Pena National Palace, Portugal
29,000+ Verified Traveler Reviews

Two Week Portugal Itineraries

Your immersive journey to Portugal starts here. Discover colorful cities eager to display their beauty, small coastal towns blooming with cultural experiences, and immaculate countrysides in between. Be consumed by intoxicating energy as you travel through Portugal on a 2-week itinerary. With Zicasso, your ideal vacation will come to life.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

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

14 Day Trip IdeaFrom $4,600

Highlights of Portugal in Two Weeks: Lisbon to Porto

Lisbon, Sintra, Ponta Delgada, Porto, Furnas +5 more
City of Porto in Portugal

13 Day Trip IdeaFrom $9,800

13-Day Classic Portugal Tour: Lisbon, Castles, Wine Country & More

Lisbon, Sintra, Alentejo, Évora, Crato +8 more
Alentejo is a legendary wine-growing region in Portugal

14 Day Trip IdeaFrom $4,600

Portugal Wine Tour: Lisbon, Evora, Douro Valley, Porto

Lisbon, Evora, Dao Region, Porto, Douro Valley 
Stunning views of Lisbon's waterfront and Belém Tower.

14 Day Trip IdeaFrom $4,600

Romantic Two-Week Getaway to Portugal & Azores

Lisbon, Sintra, Chiado, Alfama, Bairro Alto +2 more
The central square of Nazare, Portugal.

14 Day Trip IdeaFrom $6,000

Portugal Adventure Vacation for Families with Teens

Batalha, Lisbon, Porto, Lamego, Belmonte +2 more
Lighthouse Ponta da Ferraria San Miguel, Azores

14 Day Trip IdeaFrom $4,600

Seven Island Portugal Escape: Azores and Madeira Vacation

Madeira, Azores, Funchal, Camara de Lobos, Cabo Girao +27 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  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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Colorful skyline of Porto in Portugal

14 Day Trip IdeaFrom $4,600

Stepping into Portugal’s Storied Past: Two Week Historical Tour

Lisbon, Sintra, Cascais, Obidos, Tomar +4 more
Cathedral in the ancient city of Evora in Portugal

14 Day Trip IdeaFrom $4,600

Portugal for the Seasoned Traveler: 14-Day Vacation

Porto, Aveiro, Tomar, Nazare, Ericeira +4 more
Mixed Portuguese traditional rustic tapas food

12 Day Trip IdeaFrom $4,700

Ultimate Portugal Food and Wine Tour

Porto, Douro Valley, Obidos, Lisbon, Trancoso +1 more
Sunny view of Angra do Heroismo, Terceira Island, Azores

14 Day Trip IdeaFrom $4,600

Best of Azores: Magical Atlantic Island Tour

Azores, Flores, Santa Cruz, Corvo, Faial +6 more
Jeronimos Monastery, Lisbon, Portugal

14 Day Trip IdeaFrom $4,600

Leisurely Portugal Tour for Seniors: Lisbon, Porto and Madeira

Lisbon, Belem, Baixa, Sintra, Porto +4 more
Abandoned Fortress and Lighthouse on Berlenga Grande Island, Berlenga Nature Reserve, Portugal

14 Day Trip IdeaFrom $4,600

Family-Friendly Vacation to Portugal: Lisbon to Porto

Lisbon, Porto 

4.9

Reviews of Zicasso's Two Week Portugal Itineraries

Based on 1413 verified traveler reviews.

Henry A.
Spain, Portugal Tour Review: Sevilla, Malaga, Food Tours, 3-Week Trip

Zicasso’s travel company took care of all our needs and if we needed to make changes or find reservations at great restaurants, they responded quickly and set us up in some fantastic restaurants.

The guides and drivers were all super-knowledgeable and nice. We would definitely use the travel company again for trips to Portugal and Spain, and also use Zicasso to help us find tour companies in other countries.

