Portuguese Charming Trio: Porto, the Azores & Lisbon

Experience Portugal’s main cities and Azores Island in one adventure!

Combine Portugal’s main metropolitan areas with São Miguel Island, the biggest of the Azores archipelago! 

What's Included?

All flights and connections
Accommodations for your destinations
Expert trip manager
All taxes & fees

Why we love this deal:

  • Across 9-nights travel through Portugal with this hotel and flight-inclusive adventure. The perfect escape for those who seek to combine the best of the city with a laidback island lifestyle! 
  • Start your trip in Porto (also known as Oporto), built along the hillsides overlooking the mouth of the Douro River and a registered UNESCO World Heritage Site. Home to the famous Porto wine, produced exclusively in the Douro Valley, the city is home to many well-known port lodges and cellars, lining quaint cobblestone avenues. Don’t forget to enjoy a boat cruise on the Douro River and marvel at the area´s stunning landscape.
  • Then, unwind and disconnect in São Miguel, the largest island part of the Azores archipelago and home to incredible natural wonders. Walk through dormant volcanoes, thermal pools, and swim in crystal clear, warm ocean waters – boasting over 20 species of whales and dolphins just off the coast. Or, simply enjoy local wine on the water, whilst reminiscing over what was an unforgettable trip! 
  • Then, hop over to Portugal’s bustling capital, Lisbon, a city brimming with history, architecture, culture and entertainment where you can enjoy a fabulous fado show accompanied by delectable fresh seafood dishes and local wine.
  • Customizable: Add more nights to your stay or local excursions!


Day 1
Arrival in Porto

We recommend booking an early check-in and airport transfers (available during the booking process).

Suggestion for the day:

We recommend taking a stroll around downtown Porto and having a “francesinha” for lunch/ dinner accompanied by Portuguese wine.

Highlights include:

  • Bridge D. Luís I
  • Ribeira
  • Livraria Lello
  • Torre dos Clérigos
  • Majestic Café
  • Or book here your City Walking Tour

Suggestion for dinner: Fado Experience

Suggestion for the day:

With three World Heritage Sites recognized by UNESCO, there is no shortage of reasons to visit the Douro Valley, one of the most stunning landscapes in all of Portugal. In the historic center of the city of Porto, you will find remarkable buildings lining the riverbanks. Many of these buildings are directly linked to the production of wine and bear witness to the urban development that this production has fueled over the years. On the opposite bank of the river, you will find the city of Vila Nova de Gaia, a hive of commercial activity and home to the famous Port wine cellars.


  • Casal De Loivos Viewpoint
  • Abelheira Viewpoint
  • São Salvador do Mundo Viewpoint

For the afternoon, we suggest a visit to a winery:

  • Quinta da Pacheca
  • Quinta da Roêda
  • Quinta das Carvalhas
  • Quinta de La Rosa
  • Quinta do Crasto
  • Quinta do Panascal
  • Quinta do Seixo
  • Quinta do Valado
  • Or book here your Douro Valley guided tour

Suggestion for the day:

  • Explore Guimarães & Braga

Highlights in Braga:

  • Sé Cathedral
  • Museum of Sacred Art
  • Former Archbishop's Palace
  • Bom Jesus do Monte (an absolutely must-visit)
  • Arcos de Valdevez 
  • Peneda Gerês National Park

Highlights in Guimarães:

  • Palace of the Dukes of Bragança
  • Guimarães Old Town
  • Guimarães Castle
  • Citânia dos Briteiros

Book here your Guimarães & Braga tour.

We recommend booking airport transfers or reserving a rental car and adding an early check-in (available during the booking process). 

Suggestion for the day:

Take the day to stroll around Ponta Delgada’s city streets. Ponta Delgada, the main city, is not only the hub of the island but the capital of the Azores. Ponta Delgada evokes all the charms of Europe with cobbled streets, sidewalk cafes, and a thriving culinary scene. 

Not to miss:

  • Portas da Cidade
  • Louvre Michaelense
  • Pineapple Plantations
  • Matriz Church

Or book here your Ponta Delgada City Tour. 

Suggestion for the day:

  • Visit Sete Cidades

Can’t Miss:

  • Lagoa das Sete Cidades
  • Lagoa de Santiago
  •  Lagoa do Canário
  •  Boca do Inferno Viewpoint

Other highlights along the way:

  • Mosteiros - ideal for sunset! 
  • Ocean thermal bath at Ferraria

Book here your Western Island Tour. Or waste no time and visit the 3 major highlights of the island in a single day - book here your Sete Cidades, Lagoa do Fogo & Furnas Tour with lunch included!

