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Lisbon, São Miguel & Madeira

Explore a unique blend of Portugal by combining its bustling capital city with its magical islands.

Island & City Combos

Trip Code: #1744

Lisbon, São Miguel & Madeira

Explore a unique blend of Portugal by combining its bustling capital city with its magical islands.

Island & City Combos

Trip Code: #1744

What's included?

Travel

1 Country, 3 Cities

All flights

Accommodations for your destinations

8 nights

Airport-Hotel Transfers

Expert trip manager during the whole trip

Flexibility Policy

Included in all our trips. more information

All taxes & fees

Multi-destination

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“The perfect trip for an overview of Ireland's historic cities, wild landscapes and vibrant culture!”

Maria Cabral

Travel Advisor

Day By Day Itinerary

9 days itinerary trip visiting 1 country and 3 cities

Day 1 Arrival in Lisbon
Welcome to Lisbon! Enjoy hassle-free airport transfers upon your arrival and departure, and for a seamless start to your journey, we recommend booking an early hotel check-in.

Suggestion for the day:

Visit the Chiado, Baixa, Belém and Bairro Alto districts (Bairro Alto is known for its nightlife scene). Highlights: 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
Day 2 Free Day for Personal Activities (Lisbon)
Suggestion for the day (Évora or Sintra):

We suggest taking a stroll around downtown 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, Aquecut of Évora, Mosteiro da Cartuxa, Almendres Cromlech and Monsaraz. Or book here your Évora Guided Tour with a Wine Tasting Experience!

At Sintra, visit the Old Town and one of the following monuments: Pena Palace, Quinta da Regaleira, Monserrate Palace, Sintra National Palace, or the Moorish Castle. Or book here your Sintra Guided Tour.
Day 3 Flight to Madeira Island
Welcome to Madeira! Enjoy hassle-free airport transfers upon your arrival and departure, and for a seamless start to your journey, we recommend booking an early hotel check-in.

Suggestion for the day:

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

Highlights:

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.
Day 4 Free Day for Personal Activities (Madeira Island)
Suggestion for the day:

Madeira's West Coast.

Highlights:

Ribeira Brava

São Vicente

Seixal

Porto Moniz

Calheta

Ponta do Sol

Or book here your southwest guided tour.
Day 5 Free Day for Personal Activities (Madeira Island)
Suggestion for the day:

Discover Madeira’s Eastern Wonders

Highlights:

Santana

Machico

Pico do Arieiro

Ponta de São Lourenço

Or book here your full-day guided tour.

Option #2: Take the Day for a Hiking Adventure

Levada do Caldeirão Verde

Levada das 25 Fontes

Pico do Areeiro - Pico Ruivo

Ponta de São Lourenço
Day 6 Flight to São Miguel Island, the Azores
Welcome to the Azores! Enjoy hassle-free airport transfers upon your arrival and departure, and for a seamless start to your journey, we recommend booking an early hotel check-in.

Suggestion for the day:

Take the afternoon 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 Food Tour.

Not to miss:

Portas da Cidade

Louvre Michaelense

Pineapple Plantations

Matriz Church

or

Embark on a whale and dolphin-watching experience. The Azores Islands are known for their unparalleled beauty and biodiversity, adored by outdoor adventure enthusiasts and nature lovers alike. But what people may not know is that the Azores is also one of the fastest-growing whale-watching destinations in the world. Located in the Atlantic Ocean between Portugal and North America, the Azores are a permanent home and natural point of passage to more than 20 different types of whale and dolphin species, making the islands one of the world’s largest whale sanctuaries. Book here.
Day 7 Free Day for Personal Activities (São Miguel Island)
Suggestion for the day:

In Sete Cidades, visit Lagoa das Sete Cidades, Lagoa de Santiago, Lagoa do Canário and Boca do Inferno Viewpoint, and 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.

or

Take the day for a hiking adventure.

Recommended hikes:

Lagoa do Fogo

Moinhos do Félix

Serra Devassa

Sanguinho
Day 8 Free Day for Personal Activities (São Miguel Island)
Suggestion for the day (Lagoa do Fogo & Furnas):

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 bathe) 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.
Day 9 Return Flight Home

Itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless clearly stated.

Why We Love This Deal

Lisbon, Madeira, and São Miguel Island in the Azores are one of the top destinations for travelers looking to experience the unique beauty and vibrant culture of Portugal.
The Portuguese capital of Lisbon offers something for everyone: vibrant city life with chic boutiques and restaurants; historical landmarks such as the Jerónimos Monastery or the Belém Tower; wonderful outdoor activities like kayaking on Tagus Estuary or simply taking in the beauty of its cobblestone streets.
For travelers who want to get off the beaten track, Madeira is an excellent option. This island boasts some of Europe’s most stunning scenery with dramatic cliffs, picturesque villages, lush vegetation, and unspoiled beaches. Of course no visit to Madeira without tasting its world-class wine and traditional drink "poncha".
São Miguel is known as ‘Green Island’ due to its lush vegetation, where visitors can explore volcanoes that are still active today or take swimming trips around thermal pools created by volcanic activity - Terra Nostra Park, Poça da Dona Beija, Caldeira Velha and more.
In short, our Portugal's Islands & Capital package offers travelers an array of incredible experiences that will make them fall in love with Portugal. Whether you're seeking relaxation on world-class beaches or adventure activities such as scuba diving or hiking along ancient trails through nature reserves – this beautiful corner of Europe has something for everyone!
Customizable: Add more nights to your stay, a rental car or even local excursions!

Available Experiences

Optional

Whale Watching: Half Day

Additional cost applies

Optional

Hiking: Caldeirão Verde Levada Walk

Additional cost applies

Optional

Sightseeing Tours: Lisbon Fado Night with Dinner

Additional cost applies

Optional

Van Tours: Full Day 3 Best Highlights - Sete Cidades, Furnas & Lagoa do Fogo (lunch included)

Additional cost applies

Optional

Hikes: Moinho do Félix - Waterfalls + Tea Plantations

Additional cost applies

Optional

Food & Wine Tours: Portuguese Cooking Class

Additional cost applies

Optional

Hop on Hop Off: 2 in 1: Discover Funchal and Câmara de Lobos (24H)

Additional cost applies

Optional

Sightseeing Tours: Full Day Sintra

Additional cost applies

Optional

Sailing Boat Tours: Sunset Tour

Additional cost applies

Optional

Special Offer: Azorean Gin Masterclass

Additional cost applies

Optional

Jeep Safaris: Pico do Areeiro - Half Day

Additional cost applies

Optional

Jeep Tour: Mini–Combo Half-Day Expedition (Jeep tour + levada walk)

Additional cost applies

Optional

Wine & Food Tours: Safari + Madeira Table Wine Tasting & Snacks

Additional cost applies

Optional

Bar Tour: Beer Bike Experience

Additional cost applies

See what clients loved the most

7.8 Based on 4 reviews

"Very nice trip, fun to see 3 different aspects of Portugal"

Christopher Meldrum

04 Aug 2023

"Great trips, hotels, and loved it"

Kevin Grobsky

01 Dec 2022

Things to Know

About the Destination

Included Services

Important Information

Flexibility Policy

Travel Support Anytime Anywhere

When booking a trip with us, you don’t just get our local experts' support and a superb travel experience, you also get the guarantee of full flexibility on our end. We know plans can change, and when that’s the case, we’re here to help!

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