Portugal for the Seasoned Traveler: 14-Day Vacation

Cathedral in the ancient city of Evora in Portugal

What to expect on this itinerary

This luxurious, 2-week adventure has been specially curated and for the more mature and refined travelers. Whether you are perusing the best wines in Porto on a private estate tour or following in the footsteps of the Knights Templar in Tomar, you will sit in the lap of luxury throughout the entirety of this adventure. From the stunning beaches of Portugal’s captivating coastlines to cities like Lisbon and Porto that are filled with amazing architecture and historical wonders, Portugal presents itself as an ideal vacation destination regardless of your age or interests.

Countries Visited

Portugal

Places Visited

Porto, Aveiro, Tomar, Nazare, Ericeira, Lisbon, Sintra, Evora, Tavira

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Porto – Boat Cruise of the City’s Bridges

You will arrive in Porto, where you will be greeted by your private driver who will whisk you away to your luxurious accommodation in the heart of the city. After settling in, you will spend the first evening on a lovely sunset cruise that will lead you to Porto’s six iconic bridges. Upon the completion of your cruise, you will have your pick among a plethora of amazing eateries. At each one, you can delight in a sumptuous feast of the finest local cuisine beneath the shining stars and sparkling lights of the city.

What's Included:

Transfer
Accommodation
Tour
Day 2

Porto – Make Your Own Azulejo Tile

Day 3

Porto – Discover the Douro Valley

Day 4

Aveiro – Orange Harvest Tour & Evening Stroll

Day 5

Tomar – Venture to Tomar and Follow in the Footsteps of the Knights Templar

Day 6

Nazare – Explore Obidos and Coastal Nazare

Day 7

Nazare – Explore Caves and Natural Springs

Day 8

Ericeira – Uncover Ericeira before Surfing at Sunset

Day 9

Sintra – Adventure to Sintra and Cascais

Day 10

Lisbon – Scavenger Hunt & Dinner Cruise

Day 11

Lisbon – Bake Your Own Bread

Day 12

Evora – Become a Winemaker for the Day

Day 13

Tavira – Nature Trek to Ria Formosa

Day 14

Tavira – Farewell to Portugal

Trip Highlights

  • Witness Porto from an entirely unique perspective as you gaze at the charming enclave from a state-of-the-art vessel during a river cruise
  • Marvel at the intricate details of Portuguese Azulejo tiles before being provided with the opportunity to create your own with a master crafter
  • Explore the best sights of Lisbon in a fun and exciting way: a clue-filled scavenger hunt throughout the city
  • Indulge in a visit to the Douro Valley, where you can sip wine and learn about the inner workings of the wine production process
  • Immerse yourself in the natural wonders that surround Nazare, including exploring caves, natural springs, and much more
  • Shred some waves during a private surfing session with a local expert
  • Uncover a fairytale wonderland that is full of colorful castles and idyllic gardens during an overnight trip to Sintra
  • Follow in the footsteps of the Knights Templar as you embark on a historical tour with a knowledgeable guide
  • Reconnect with nature amid the Ria Formosa Nature Reserve on a trek from Tavira

Detailed Description

Steeped in history and covered by luscious landscapes, Portugal is an enigmatic nation that ignites inspiration and awe within the hearts of all who visit. From charming fishing villages and world-famous surf spots to large cities like Porto and Lisbon, this luxurious, 14-day excursion invites you to explore the beauty and allure of this special country.

Your vacation will begin by spending a few days in Porto, where your first evening will be spent aboard a state-of-the-art vessel. During your cruise, you will glide down the river and witness the city’s iconic six bridges. Day two will find you venturing on a private walking tour of Porto’s architectural wonders. Upon finishing your tour, you will have the exciting opportunity to craft your very own Azulejo tile under the tutelage of an expert craftsman. The night will end on a high note as you attend a live Fado performance that will be paired with a lovely, al fresco dinner. Afterward, you can look forward to enjoying a luxurious wine tour of the Douro Valley with an expert sommelier.

