Lisbon & Trio of Portuguese Islands

The perfect pairing: Portugal's cosmopolitan capital and São Miguel, Terceira & Madeira Islands.

Experience the perfect blend of thrills and tranquility! Combine Portugal's lively capital with the dreamy, relaxed vibes of the Azores and Madeira.

What's Included?

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

Why we love this deal:

  • Pre-Set Itinerary: Say goodbye to the stress of planning. With this all-in-one package, we take care of all the details for you. 
  • Discover Lisbon: Immerse yourself in the vibrant energy of Portugal's capital city. Lisbon offers a captivating blend of old-world charm and contemporary allure.
  • Explore the Enchanting Azores: Set foot on the stunning Azores Islands, where natural beauty knows no bounds. The Azores offer a true haven for outdoor enthusiasts and nature lovers.
  • Unwind in Majestic Madeira: Immerse yourself in the island's natural wonders, from enchanting botanical gardens to breathtaking levada walks. Madeira provides the perfect backdrop for relaxation and rejuvenation.
  • Save Time and Money: By booking this package, you'll save valuable time and money. Our expertly curated itinerary ensures you make the most of your journey, experiencing the highlights of each destination without the hassle of planning everything yourself. Additionally, our special offer provides fantastic value, giving you more for your money.
  • Customizable: Add more nights to your stay, a rental car or even local excursions.


Day 1
Arrival in Terceira Island

We recommended booking an early check-in and airport transfers or even reserving a car rental to get around (available during the booking process).

Suggestion for the day:

Take the day to stroll around Angra do Heroísmo UNESCO city streets. Make sure to include on your list:

  • Sé Cathedral
  • Capitães-Generais Palace
  • Garden Duque de Bragança
  • Alto da Memória Viewpoint
  • Misericórdia Church
  • Angra do Heroísmo Archeological Underwater Park (boat tour)
  • Prainha, Monte Brasil
  • Duque de Bragança Farmers Market
  • Silveira Natural Pools.

Or book our Angra do Heroísmo City Tour here

Suggestion for the day:

  • Take this day as an opportunity do something unique: get inside a volcano! Make sure you don’t skip a visit to Gruta do Natal, Furnas do Enxofre, and last but not least, the famous Algar do Carvão! Descend 90 m (300 ft) down into one of the only volcanoes in the world that you can actually enter and explore! Algar do Carvão is an ancient lava tube and volcanic chimney that was formed approximately 3,200 years ago, making it quite a sight to behold. 

Or book our full-day guided tour around the island here (and discover this and much more with the help of a certified local guide). 


Suggestion for the day:

  • Visit the Biscoitos natural swimming pools and the Biscoitos Wine Museum. Next, move on to Praia da Vitória and don’t skip a nice walk on its calm-water beaches, along with the Facho Viewpoint and the Império da Caridade. We highly recommend that you head to Serra do Cume for sunset (it is even more magical at this time of the day).

Book here your Terceira Full-day Guided Tour. 

We recommended booking airport transfers or to rent a car (both available during the booking process). We also recommend booking an early check-in.

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. Or book here your Ponta Delgada City Tour. 

Not to miss:

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

For part II of the day, we recommend embarking on a whale & dolphin-watching experience (book here). 


Suggestion for the day:

  • Visit Sete Cidades

Can't Miss:

  • Lagoa das Sete Cidades
  • Lagoa de Santiago
  • Lagoa do Canário and Boca do Inferno Viewpoint)
  • Also,  take this opportunity to visit the neighboring village of Mosteiros - ideal for sunset!
  • Once you’re in the west part of the island you can also indulge in an ocean thermal bath at Ferraria

Book here a guided tour around the western part of the island that will have you discovering this and much more in the company of a local guide. 

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 a Furnas guided tour here

We recommended booking airport transfers (or getting a rental car) and an early check-in.

Suggestion for the day:

  • Take the afternoon to stroll around Funchal’s historical streets and gardens. 


  • Monte Palace Tropical Garden
  • Madeira Botanical Garden
  • Funchal Cable Car
  • Church of Nossa Senhora do Monte
  • Monte Toboggan Ride
  • São Tiago Fortress
  • Mercado dos Lavradores

Or book here your Food & Wine walking tour of Funchal. Another alternative is to combine a jeep expedition with a short hike (book here).

Suggestion for the day:

  • Explore Madeira’s Stunning West Coast


  • Ribeira Brava
  • São Vicente
  • Seixal
  • Porto Moniz
  • Calheta 
  • Ponta do Sol 

Or book here your southwest guided tour.

Suggestion for the day:

  • Discover Madeira’s Eastern Wonders


  • Santana
  • Machico
  • Pico do Arieiro
  • Ponta de São Lourenço 

Or book here your full-day guided tour. 

We recommended booking airport transfers and early check-in.

Suggestion for the day:

  • Take the day to stroll around Lisbon’s city streets: visit the Chiado, Baixa, Belém and Bairro Alto district (Bairro Alto is known for its nightlife scene).


