Pena National Palace, Portugal
30,000+ 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 1428 verified traveler reviews.

Portugal Tour Review: Porto, Douro Valley, Wine Tasting, 1-Week Trip

Thanks to Zicasso’s tour operator, we had an amazing visit to Portugal. Here are the main reasons for the visit being so exceptional.

Accommodations: The hotels recommended were outstanding. They were located in the perfect areas in the cities we visited. They were updated, the rooms were excellent, and the amenities were plentiful.

Tour Guides: This is the biggest reason for our five-star review. The tour guides did not feel like employees of the tour operator. They felt like they were our friends. Our guides were very knowledgeable about all the places we visited. They were able to provide information that allowed us to understand the history of the places we were visiting. They truly wanted to make sure we had a great experience. They consistently made recommendations around places to eat, other sights to see, etc. Superb job by these gentlemen!!!!

Communication: From our first interaction until the end of the trip, communication from the travel specialist was excellent. The planning on what we should see and the order of the trip was perfect. She communicated with us during the trip to make sure we were aware of every detail. Great customer satisfaction.

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Portugal Tour Review: UNESCO Sites, 12-Day Trip

My wife, sister, and I had an incredible adventure in Portugal, thanks to Zicasso’s travel specialists. We spent 12 days exploring most of the UNESCO sites in the country. The weather was a challenge, but we got to see what we wanted and had some wonderful memories created along the way. The team really went out of their way to make sure we had the best possible trip.

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Morocco, Portugal Trip Review: Marrakech, Atlas Mountains, Agafay Desert, Lisbon, Douro Valley, Wine Tasting, Boat Ride, Cooking Class, Fado Show, 10 Nights

We just completed our amazing trip to Marrakech and Portugal… this trip exceeded our expectations. We (six of us—three couples) have so many memories from this trip; ones we will cherish for a long time.

First, we want to especially thank our travel specialist. Thank you—you made our trip the best.

Highlights included having every transfer smooth and on time, and every guide we had during the trip was super-engaged and informative.

All six of us highly recommend the travel company and our travel specialist in particular. We will definitely utilize this travel company again!

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Protugal, Spain, Morocco Vacation Review: Marrakech, Seville, Madrid, Camel Ride, Waterfall Hike, 2 Weeks

The trip was very enjoyable. Zicasso’s travel specialist was very responsive to changes during the trip. It was long and the boys got tired, so we were adding and subtracting activities daily.

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Spain Travel Review: Seville, Historic District, 16-Day Trip

Zicasso's travel company worked with our group to curate an itinerary that was perfect for us. We never felt rushed or pressured to make a decision. Rather, they were focused on meeting all of our needs, which was difficult with a diverse group of six people.

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Portugal Vacation Review: Sunset Cruise, Seven Bridges Boat Ride, Cooking Class, 1 Week

Zicasso’s travel specialist planned the absolute perfect vacation for me in Portugal. Every detail was handled beautifully, from the information provided to the activities scheduled. She was incredibly compassionate in planning and even small things, like when I had to leave early for the airport. She got the hotel to provide my breakfast to go. There's not a single thing I would change on the entire trip.

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