
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

14 Day Trip IdeaFrom $4,600
Highlights of Portugal in Two Weeks: Lisbon to Porto

13 Day Trip IdeaFrom $9,800
13-Day Classic Portugal Tour: Lisbon, Castles, Wine Country & More

14 Day Trip IdeaFrom $4,600
Portugal Wine Tour: Lisbon, Evora, Douro Valley, Porto

14 Day Trip IdeaFrom $4,600
Romantic Two-Week Getaway to Portugal & Azores

14 Day Trip IdeaFrom $6,000
Portugal Adventure Vacation for Families with Teens

14 Day Trip IdeaFrom $4,600
Seven Island Portugal Escape: Azores and Madeira Vacation
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.

14 Day Trip IdeaFrom $4,600
Stepping into Portugal’s Storied Past: Two Week Historical Tour

14 Day Trip IdeaFrom $4,600
Portugal for the Seasoned Traveler: 14-Day Vacation

12 Day Trip IdeaFrom $4,700
Ultimate Portugal Food and Wine Tour

14 Day Trip IdeaFrom $4,600
Best of Azores: Magical Atlantic Island Tour

14 Day Trip IdeaFrom $4,600
Leisurely Portugal Tour for Seniors: Lisbon, Porto and Madeira
Reviews of Zicasso's Two Week Portugal Itineraries
Based on 1293 verified traveler reviews.
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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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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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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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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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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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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