Portuguese Islands | The Azores & Madeira

Discover the beautiful island chains of Portugal in one trip.

With numerous sights, sounds and flavors awaiting you at each destination – this is truly a once-in-a-lifetime experience that will be remembered forever!

What's Included?

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

Why we love this deal:

  • We love this deal because it allows us to experience the best of both Portugal’s beautiful archipelagos. Both islands boast stunning ocean views, making them ideal destinations for those seeking a relaxing getaway.
  • Madeira is renowned for its exotic flowers and deep green vegetation which creates an idyllic landscape that changes colors as you traverse from one area to another. From fragrant botanical gardens and sweeping mountain peaks with breathtaking panoramic views down to quaint villages with cobblestone streets and whitewashed buildings, Madeira has something for everyone. It’s also home to some of Europe’s finest golf courses, with challenging terrains and pristine grasses that make each game unique.
  • São Miguel Island is equally alluring—it offers volcanic landscapes created by ancient eruptions and stunning crater lakes in the center of its main city Ponta Delgada. The island also boasts hot springs where visitors can relax in the warmth of natural thermal waters which are surrounded by lush vegetation. Outdoor adventurers will be pleased with the range of activities available here – from hiking trails through verdant forests and along rocky coastlines to diving spots with vibrant coral reefs waiting to be explored. And don't forget about the whale-watching tours – there's nothing like being able to witness these majestic creatures up close!
  • Combined together, Madeira Island and São Miguel Island provide an unforgettable holiday experience full of beauty, adventure, relaxation, culture, and more!
  • This package can be personalized to the individual needs of each traveler. 


Day 1
Arrival to Madeira Island

It is recommended to book airport transfers (or to get 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

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. Another suggestion is to combine a boat trip with a jeep tour (book here).

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

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. 
  • 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

Not to miss:

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

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. 
  • Or take the day for a hiking adventure. 

Recommended hikes:

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

*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.

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8.5 Based on 275 reviews
DeLisa, Louisiana
24 Feb 2023
Joseph, Virginia
31 Jan 2023
Very enjoyable - excellent information provided by the staff.
Gerard, Mississippi
31 Oct 2022
Loved both islands. Can’t wait to go back.
DeLisa, Louisiana
24 Feb 2023
Joseph, Virginia
31 Jan 2023
Very enjoyable - excellent information provided by the staff.
Gerard, Mississippi
31 Oct 2022
Loved both islands. Can’t wait to go back.
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Portuguese Islands | The Azores & Madeira