is Portugal known for?
Portugal is known for its world-class wine, sunlit coasts, vibrant traditions, and the soulful landscapes of the Alentejo. With Classic Journeys, you walk into the heart of it all—sharing meals with locals, exploring hidden villages like Évora, and staying in boutique hotels you’ll dream about long after you return.
Do you tip your tour guides in Portugal?
Tipping isn’t required in Portugal, but if your guide makes your journey extra special, a small thank you is always appreciated. Your Classic Journeys team is happy to suggest customary amounts if you’d like advice.
Can you speak English in Portugal?
You’ll find English spoken widely in Portugal’s hotels, restaurants, and sights. And with your bilingual Classic Journeys guide—your well-connected friend—every conversation becomes a doorway to deeper connections.
What is the best tour company for Portugal?
If you want the most genuine and immersive walking tour in Portugal, Classic Journeys is your answer. You join small groups, explore UNESCO sites, share meals with winemakers, and walk into places and moments—like the medieval streets of Évora—you simply couldn’t reach on your own.
Where to go in Portugal?
Don’t miss Lisbon, Sintra, the Douro Valley, Porto—and especially the Alentejo region with its rolling countryside and the enchanting city of Évora. On your Classic Journeys adventure, you’ll share vineyard lunches, stroll dramatic coastlines, wander medieval streets in Évora, and meet the artisans who make Portugal unforgettable.
Is Portugal safe?
Portugal is one of Europe’s safest destinations. With Classic Journeys, you relax knowing every detail—from boutique hotels to seamless transport—is handled, so you can simply savor the adventure.