Pena National Palace, Portugal
28,000+ 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 $3,700

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 $3,700

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 $3,700

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 $3,700

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 $3,700

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 $3,700

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 $3,700

Best of Azores: Magical Atlantic Island Tour

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

14 Day Trip IdeaFrom $3,700

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 $3,700

Family-Friendly Vacation to Portugal: Lisbon to Porto

Lisbon, Porto

4.9

Reviews of Zicasso's Two Week Portugal Itineraries

Based on 415 verified traveler reviews.

Portugal Travel Review: Lisbon, Sintra, Nazare, Coimbra, Douro Valley, Azores, Porto, 16-Day Tour
"We thoroughly enjoyed our trip. Zicasso’s travel agency did a great job of arranging gorgeous hotels and top-notch tour guides."

See more

Portugal Family Travel Review: Lisbon, Sao Miguel, Sao Jorge, Faial, 12-Day Trip

Our travel agent made this an extraordinary, unforgettable, and wonderful trip for our family! The events and tours she arranged were exactly what we were looking for. The tour and transportation companies she contracted were on time, flexible, knowledgeable, and provided outstanding value for the cost.

Our agent provided an incredible, complete package at a cost much less than competitors. We highly recommend our agent and her team to anyone looking for a memorable trip to Lisbon and/or the Azores.

-Glen

Five Stars!

Loved all the service and tour guides.

Most enjoyable was the Azores. Doing the trip again I would focus more time on the Azores. Lisbon is nice but a whole different world. Thanks for a great trip.

-Tony

5 Stars.

The guides made this trip most enjoyable. They shared their knowledge willingly and always with a smile.

The only thing I would do differently is make the trip longer.

-Mary

My star rating is 5. We had a wonderful trip without a concern over logistics thanks to this travel company. With 9 of us, it was a challenge to get the itinerary we all wanted but our agent did a great job. I was also impressed by the low cost, given all that we did, and the quality of the hotels and tours. I will absolutely recommend and in fact, plan to write a review on TripAdvisor.

The highlight was seeing my grandmother’s house in Santa Luzia on our free day in Pico. I enjoyed the Azores more than the mainland. Every one of our tour guides was excellent. I especially liked the coffee plantation in Sao Jorge, the volcano museum on Faial, and the whaling museum on Pico. Ponta Delgado was a great place to stay. I didn’t much like Madalena though with two ferry trips on the itinerary it was the best option.

What I would change, in retrospect, is less time in Lisbon, perhaps substituting a fifth island. The crowds were a problem in Lisbon and we found it a little frustrating to be pressed for time at each destination. Maybe offer Sintra or Cascais but not both, and pick two of the Batalha/Nazare/Obidos options. It’s a shame to not see it all, but also a shame to have only 45 minutes in a place like Nazare.-Susan

See more

Spain, Portugal Luxury Travel Review: Wine and Food Tastings, Cooking Class, Flamenco, City Tours, 12 Nights
"It was an absolutely amazing and unforgettable trip. Our travel company made all the dreams come true, and in only a handful of messages and phone calls."

See more

Luxury Portugal Vacation Review, Evora to Douro Valley, Lisbon to Algarve, Cork Factory, Historical Sites, Waterfalls & Beaches
We did a two week Portugal adventure traveling from Lisbon to Algarve to Evora to Fatima to the Douro Valley to the Geres Mountains to Guimaraes to Porto.  The hotels were fantastic, many of them being converted monasteries, and the tour guides in the Geres Mountains and in Porto/Douro Valley were exceptional.  Portugal has challenging roads, especially in Lisbon, Porto and the Geres Mountains.  Our drivers were safe, efficient and timely.  We visited a cork factory, multiple vineyards, historic sites, beaches, caves, water falls, religious sites, castles, and much, much more.  

See more

Luxury Portugal Travel Review: Golfing, Cork Forest, Wineries, Exploring Walled Cities, Tuk Tuk Tour, Castles
My husband and I are thrilled that we used the travel company for our two-week trip to Portugal. Usually we plan our trips on our own but we are do glad that we decided to engage the local expertise of Nuno and his colleagues. Together with our input, they designed an itinerary that provided a complete mix of experiences and locations that were on and off the beaten path. By using a Portuguese agency who really knows how to experience the country, we were able to see so many cities and towns without feeling rushed (Porto, Braga, Obidos, Coimbra, Monsaraz, Evora, Douro Valley, Alentejo Region, Lisbon, Sintra). We visited historic landmarks, wineries, quaint walled cities, a cork forest, golf courses, palaces, and more. Most impressive was the quality of the guides in each location. Nuno made sure that we had local guides with deep knowledge in each place we visited. We also had excellent drivers who made great suggestions about what to do, see, and eat when we had time on our own. It was a pleasure having others do the driving and get us everywhere with ease and on time. The travel company was also available by phone every day if we had any questions or concerns while we were in the country. If you are going to Portugal and you want a trip that is top-notch in every way, the travel company will exceed your expectations.

See more

Portugal Family Tour Review: Lisbon, Sintra, Evora, Porto, Algarve, Madeira, Douro Valley, Cooking Class, Tile-Painting Workshop, 13 Nights

The travel agent from Zicasso's tour company planned for my family of four the most spectacular and luxurious two-week trip around Portugal. We traveled to and enjoyed the highlights of Lisbon, the romantic architecture in Sintra, the incredible history of Évora, the beautiful coastline of the Algarve, the laid-back atmosphere and gorgeous scenery of Madeira, the beautiful, historical, bustling city of Porto, and the stunning scenery of the Douro Valley. 

The travel agent's suggestions and bookings were all perfectly aligned with what we envisioned and the accommodations booked were all beautifully appointed and family-oriented – five-star hotels that catered to the entire family, with indoor pools and kids greeted with backpacks and toys at the door, and nightly treats on pillows.

The tour guides booked were all very knowledgeable and kind. They were patient with my two- and four-year-olds, and taught us all so many new, amazing things.

Every day was a highlight, but I would say my girls really enjoyed the tile painting as well as the pastel de nata-making workshops.

My husband and I really enjoyed Évora and Sintra, and truly seeing the beauty and history of it all.

We absolutely fell in love with Portugal, the culture, and the food. My only regret is not having more time so we could’ve seen the Azores as well and stayed even longer. 

We so look forward to this travel agent planning us another perfect vacation in the near future!

See more