The Azores & Madeira: Fly & Drive

Explore Madeira and São Miguel Islands with the freedom of a rental car.

The Portuguese Islands at your feet! Explore Madeira and São Miguel with car included for the ultimate island experience.

What's Included?

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

Why we love this deal:

  • All the Freedom to Explore the Pearl of the Atlantic: From Cabo Girão to Monte Palace Tropical Garden, Miradouro do Guindaste to Porto Moniz Pools, every corner of the island holds a new adventure, all at your own pace.
  • The Green Island at Your Rhythm: From Sete Cidades to Furnas, Lagoa do Fogo, tea plantations, and hidden waterfalls, the Azores offer off-the-beaten-path beauty that will leave you in awe.
  • Comfortable Accommodations: Stay in well-selected accommodations on both islands.
  • Ocean Views & Relaxation: Perfect for unwinding and rejuvenating.
  • Golf Heaven: Golf enthusiasts will adore Madeira's world-class courses, each with its own captivating challenges.
  • Tailored for You: Customize the package to your preferences for a truly personalized travel experience.

Gain Exclusive Access to Member-Only Offers When You Join Our Travel Rewards Program


Day 1
Arrival in Madeira Island

Welcome to Madeira! Pick up your car on arrival and let your adventure begin.

Suggestion for the day:

  • Stroll around Funchal’s historical streets
    • 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

Suggestion for the day: 

  • Explore Madeira’s stunning West Coast
    • Ribeira Brava
    • São Vicente
    • Seixal
    • Porto Moniz
    • Calheta
    • Ponta do Sol 

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.

Pick up your car on arrival and let the second part of your adventure begin.

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 in the Azores 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*.
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 Destinations:

São Miguel Island, The Azores

São Miguel Island is the biggest island of the Azores archipelago. From its vibrant green hillsides to its dormant volcanoes and clean waters, it's an adventurer's paradise! Hike down a volcano or soak up some sun on exotic dark sand beaches - all perfect for relaxation even amidst sightseeing. Don't miss out on sampling local pineapple from nearby plantations as you explore Ponta Delgada; marvel at black-and-white mosaic streets beneath timeless cityscapes before losing yourself among nature once again.

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


Immerse in lush landscapes, crystal-clear waters, and unique culture for an unforgettable experience. Enjoy sunny days and thrilling outdoor activities, from water sports to mountain trekking. Wander vibrant markets, savor award-winning cuisine, and unwind amidst breathtaking views on this dreamy island getaway.

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

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