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Eight Day Portugal Itineraries

Break free from the typical European vacation and embrace the abundant charm that flows through Portugal. Admire narrow cobblestone streets that compose the historic cities, charming countryside villages frozen in time, and a culture that never ceases to be genuine. Discover a new perspective of Portugal with an 8-day itinerary from Zicasso.

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Family exploring the Benagil Caves in Algarve, Portugal

8 Day Trip IdeaFrom $3,200

Adventurous Family Discoveries of Portugal Tour

Lisbon, Sintra, Lagos
Lisbon skyleline at sunrise, Portugal.

8 Day Trip IdeaFrom $3,200

Portugal’s Most Romantic Excursions: Intimate 8-Day Vacation

Lisbon, Setubal, Porto Santo Island
Double Lake Lagoa das Sete Cidades, Sao Miguel, Azores, Portugal

8 Day Trip IdeaFrom $3,200

Private Hidden Treasures of Portugal Tour

Lisbon, Porto Covo, Ponta Delgada, Horta
Family of dolphins in the Azores, Portugal

8 Day Trip IdeaFrom $2,600

Gems of Portugal: Adventurous Azores Vacation for Families

Azores, Sao Miguel Island, Ponta Delgada, Ferraria, Fogo +7 more
Vineyards of the Douro Valley in Portugal

8 Day Trip IdeaFrom $7,200

Luxury Porto and Douro Valley Wine Tour

Porto, Cima-Corga, Pinhao, Quinta
Church of Bon Jesus do Monte, historic center of Braga, Portugal

8 Day Trip IdeaFrom $3,200

Uncovering Portugal’s Storied Past: 8-Day History and Cultural Tour

Porto, Ponte de Lima, Coimbra, Tomar, Evora +1 more

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  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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8 Day Trip IdeaFrom $2,600

Food and Wine Tour of Portugal

Lisbon, Estremoz, Évora, Portel, Algarve
Praca Luis de Camoes square in Lagos Portugal Algarve Region

8 Day Trip IdeaFrom $3,200

Exploring Portugal’s Stunning Coastlines: Active Senior Vacation

Faro, Vilamoura, Lagos
Fairy palace Pena, romantic castle in Sintra, Portugal

8 Day Trip IdeaFrom $2,600

Portugal Photography Tour: Charming Towns to Scenic Landscapes

Lisbon, Sintra, Lagos, Porto
Capela do Senhor da Pedra, a small church on the shore, Porto, Portugal

8 Day Trip IdeaFrom $2,600

Best of Portugal: Porto, Lisbon, Sintra, Albufeira Tour

Porto, Lisbon, Albufeira
Typical street of Obidos a medieval fortified town in Portugal

8 Day Trip IdeaFrom $3,200

Romantic Getaway to Portugal Tour

Lisbon, Porto, Douro Valley
Large golf course in Algarve, Portugal

8 Day Trip IdeaFrom $3,200

Southern Portugal Golf Escape & Relaxation Itinerary

Faro, The Algarve

4.9

Reviews of Zicasso's Eight Day Portugal Itineraries

Based on 210 verified traveler reviews.

Portugal Travel Review: Lisbon, Sintra, Nazare, Coimbra, Douro Valley, Azores, Porto, 16-Day Tour
"We thoroughly enjoyed our trip. Zicasso’s travel agency did a great job of arranging gorgeous hotels and top-notch tour guides."

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Portugal Family Tour Review: Lisbon, Sintra, Evora, Porto, Algarve, Madeira, Douro Valley, Cooking Class, Tile-Painting Workshop, 13 Nights

The travel agent from Zicasso's tour company planned for my family of four the most spectacular and luxurious two-week trip around Portugal. We traveled to and enjoyed the highlights of Lisbon, the romantic architecture in Sintra, the incredible history of Évora, the beautiful coastline of the Algarve, the laid-back atmosphere and gorgeous scenery of Madeira, the beautiful, historical, bustling city of Porto, and the stunning scenery of the Douro Valley. 

The travel agent's suggestions and bookings were all perfectly aligned with what we envisioned and the accommodations booked were all beautifully appointed and family-oriented – five-star hotels that catered to the entire family, with indoor pools and kids greeted with backpacks and toys at the door, and nightly treats on pillows.