  • São Roque church
  • São Pedro de Alcântara garden
  • The 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:

We suggest taking a stroll around the UNESCO City of Évora. Highlights:

  •  Capela dos Ossos
  • Évora Cathedral
  • The Roman Temple of Évora
  • Diana’s Garden
  • Évora’s winding streets
  • Évora University
  • Visit Évora’s City Walls
  • Aqueduct of Évora
  • Mosteiro da Cartuxa
  • Almendres Cromlech
  • Monsaraz
  • We also suggest taking some time for a wine-tasting experience.

Book here your Évora Wine Tour! 

Suggestion for the day:

  • Visit Sintra

Historically known as being the illustrious home to Portugal’s most storied monarchs, the town of Sintra is not only historically relevant, but aesthetically speaking, it is a true marvel of magnificence and romantic beauty. This dream destination is also known as being filled with heavenly mansions tucked among rolling green hillsides, and fantastical castles that make you feel as if you have stepped into an actual real-life fairytale, including must-see marvels of the Palácio Nacional de Sintra, Palácio da Pena, Quinta de Regaleira, the Castelo dos Mouros and the Palácio de Monserrate.

Can’t Miss:

  • Pena National Palace
  • Local pastries (travesseiros de Sintra)
  • Ginginha (local licour)
  • Pena Palace
  • Quinta da Regaleira
  • Monserrate Palace
  • Moorish Castle
  • Old-Town 

Book here your Sintra Guided Tour.

Suggestion for the day:

  • Those looking to delve deeper into Portugal´s religious roots need to look no further than Fatimá, which is famous for being the holy site where an apparition of Our Lady of Fatima is said to have appeared. As the story goes, the apparition was seen by a pair of shepherd children in the early part of the 20th century. That sums it up, but there is far more to the story, which you will surely discover more about when you make your way to Fatima as a fabulous day trip from Lisbon (the Museu de Arte Sacra e Etnologia is the place with all the 411). Located just about an hour from Lisbon, Fatima and its Chapel of the Apparition and nearby Holy Trinity Cathedral top the list of Catholic pilgrimage sites. But even if you are not really a religious person, the architecture, energy, and history of the place will surely win you over, particularly the Sanctuary of Fatima.

Book here your Fátima Guided Tour. 

  • Visit Óbidos

The romantic appeal of Obidos — a marvelous medieval town in Portugal chocked full of intriguing history — provides a true experience, as if you have actually stepped back in time to explore the nation’s amazingly rich history. Wandering among this enclave´s charming cobbled streets — flanked by an ancient walled labyrinth — and visiting its magnificent medieval castle will be memories you will never forget.

Can’t Miss:

  • Porta da Vila, Óbidos castle
  • Santa Maria church
  • Santa Maria Square
  • Bom Jesus da Pedra Sanctuary
  • Óbidos lake
  • Porta da Vila
  • Óbidos Aquaduct
  • Óbidos Medieval Market. 

Book here your Óbidos, Nazaré & Batalha tour. 


*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 Destination:

The Azores

The Azores are a stunning group of nine islands. Each with its own identity, beauty and charm, these jewels in the middle of the Atlantic are a must-visit destination. With this travel package, we take you to São Miguel, the largest island of the archipelago. Boasting lush landscapes that surround dormant volcanoes, exotic flora and beautiful crater lakes, and surrounded by clean waters, São Miguel is the perfect vacation destination for those looking for an off-the beaten path European destination.

Check out our Azores Travel Guide for more information and tips.


Our flight and hotel package takes you also to exquisite Madeira - the Atlantic's pearl. With great warm weather all year round, a unique history and a ton of new flavors to explore, Madeira is the perfect combination for your Atlantic island vacation. Full of culture, amazing hiking possibilities and friendly locals, Madeira is a great island destination. Marvel at its scenic cliff views and enjoy the thrilling experience of coming down a hill on a traditional wicker toboggan. Taste the exotic fruits of Madeira and enjoy its delicious cuisine. Relax at a natural swimming pool and just have a grand time.

Check out our Madeira Travel Guide for more information and tips.


The gateway to both the Atlantic and the Mediterranean, Lisbon is a dynamic port city that fuses together two distinct but complementary lifestyles, providing visitors with the perfect mix of European culture, cuisine, and cosmopolitan flair. Regal palaces and cathedrals, busy markets and plazas, and quiet city gardens converge to create the unique rhythm of Lisboeta life. While strolling along the mosaic sidewalks, you'll likely hear beautiful fado music echoing from tiny tavern patios, see colorful clotheslines strung between open windows, and smell the mix of delicious herbs and garlic wafting through the air from local al fresco restaurants in the Alfama quarter or Bairro Alto. If you appreciate old-world architecture, be sure to visit the Padrao dos Descobrimentos, the Mosteiro dos Jeronimos, and the UNESCO World Heritage site of Torre de Belem.

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9.5 Based on 2 reviews
Alyssa, Ontario
09 Mar 2023
Experience was wonderful, hotels were good, transfer were good, customer service was amazing.
Alyssa, Ontario
09 Mar 2023
Experience was wonderful, hotels were good, transfer were good, customer service was amazing.
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