Portugal for the Seasoned Traveler: 14-Day Vacation

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.
Customizable Itinerary
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:
Porto – Make Your Own Azulejo Tile
Porto – Discover the Douro Valley
Aveiro – Orange Harvest Tour & Evening Stroll
Tomar – Venture to Tomar and Follow in the Footsteps of the Knights Templar
Nazare – Explore Obidos and Coastal Nazare
Nazare – Explore Caves and Natural Springs
Ericeira – Uncover Ericeira before Surfing at Sunset
Sintra – Adventure to Sintra and Cascais
Lisbon – Scavenger Hunt & Dinner Cruise
Lisbon – Bake Your Own Bread
Evora – Become a Winemaker for the Day
Tavira – Nature Trek to Ria Formosa
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
$3,700 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.
Verified Traveler Reviews
Based on 358 reviews
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
Thank you, Zicasso, for connecting us to our travel company. I wasn't sure how this process would work out, but it was amazing. You made it easy to connect with a local travel agent and create the perfect vacation. Our agent provided a customized trip that exceeded all our expectations!
We wanted to experience a mix of city, seaside, and countryside, and she delivered perfectly. Our itinerary included time in Lisbon, a few days in the charming seaside village of Ericeira, a stay in the stunning Douro Valley, wrapped up with an exciting visit to Porto. Each location was beautifully chosen and the hotels she selected were top-notch.
A special shout out to our tour guides, who ensured our trip was extra fun and engaging. Their knowledge and friendly demeanors made each day enjoyable.
Overall, I highly recommend our agent and her company to anyone looking to explore Portugal!
See more
Our Zicasso travel agent curated a private tour for the six of us, including the perfect mix of historical, gastronomical, wine, and cultural experiences.
We stayed in Lisbon, Évora, the Dao Valley, the Douro Valley, and Porto. We traveled in a comfortable Mercedes van and, to break up our trips, we stopped at amazing sites along the way as we traveled from city to city.
Some of our favorite things were a private sunset sail in Lisbon, a fado dinner, the Évora Cathedral, a cork trek and wine tasting in Alentejo, the monastery at Batalha, wine tastings in Santar (Dao Valley), a boat ride on the Douro, wine tastings and hiking in the Douro Valley, the Bom Jesus shrine in Braga, the Port tasting and dinner in Porto, and multiple pastry tastings along the way.
Our guides were fantastic. They were attentive, on time, and very knowledgeable about the history and culture of each place we visited.
There were very few issues on our 17-day tour, which was literally one of the smoothest and best-curated trips we have ever had. We will use our travel company and agent again as we intend to go back to Porto and the Douro Valley.
See more
See more
This was a fantastic trip to Porto, Lisbon, and the surrounding areas, tailored to our needs and interests. We had an extensive walking tour of Lisbon, vineyards, and historic sites with our tour guide. Zicasso's travel agent provided personalized service consistent with a good small company. There was a rail strike while we were there and they handled it.
See more
See more





