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São Miguel & Pico: Fly & Drive

For 7-Nights (or more): Explore the Azores wine country islands with the freedom of a car rental.

Self Drive

Trip Code: #10226

São Miguel & Pico: Fly & Drive

For 7-Nights (or more): Explore the Azores wine country islands with the freedom of a car rental.

Self Drive

Trip Code: #10226

What's included?

Travel

1 Country, 2 Cities

All flights

Accommodations for your destinations

7 nights

Rental car for your whole trip

Expert trip manager during the whole trip

Flexibility Policy

Included in all our trips. more information

All taxes & fees

Island Hopping

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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

8 days itinerary trip visiting 1 country and 2 cities

Day 1 Arrival in Pico Island
Welcome to the Azores! Begin your adventure by conveniently picking up your rental car at let the fun start.

Suggestion for the day:

Take a stroll around Madalena’s historical cobblestone streets and enjoy a meal at one of the several seaside restaurants. Madalena is known for its picturesque harbor, framed by the iconic silhouette of Mount Pico, the highest peak in Portugal.

In the late afternoon, make your way to Cella Bar for an unforgettable front-row sunset experience. Nestled along the rugged coastline, Cella Bar offers a unique architectural design, with its striking white structure seamlessly integrated into the natural landscape
Day 2 Free Day for Personal Activities (Pico Island)
Suggestion for the day (explore Pico Island)

Visit Gruta das Torres: Gruta das Torres is a significant geological formation formed by the cooling of underground magma flows. Its unique drainage pattern is evidenced by multiple layers on the cave walls, lateral benches, and cornices. Gruta das Torres is one of 17 caves on Pico Island recognized for its natural heritage, with the potential for UNESCO World Heritage Site status.

Get Lost in the Beauty of Vinhas da Criação Velha: Explore the historic vineyards of Criação Velha on Pico Island, where centuries-old traditions meet stunning volcanic landscapes. These meticulously crafted vineyards, nestled amidst rugged terrain and volcanic soil, produce exceptional wines renowned for their unique terroir. Experience the rich heritage of winemaking in this UNESCO World Heritage Site as you stroll through the picturesque rows of vines, soaking in the beauty and history of Pico's viticulture.

Pico Wine Museum: The Museu do Vinho is situated in a former winery and Carmelite convent near Madalena's city center. This museum showcases the island's wine-making history, displaying traditional wineries, barrels, and tools used for wine production.
Day 3 Free Day for Personal Activities (Pico Island)
Suggestion for the day:

Day Trip to Faial Island (a short ferry trip away): Nicknamed the “Blue Island” for its abundance of blue hydrangeas that cover the island like a heavenly floral blanket in the summer months, Faial Island is also the site of the most recent volcanic eruption in the Azores, which took place along the coast of Capelinhos village in 1957 and almost completely buried the nearby lighthouse. Many people lost their homes and livelihoods as a result of the eruption, a dire situation that prompted the Azorean Refugee Act to be signed in 1958 by JFK, authorizing the emigration of those affected. Simply put: The Capelinhos volcano left behind one of the most emblematic landscapes in the whole world.

The ferry trip between the islands is budget-friendly, costing under 10€.
Day 4 Flight to São Miguel Island
Begin your adventure by conveniently picking up your rental car.

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
Day 5 Free Day for Personal Activities (São Miguel Island)
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.
Day 6 Free Day for Personal Activities (São Miguel Island)
Suggestion for the day:

Hiking Adventure: Whether you're an experienced hiker seeking a rugged challenge or a casual explorer looking for scenic walks, São Miguel Island delivers a hiking experience unlike any other, with every step unveiling the island's natural wonders and rich biodiversity.

Serra Devassa (easy)

Moinhos do Félix (medium)

Salto do Prego - Sanguinho (medium)

Lagoa do Fogo (medium)
Day 7 Free Day for Personal Activities (São Miguel Island)
Suggestion for the first time of the day:

Explore the wonders of Sete Cidades, where each stop promises breathtaking views and unforgettable experiences:

Cumeeiras Viewpoint

Lagoa de Santiago

Vista do Rei Viewpoint

Ponte dos Regos

Lagoa das Sete Cidades

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.
Day 8 Return Flight Home

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

The Azores: a 7-night island hopping getaway with rental car included!

Why we love this deal:

Immerse yourself in the essence of the Azores Islands with our self-driving itinerary to Pico and São Miguel Islands. Begin your journey by delving into the world of Pico's renowned wine during your 3-night stay, celebrated for its unique cultivation amidst the sun and sea. Don't miss iconic spots like Lagoa do Capitão, Cachorro, and the Pico Wine Museum, along with the opportunity to experience some of the archipelago's most stunning natural swimming pools.

Conclude your adventure with 4 nights of exploration in São Miguel Island, where you'll uncover Portugal's famous sites such as Furnas hot springs. Explore lesser-known gems like Lagoa do Congro, Castelo Branco, Mosteiros, and more, as São Miguel's beauty reveals itself at every turn on this remarkable island.

(Please review the itinerary below for a detailed description of your journey)

*The itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless specifically stated.

About the Azores:

Often referred to as Europe's “Best Kept Secret”, the Azores have become an increasingly popular destination with year-round appeal for travelers.

Pico Island: To look forward to in your trip is a visit to the UNESCO-protected vineyards of Pico Island. You can also climb the highest mountain in Portugal or simply admire its grandeur from different spots on the island. Visit the interesting Whaling Museum and learn about the island's rich history and past whale-hunting traditions.

São Miguel Island: Marvel at the geothermal volcanic activity of São Miguel Island and its impressive crater lakes. Enjoy a relaxing thermal bath at a natural hot spring. Taste a delicious thermally cooked meal, known as "cozido", in Furnas, home to fumaroles and geysers. Explore the island's many waterfalls and hiking trails, visit artisanal tea plantations, and taste the sweet local pineapple, grown only in the Azores.

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

Available Experiences

Optional

Whale watching: Half day - Catamaran

Additional cost applies

Optional

Climbing Pico mountain: During the day

Additional cost applies

Optional

Hikes: Salto do Cabrito + Lagoa do Fogo

Additional cost applies

Optional

Walking Tour: Ponta Delgada Wine & Food Tour

Additional cost applies

Optional

Wine Tasting: Salt & Spices

Additional cost applies

Optional

Dinner & Wine Tasting: Islands (Portugal, Spain, Italy)

Additional cost applies

Optional

Hiking Tour: Vineyards of Criação Velha - Half Day

Additional cost applies

Optional

Van Tour: Wine Culture - Half Day

Additional cost applies

Optional

Food & Wine: Tapas & Wine - Half day

Additional cost applies

Optional

Food & Wine: Dinner with Live Fado Show

Additional cost applies

Optional

Food & Wine: Hot Pool in a Pineapple Greenhouse and Pineapple Tour

Additional cost applies

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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