Beautiful Portugal & Azores
This custom Portugal vacation takes you from the hills of its capital, Lisbon, to the second city of Porto (also known as the Ancient, Very Noble, Ever Loyal and Undefeated City of Porto), and the Azores. In Lisbon watch (or ride) the iconic yellow trams as they rattle through historic neighborhoods. Traveling north to Porto by train, the landscape shifts to the dramatic banks of the Douro. Centuries-old cellars invite you to sample world-renowned Port wine. The adventure takes you out to the Atlantic to reach the Azores, a volcanic archipelago of emerald-green crater lakes and steaming thermal springs. Here, the rugged beauty of Sete Cidades and the scent of blooming hydrangeas offer a breathtaking contrast to the mainland, creating a journey that perfectly balances old-world urban elegance with the untamed power of the ocean.
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Customize your trip!
Vacation Highlights
Private tour around Sintra walking around the romantic medieval streets with stops at Pena Palace and the National Palace.
A small group tour of a variety of petiscos & wine mixed with history and local culture.
A private Douro Valley wine tour where you’ll visit the estates and cellars showcasing the best of the region.
As always, our Trademark Vacations Experience includes:
Round trip standard economy airfare from Chicago
Private airport transfers
Fast, convenient intercity travel
Premium highly rated city-center hotel accommodations
Authentic private & small group tours and premium attractions
* Seasonal rates may vary. Includes 1 checked, 1 carry-on & 1 personal bag per person. Price includes all airline taxes, fees & surcharges. Economy (advance seat reservation cost not included).
Day-by-day Itinerary
All of our tailor-made packages depart on the dates you choose. Small group and private tours feature local, expert guides. Send us a message if you want to customize the itinerary, or for any other special request.
1
Lisbon
Lisbon
Land in Lisbon and take a private transfer to your hotel. Enjoy an afternoon visiting the Gulbenkian Museum and Belém Tower.
2
Lisbon
Lisbon
Take a private walking tour of the historic city center (3h).
3
Lisbon
Lisbon
Enjoy a full-day, private tour of Sintra & Cascais, including Pena Palace. Learn why this little neighborhood is a UNESCO Cultural Heritage Site.
4
Porto
Porto
Take the train to Porto and a private transfer to your hotel. After getting settled, embark on a semi-private evening food tour, where you'll discover delicious pesticos and wines while learning about the city and meeting new friends.
5
Porto
Porto
You'll never forget this full-day premium Douro Valley wine tour that takes you into the heart of Portugal's wine country. You'll see amazing terraced vineyards and try some of the best wines of the region.
6
Furnas
Furnas
Take a short flight to Ponta Delgada (2.5hr) and drive to your hotel in Furnas in a rental car.
7
Furnas
Furnas
See the picturesque Parque Dona Beatriz do Canto, and relax in the mineral hot springs that remind you that you're on a volcanic island.
8
Ponta Delgada
Ponta Delgada
Visit Sete Cidades, one of the country's most iconic natural wonders, famous for its twin lakes, Lagoa Azul and Lagoa Verde. It's said that the differently colored lakes were formed from the tears of a princess and her shepherd lover.
9
Ponta Delgada
Ponta Delgada
Relax and enjoy the beauty of Ponta Delgada, with its historic city center and stunning views of the Atlantic Ocean.
10
Return home
Return home
Take a private transfer from your hotel to the airport and fly home.
Hotels & attractions
Hotel photos are from the actual hotels our clients have stayed at for this package. Almost all City and Attractions photos taken by us.
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