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MyPinerary Submission – 5 Day Family Trip to Portugal

Portugal Itinerary

How long was your stay?

5 days

How did you travel?

As a family

Tell us why you traveled to this destination.

My husband was taking a class for his MBA in Lisbon, so we decided to bring our family to Portugal for 5 days prior to its start. We had heard it was a beautiful, historic city, with interesting cities/towns to easily see and visit nearby.

What was your itinerary?

Day 1: Arrived in Sintra, breakfast at Chalet Saudade, went to Pena Palace
Day 2: Explored The Moorish Castle and Quinta de Regalia
Day 3: Lunch at the Caiscais, and went for Stay at Torel Palace
Day 4 & 5: Visited the Torre de Belem, different sites and restaurants
Day 5: Went to Pastéis de Belém

Give us all the details! Tell us where you went and what you did on your trip.

Day 1 & 2: We arrived at Lisbon airport mid morning after a red-eye flight from NYC and rented a car. We drove one hour from the Lisbon airport to Sintra, a town northwest of Lisbon. We arrived late evening, so we decided to stay in after a long day of travel. Sintra is a historic town with estates and castles to tour. You could walk everywhere (it’s very hilly) and see so much without needing transportation. We stayed at a bed and breakfast called Chalet Saudade–we absolutely loved it. Breakfast was across the street at a café, a table full of breakfast breads, croissants, hard boiled eggs, fruit, fresh juices & coffee. A perfect start to our day of walking this historic small city. We visited the gorgeous Pena Palace, The Moorish Castle (the top of Sintra, spectacular views) and the Quinta de Regalia, a lavish estate set atop a hill. All three of these stops are a must, and we did visited all in one day! We loved Sintra…my absolute favorite stop of the trip!!

Two children sit at a table with baskets of bread at a café in Portugal during a family trip

Day 3: We stopped in Caiscais, a coastal town with little shops and restaurants for lunch and the afternoon on our way to Lisbon. In Lisbon, we stayed at the Torel Palace, a stylish boutique hotel perched above a section of the city. The location was fantastic, just footsteps to one of the famous yellow trams of Lisbon. When we arrived after a long day of driving we were greeted with hospitality by the staff, soaking in sunset views from a terrace. If you stay here, I would recommend requesting staying in one of the main converted pink or blue 19th century mansions, which are considered the main part of the hotel. We were placed in an adjacent property, an apartment which didn’t seem to bad until 1AM when their night just got started.

Day 4 & 5: Lisbon was fantastic; a bustling, hilly city with beautiful architecture and sites around every corner. We visited the Torre de Belem (an ancient port-side cavernous fortress), a bit of a wait but worth it. Also many hidden little pedestrian streets with cafes within the Alfama district…absolutely wonderful!! We loved riding the trams that run up steep winding cobblestone streets throughout the city. There were endless incredible sites to see and amazing restaurants! Oh yes…don’t forget to visit the famous Pastéis de Belém for their pastéis de nata’s…cream filled airy pastries crispy on the outside. They alone are worth a visit to Lisbon!!

We weren’t sure that early December would be a good time to visit as we had heard the weather could be unpredictable. It ended up just perfect. The temperatures were in the high 60s, and Lisbon was decked out with beautiful lights for Christmas…what a nice bonus!

Christmas lights hang over the streets of Portugal

Would you recommend this trip to a friend?


If you were to take this trip again, is there anything you would add or do differently?

I might skip Caiscais which is a coastal town south of Sintra and west of Lisbon. If we would have visited this area before Sintra, I would have enjoyed it more. However after Sintra, it just paled in comparison. It felt very touristy to me. I would have gone north/northwest of Sintra and visited a surf village such as Nazare instead (I hear they have some of the world’s best surfing!!), and then back to Lisbon via a coastal drive.

annie_pezza (insta)

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