Pena National Palace, Portugal
28,000+ Verified Traveler Reviews
Zicasso in the News

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 $4,545

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 $4,545

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 $4,545

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 $4,545

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.

Learn More
Colorful skyline of Porto in Portugal

14 Day Trip IdeaFrom $4,545

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 $4,545

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 $4,675

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 $4,545

Best of Azores: Magical Atlantic Island Tour

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

14 Day Trip IdeaFrom $4,545

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 $4,545

Family-Friendly Vacation to Portugal: Lisbon to Porto

Lisbon, Porto 

4.9

Reviews of Zicasso's Two Week Portugal Itineraries

Based on 1415 verified traveler reviews.

Nicole M.
Spain, Portugal Tour Review: Private Food and Wine Tours, Sunset Sailing, 9 Nights

We had an excellent trip! We loved the tours and how the Zicasso travel company was accessible during the duration of the trip. We encountered one issue, but the team responded and worked with us to resolve it.

See more

Lisa P.
Portugal Tour Review: Lisbon, Lagos, Jewelry Making, Bengali Caves, 1 Week

This trip was fantastic! My husband and I, along with my three daughters in their 20s, had the best time. Planning with Zicasso's travel expert was easy. She was quick to respond to emails, texts and calls before and during the trip.

We wanted some unique experiences, like making Portuguese filigree jewelry, and she found a great place for us! The hotels she selected were perfect for our larger group.

See more

Lynne V.
Portugal Vacation Review: Rainforests, Waterfalls, Whale Watching, 8 Nights

It was an incredible trip and the Zicasso travel company did an excellent job, from preparing the itinerary to being available practically 24/7 to answer questions and provide assistance, including anticipating our needs. I was very impressed with the company.

See more

Jay B.
Portugal Multigenerational Trip Review: Douro Valley, Lisbon, Largos, Winery, Bike Tours, Boat Rides, 8 Nights

The trip was a fantastic introduction to Portugal and a great mix of history, activities, and relaxing.

We had three generations of family members on the trip, with a wide range of interests and dietary needs. Zicasso's travel company did an amazing job guiding us every day and accommodating last-minute changes. Each of the guides were very knowledgeable about the area and history, and flexible to our needs.

See more

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.

See more

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.

See more