Portuguese Islands: São Miguel & Madeira

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
Airport-Hotel Transfers
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?

Itinerary

1
Day 1
Arrival in 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.
    • Mercado dos Lavradores (Farmers' Market)
    • Sé Cathedral
    • Santa Clara Convent
    • Museu de Arte Sacra (Museum of Sacred Art)
    • Blandy's Wine Lodge
    • Zona Velha (Old Town)
    • Praça do Município (Municipal Square)
    • Fortaleza de São Tiago (São Tiago Fort)
    • Marina and Waterfront
    • Funchal Botanical Garden
    • Monte Palace Tropical Garden

Suggestion for the day:

  • Explore Madeira’s stunning landscapes: Madeira is an archipelago full of stunning landscapes, lush forests, volcanic mountains, exotic and colorful flower gardens, delicious local flavors, and crystal clear Atlantic blue waters, perfect for swimming and exploring. One of the sunniest places in Europe, Madeira has long been a favorite destination for those seeking a warm-weather getaway with unparalleled hospitality coupled with gorgeous nature.
    • Ribeira Brava
    • São Vicente
    • Seixal
    • Porto Moniz
    • Calheta 
    • Ponta do Sol 
    • Santana
    • Machico
    • Pico do Arieiro
    • Ponta de São Lourenço 

Suggestion for the day:

  • Say Goodbye to Madeira with a Typical Night Dinner: Step into the heart of Madeira's culture as you indulge in a delightful 3-course dinner at a charming local restaurant, where traditional flavors come to life. As you savor each delectable course, prepare to be enchanted by a lively folklore show, where you can even try your hand (or should we say, your feet!) at the spirited local dancing.

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

Suggestion for the day:

  • Explore the wonders of Sete Cidades, including Lagoa das Sete Cidades, Lagoa de Santiago, Lagoa do Canário, and the captivating Boca do Inferno Viewpoint. Don't miss the chance to venture to the neighboring village of Mosteiros, a perfect spot for a picturesque sunset. While in the western part of the island, treat yourself to the rejuvenating experience of an ocean thermal bath at Ferraria.

Suggestion for the day:

  • Visit Lagoa do Fogo & Furnas: Venture to the island's northern expanse, where you'll encounter the untouched charm of the Protected Natural Reserve of Lagoa do Fogo. Relax in the rejuvenating thermal pools of Caldeira Velha, then marvel at the Salto do Cabrito waterfall. Journey to Furnas and immerse yourself in its myriad attractions, from the serene lake and Pico do Ferro Viewpoint to the unique caldeiras and Terra Nostra Park. Relish local flavors like cozido das Furnas and bolos lêvedos, and experience a fusion of nature and culture that's truly Azorean.

Suggestion for the day:

  • Say Goodbye to the Azores with a Fado Dinner: A captivating and deeply emotional experience that combines the soulful melodies of Fado music with delicious Azorean cuisine. As you enter a cozy, dimly lit restaurant, you'll be enveloped in an atmosphere of nostalgia and tradition. The hauntingly beautiful strains of Fado, performed by local musicians, fill the air, evoking a profound sense of saudade—the Portuguese longing for something lost.

We hope you had a fantastic time and look forward to traveling with you again in the future!

*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*.
Travel Support Anytime, Anywhere
Our experienced travel agents are available 7 days a week to help with any questions, requests, or issues from when you book until after you return from your trip.

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 282 reviews
Nainesh, Pennsylvania
16 Sep 2023
Amazing, the hotels were really nice and the staffs were helpful. The hotel in Sao Miguel was located in the heart of the city.
DeLisa, Louisiana
24 Feb 2023
Perfect
Joseph, Virginia
31 Jan 2023
Very enjoyable - excellent information provided by the staff.
Nainesh, Pennsylvania
16 Sep 2023
Amazing, the hotels were really nice and the staffs were helpful. The hotel in Sao Miguel was located in the heart of the city.
DeLisa, Louisiana
24 Feb 2023
Perfect
Joseph, Virginia
31 Jan 2023
Very enjoyable - excellent information provided by the staff.
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Portuguese Islands: São Miguel & Madeira
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