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Peggy C.
Spain, Portugal Travel Review: Douro Valley, Ronda, Sagrada Familia, Picasso Museum, Flamenco Show, Bullring, Bull Farm, Vineyard, River Cruise, 17-Night Trip

Zicasso’s travel company designed a fabulous 17-day Spain and Portugal tour for us. It was a pleasure to work with our travel specialist during the entire design process. First, the travel specialist spent time talking to us over the phone so she could get to know what each of us wanted to get out of the trip. Armed with that information, she was able to come up with a recommended agenda. We went back and forth a few times until she designed a trip that suited both of our interests. This trip turned out to be the perfect balance between learning about the history of the area, experiencing the culture, and enjoying our surroundings in rural and urban environments.

The week before we left on the tour, we reviewed our entire trip with the travel specialist over the phone. She wanted to answer any questions we may have had and to make sure we understood how to use our trip app. The trip app made it easy to see what we were doing each day. It contained descriptions of each tour and what was significant about the sites we were visiting. We had access to all our tickets through the app. There were Google Map links, so we could easily navigate to the location we needed to be. Recommendations for various restaurants and other things to do in the area were also included in the app.

The travel specialist provided her contact information and back-up contacts in case we needed anything during our trip. She made it clear to us that if our guide or driver was more than five minutes late to contact her. The travel company was there to support us 24/7.

The travel specialist pays attention to details. I highly recommend the travel company for designing a trip to Spain and Portugal.

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David B.
Spain, Portugal Trip Review: Douro Valley, Cordoba, Toledo, Madrid, Sagrada Familia, Park Guell, Casa Batllo, Alhambra, 18 Days

It is hard not to be overly effusive in praise of the trip. The hotels, travel, guides, and itinerary were all wonderful. The trip was tailored to our needs and interests very well. We loved our app and Zicasso’s travel specialist checking in on us.

So what were the favorites for me? The Douro Valley, Córdoba, and Toledo. Not saying that I did not enjoy all the rest, but those were the standouts and might merit a return. I think being there during the Christmas season was special, though the crowds in Madrid were a little much for us. It was colder than we expected, but better than sweltering heat.

So what could I have lived without? The Metropol Parasol (recommended by someone else, not the travel company) was underwhelming and the Royal Palace in Madrid was not as interesting as other landmarks. The Alhambra and the Retiro Park in Madrid were more enjoyable.

That said, the travel specialist did a wonderful job accommodating our lifestyle and interests, making for a wonderful travel experience.

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Anna V.
Portugal Trip Review: 9 Days

We had one of the best trips. We never expected so much attention from any travel agency, from the beginning to departure.

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Jane M.
Spain, Portugal Vacation Review: Madrid, Toledo, Granada, Seville, Lisbon, Porto, 10 Nights

We loved our trip to Spain and Portugal! We enjoyed each of our private tours with our tour guides in the various cities we experienced. They went above and beyond to share their knowledge of the planned sites, plus they added in individual unique sites and information along our walking route.

Zicasso’s tour company took all of our requested activities, venues, and interests to customize a trip that fit us well. They were in communication with us during our trip when a planned site was not available due to construction. Our tour guide provided us with other possible replacement options and let us choose what was of interest to us rather than them making the decision.

We tremendously enjoyed all of the cities, Madrid, Toledo, Granada, and Seville in Spain and Lisbon and Porto in Portugal. Our trip went smoothly and the activities were scheduled at a good pace for us! An extra bonus for us was seeing King Felipe VI by being in the right place at the right time near the opera house in Madrid while we were on our walking tour. We highly recommend Zicasso and the tour company.

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Carole B.
Portugal Tour Review: Sintra, Obidos, Suspension Bridge, 9 Nights

Zicasso’s travel specialist was a class act, very responsive and reliable, and able to adjust on the fly when we needed. She was generous and an absolute class act. We asked for a more spacious room for part of the trip and she delivered, and, I believe, paid out of pocket for the upgrade (which we didn't expect and offered to pay). We were needy at times and she handled it all with professionalism and grace. Well done. I highly recommend the travel company!

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