Pena National Palace, Portugal
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Two Week Portugal Itineraries

Design My Dream Trip
Verified Traveler Reviews

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 1293 verified traveler reviews.

Olivia L.
Portugal, Spain Tour Review: Porto, Cangas de Onis, Sidecar Tour, History, 10 Days

The planning experience was wonderful overall. From the initial conversation about what my family was looking for to the final touches to the itinerary, Zicasso's travel expert was engaging, responsive, and helpful.

The accommodations he selected for us exceeded expectations; they were spacious, beautiful, and well-located. The tours/activities suggested were really fun and gave us a sense of the locale in a unique and memorable way that fit our family well. Once we were in-country, communications were easy and helpful. We felt very well cared for.

Payment to our travel company was easy and it was a real pleasure once we were in-country to have all the identified items already paid for. I would definitely book a trip with them again.

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Kate O.
Portugal Vacation Review: Porto, Lisbon, Sintra, Cascais, 1 Week

Zicasso's travel company, especially our agent, did a fantastic job! They listened to our preferences and planned an unforgettable itinerary. We would absolutely use them again.

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Michael D.
Spain, Portugal Travel Review: 3 Weeks

Zicasso's travel specialists were absolutely fantastic! They had everything organized perfectly and they were there to help us out all the time!

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Amy V.
Portugal Travel Review: Lisbon, Algarve, Sintra, Douro Valley, Boat Ride, Wine Tour, Local Cuisine, Castle, 15-Day Trip

Our trip to Portugal was wonderful. The itinerary was well planned. Our Zicasso coordinator was in contact with us throughout and listened to our goals for the trip. We feel like we saw all the highlights, while getting to do a deep dive on selected items, for example, the Douro Valley and wine tours.

The hotels were perfect for our family; welcoming, spacious, and centrally located.

Our guides were premium! A wealth of knowledge. They were flexible to our schedule/needs and ensured we had all of the necessary experiences (best pastry shops and other unique culinary delights).

Thank you for a wonderful trip.

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Julie H.
Portugal Family Trip Review: Lisbon, Douro Valley, Food Tour, Fado Experience, Boat Ride, Cooking Class, Winery, 9-Night Tour

Zicasso's travel agent was very easy to work with. She put together a great itinerary for our family vacation. She listened to our interests and also included some unique experiences for us that we would never have been able to set up on our own. She was also very quick to take care of some miscommunication at one of our hotels when we got to Lisbon and quickly got it resolved for us. Her communication was great and she took good care of us.

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Jamie L.
Portugal Vacation Review: Lisbon, Algarve, Cooking Class, Kayaking, Nature, 11-Day Trip

Everything was amazing and exceeded our expectations. Planning was easy and our Zicasso agent was extremely communicative and available when we needed him. The trip itself was perfect. He listened to our likes/desires/etc., and booked excursions that were a great fit—every day was a great adventure.

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