The tour guides booked were all very knowledgeable and kind. They were patient with my two- and four-year-olds, and taught us all so many new, amazing things.

Every day was a highlight, but I would say my girls really enjoyed the tile painting as well as the pastel de nata-making workshops.

My husband and I really enjoyed Évora and Sintra, and truly seeing the beauty and history of it all.

We absolutely fell in love with Portugal, the culture, and the food. My only regret is not having more time so we could’ve seen the Azores as well and stayed even longer. 

We so look forward to this travel agent planning us another perfect vacation in the near future!

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Portugal Trip Review: Lisbon, Évora, the Dao Valley, the Douro Valley, Porto, Sunset Sail, Fado, Cathedral, Cork Trek, Wine Tasting, Monastery, Hiking, Port Tasting, 16 Nights

Our Zicasso travel agent curated a private tour for the six of us, including the perfect mix of historical, gastronomical, wine, and cultural experiences. 

We stayed in Lisbon, Évora, the Dao Valley, the Douro Valley, and Porto. We traveled in a comfortable Mercedes van and, to break up our trips, we stopped at amazing sites along the way as we traveled from city to city. 

Some of our favorite things were a private sunset sail in Lisbon, a fado dinner, the Évora Cathedral, a cork trek and wine tasting in Alentejo, the monastery at Batalha, wine tastings in Santar (Dao Valley), a boat ride on the Douro, wine tastings and hiking in the Douro Valley, the Bom Jesus shrine in Braga, the Port tasting and dinner in Porto, and multiple pastry tastings along the way. 

Our guides were fantastic. They were attentive, on time, and very knowledgeable about the history and culture of each place we visited. 

There were very few issues on our 17-day tour, which was literally one of the smoothest and best-curated trips we have ever had. We will use our travel company and agent again as we intend to go back to Porto and the Douro Valley.

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Portugal Tour Review: Fatima, Algarve, Porto, Douro Valley, Quintas, Wine, Local Cuisine, Fado, 2-Week Trip

Overall, our itinerary, meals, excursions, drivers, and tour guides in Portugal were top-notch. Our first two hotel accommodations in Porto and the Douro Valley did not meet our expectations. The first one was extremely small and poorly lit; the second one was very isolated and difficult to get around. After that, the hotels improved substantially.

All communication with our Zicasso travel agent was done by text or phone.

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Spain, Portugal Trip Review: Lisbon, Porto, San Sebastian, Barcelona, Seamless Travel, Wine, 10 Nights

My wife and I have been lucky enough to travel to many places around the world, but our April 2025 journey organized by Zicasso's tour company was easily one of the best. Our agent and her team thought of every detail. All we had to do was show up and enjoy these two beautiful countries!

We went to Four cities: Lisbon, Porto, San Sebastián, and Barcelona. The itineraries were thoughtfully planned to give us great experiences without wearing us out too much. And the guides in each city were fun, knowledgeable, and engaging. The transportation was always easy and on time, and the hotels were top-notch.

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Portugal Travel Review: Lisbon, Porto, Douro Valley, Belem, Evora, Chapel of Bones, Sidecar Tour, History, Tuk-Tuk Tour, 9 Nights

We had a great time on our trip and were thrilled with the service Zicasso’s tour operator provided. We had a few snafus during our trip – weather, the country-wide blackout, and a forgotten passport – but our agent was on top of it and made sure we were taken care of so we could continue the enjoyment of our trip without worry.  

We particularly loved our guide in Lisbon – she was fantastic, with just the right balance of history, fun, and energy. And even though in Porto we had a very rainy day, we went forward with our sidecar tour with our guide. He was a total joy to hang out with and even in the rain, we had a great time. We felt like locals as he brought us to some of his favorite places. 

The Douro Valley trip was also fantastic with our guide, who was very knowledgeable and kind.  Even the transfer drivers who were arranged for us were spectacular. There was not one failure in customer service. 

The hotels in Lisbon and Porto were also excellent – great choices and so comfortable. All in all, I recommend Zicasso’s travel company and agent to plan anyone’s trip! You can’t go wrong!

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