Portuguese Islands: The Azores & Madeira

Super Deal
Discover the beautiful island chains of Portugal in one trip.

Explore two of your all-time favorite islands in one incredible journey!

What's Included?

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

Why we love this deal:

  • The Best of Both Worlds: Experience the ultimate combo of Portugal's picturesque archipelagos – Madeira and São Miguel Island.
  • Ocean Views & Relaxation: Perfect for unwinding and rejuvenating.
  • Madeira's Exotic Beauty: From botanical gardens such as Monte Palace to mountain peaks, every corner offers something unique.
  • Golf Heaven: Golf enthusiasts will adore Madeira's world-class courses, each with its own captivating challenges.
  • São Miguel's Volcanic Wonders:  Immerse yourself in São Miguel's volcanic terrain, featuring stunning crater lakes and soothing hot springs.
  • Tailored for You: Customize the package to your preferences for a truly personalized travel experience.

How about this package with included car rental?

Get $500 when you join our Travel Rewards Program

Itinerary

1
Day 1
Arrival in Madeira Island

We recommend booking airport transfers (or getting a rental car) and early 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

Suggestion for the day: 

  • Explore Madeira’s stunning West Coast

Highlights:

  • 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

Highlights:

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

Or book here your full-day guided tour. Another suggestion is to combine a boat trip with a jeep tour (book here).

Suggestion #2 - Take the day to explore Madeira’s food & wine scene

Situated in the Atlantic between Portugal and the coast of Morocco, Madeira is in a unique location at the intersection of many different flavors and influences. What can you expect to find on the menu here? Fresh tuna steak, fried cornmeal, kabobs, breads, mackerel, octopus, homemade couscous, wheat soup, and of course, loads of fresh fruit and delicious Madeira wine! 

Recommended experiences:

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

Suggestions 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 City Tour. 

Not to miss:

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

Suggestion #2 - 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

Suggestions 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 City Tour. 

Not to miss:

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

Suggestion #2 - 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

Suggestions 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) 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

Suggestions for the day:

  • Visit Sete Cidades (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 west part of the island that will have you discovering this and much more in the company of a local guide. 

Suggestion #2 - Take the day for a hiking adventure. 

Recommended hikes:

It is recommended to book an early check-in and airport transfers (or to get a car rental)  in the Azores as well. 

*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.

Madeira

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.

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Reviews

8.5 Based on 440 reviews
Harold , Ontario
14 Mar 2023
Fantastic trip. Both destinations had the most beautiful scenery and landscape. Both hotels were top notch and everyone is so friendly and helpful.
Kathryn, Ontario
06 Nov 2022
It was a great 8 day getaway to shake the trepidation of COVID.
Michael, Ontario
09 May 2022
We had a wonderful time on our trip. The islands were so beautiful and I would love to go back some day.
Harold , Ontario
14 Mar 2023
Fantastic trip. Both destinations had the most beautiful scenery and landscape. Both hotels were top notch and everyone is so friendly and helpful.
Kathryn, Ontario
06 Nov 2022
It was a great 8 day getaway to shake the trepidation of COVID.
Michael, Ontario
09 May 2022
We had a wonderful time on our trip. The islands were so beautiful and I would love to go back some day.
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Portuguese Islands: The Azores & Madeira Super Deal
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