Suggestion for the day:

Head to the north side of the island to visit the Protected Natural Reserve of Lagoa do Fogo and take this chance to visit (and maybe bath) in the thermal pools of Caldeira Velha. Once you’re here you can also visit the Salto do Cabrito waterfall! On your way to Furnas, we recommend that you stop at Porto Formoso and Gorreana Tea Plantations (the only ones in Europe). In Furnas there’s just so much to explore, such as the lake, the Pico do Ferro Viewpoint, the Grená Park, the caldeiras, the fumaroles, the Terra Nostra Park, the Dona Beija hot springs and so much more. Make sure to try out the local delicacies: the cozido das Furnas and the bolos lêvedos! 

Book here your Furnas guided tour. 


We recommended booking an early check-in and airport transfers in advance. 

Take the afternoon to stroll around Lisbon’s city streets.

Visit the Chiado, Baixa, Belém and Bairro Alto district (Bairro Alto is known for its nightlife scene). Highlights:

  • São Roque church
  •  São Pedro de Alcântara garden
  • Ruins of Carmo church,
  • Santa Catarina viewpoint
  • Luís de Camões Square
  • Torre de Belém
  • Mosteiro dos Jerónimos
  • Pastéis de Belém
  • Augusta street
  • Terreiro do Paço
  • Santa Justa lift
  • Or book here your Lisbon Foodie Walking Tour. 

Suggestion for dinner: Lisbon Fado Night With Dinner

Suggestion for the day:

The Alentejo region of Portugal is a feast for all the senses, from its northernmost tip to its sunkissed southern shores. While the north offers visitors pastoral scenery, like horses grazing in the flatland, the central portion of the region is marked by the vast plain with rows of cornflowers blowing in the wind. As one makes their way to the Alentejo coast, wild and unmarred natural beauty awaits to awe and inspire. Highlights:

  • Sé Cathedral
  • Roman Temple
  • Capela dos Ossos
  • Giraldo Square
  • Évora University
  • Água da Prata Aqueduct
  • Cromlech of Almendres
  • Or book here your Évora guided tour. 

Suggestion for the day:

Long known as one of Portugal´s most amazing destinations, and easily considered one of the most gorgeous and unique locales in the entire world, Sintra absolutely deserves a top spot on your must-see Portugal travel itinerary. Just a stone´s throw away from the exciting capital of Lisbon, you will instantly fall in love with Sintra’s fairytale castles, idyllic and enchanting gardens, and so much more. After a visit to this Portuguese wonderland, you will feel as if you have stepped into another world entirely – it´s that wondrous and surreal! Highlights:

  • Pena Palace
  • Quinta da Regaleira
  • Monserrate Palace
  • Sintra National Palace
  • Moorish Castle
  • Sintra’s Old Town
  • Or book here your Sintra escorted experience

*itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless specifically stated.

Flexibility Policy

No Amendment Fees on Our End
We don’t charge for our work in changing the initial itinerary.
Full flexibility on Land Arrangements
Change the initial itinerary or cancel your land arrangements for any reason until 14 days before the trip, without penalty*.
Support 7 Days a Week
Our experienced travel agents are are available 7 days a week (16 hours per day) to help with any questions.

About the Destinations:


Porto is a city of endless charms that combines a rich history, old buildings covered in colorful azulejos (hand-painted tiles), modern architecture, a picturesque riverfront and a high-spirited atmosphere that celebrates the joy of life.


Lisbon, the cosmopolitan capital of Portugal and Europe's second-oldest capital (after Athens), has now become the new "it" destination for tourists visiting Europe. Called "The City of the Sea" and "The City of the Explorers", this unique locale was once home to the world's greatest explorers, including Vasco da Gama, Magellan, and Prince Henry the Navigator. Lisbon is also the first true world city, the capital of an empire spreading over all continents, from South America (Brazil) to Asia (Macao, China; Goa, India). 

São Miguel Island, the Azores 

São Miguel Island

São Miguel Island, the largest of the Azores archipelago and its economic and administrative center, is a beautiful green jewel in the middle of the Atlantic Ocean. With stunning lush landscapes, exotic plants, dormant volcanoes, hot springs, and surrounded by clean waters, São Miguel is the perfect vacation destination for nature lovers and those looking for an off-the-beaten-path European destination.

Explore the island and marvel at its natural beauty. Hike down a dormant volcano and relax on the beach surrounding its lake. Visit the only tea plantation in Europe and taste delicious locally-grown pineapple. Discover the historical city of Ponta Delgada, with its cobbled streets and black-and-white mosaic pavements.

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7.5 Based on 2 reviews
Michael, Pennsylvania
09 Oct 2023
Had a great time. It was a good way to see different parts of Portugal.
Michael, Pennsylvania
09 Oct 2023
Had a great time. It was a good way to see different parts of Portugal.
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Portuguese Charming Trio: Porto, the Azores & Lisbon
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