Aveiro will be your next destination, and here, you will journey to a picturesque farm in the countryside, where you will be provided with the opportunity to take part in an orange harvest. Afterward, you will explore the charming town itself on a private walking tour. Following in the footsteps of the Knights Templar will be on your agenda for day five, and you will travel to Tomar to step back in time during a private, historical tour. Nazare and Obidos will welcome you on day six with their spectacular, historical gems, rustic charm, and medieval wonders.

After waking up in Nazare on day seven, you will have a day of discovering its surrounding natural wonders, including caves and sparkling springs. You will then make your way to Ericeira, where you will explore Mafra before enjoying a private surf session at sunset with a local pro. Following your surfing session will be an overnight jaunt to the fairytale world of Sintra before venturing to the capital of Lisbon.

Shortly after arriving in Lisbon, an exhilarating scavenger hunt will provide you with a unique and exciting way to sightsee before embarking on a prestigious dinner cruise. The following morning, you will transfer to Lisbon’s countryside, where you will learn how to bake homemade bread with a local baker inside a windmill.

Evora will welcome you next, and here, you will become a winemaker for the day, during which, you will be provided with the incredible opportunity to create your own blend of wine. Tavira will be your final stop, where an outdoor trek amid the Ria Formosa Nature Reserve will allow you to reconnect with nature.

Each night you will stay in luxurious accommodations and be absolutely cared for with private transfers to and from specified destinations and airports. Nearly everything about this tour is entirely customizable, so you can adjust nearly anything and everything to better suit your moods and desires once you are in Portugal.

Starting Price

$4,600 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

4.9

Verified Traveler Reviews

Based on 1265 reviews

Portugal Trip Review: 1 Week

I couldn’t say enough positive things about Zicasso's travel specialists, from top to bottom. Airport service was excellent, daily guides were excellent, and management was excellent, a rare combination.

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Portugal Travel Review: Sintra, Nazare, Ericeira, Arrabida National Park, Lisbon, Hiking, Sailing, 1 Week

My trip to Portugal was absolutely amazing. Zicasso’s travel company went above and beyond my expectations. The itinerary was amazing and all the guides were incredible. Everything was on time, the accommodations they booked were five-star and in great locations, and enough time was built in for me to be able to explore on my own. I feel the cost was well worth the value. Should I ever go back to Portugal, I would certainly use this travel company again, and I would highly recommend them to anyone looking to have a great experience on a Portugal vacation.

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Portugal Vacation Review: Alentejo, Lisbon, Sintra, History, Scenery, 1 Week

Zicasso’s tour company did a fabulous job in providing us with an exceptional Portugal vacation over the Christmas and New Year’s holiday. They provided us the 24/7 coverage they promised over the holidays without a glitch, including addressing our weather-delayed arrival and multiple itinerary updates that this required without missing a step. We will be using this travel company again and recommend them without reservation.

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Portugal Travel Review: Porto, Nazare, Lisbon, 1 Week

We enjoyed a relaxing trip to Portugal in December 2025. Zicasso’s travel company and their team were awesome, very present, tailored the trip based on our needs, and we got to explore much of the country, given the time of the year. The itinerary suggested was wholesome, relaxing, and covered most of the sights and sounds. I would highly recommend them to friends and family.

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Portugal Tour Review: 1 Week

Zicasso’s travel specialist and her team were exceptional. Our guides were wonderful. The team was super-accessible. It was a great agenda. The team adapted to unforeseen circumstances and were continually going the extra mile. It was a great experience and I recommend this travel specialist highly!

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Portugal Tour Review: Lisbon, Porto, Private Guide, 8 Nights

I cannot say enough about this trip and Zicasso’s travel specialist. She helped plan a wonderful itinerary for us that we all enjoyed. Everything we wanted to see and do was accommodated. The guides we had were superb. We had a problem with the airline losing our luggage,and she was more than helpful in assisting us, as well as modifying our itinerary to accommodate our need to shop for clothing and attempt to get in touch with the airline. They were prompt in their responses.

As stated, our guides were wonderful. They were with us on multiple days and their knowledge was first-rate. They were fun as well.

I would not hesitate to use this company again and highly recommend them.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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