2-Week Adventure: 5 Islands Experience

Super Deal
Don't miss out on this amazing opportunity to explore the Azores Islands stress-free!

Don't miss out on this amazing opportunity to explore the Azores Islands stress-free!

What's Included?

All flights and connections
Accommodations for your destinations
Airport-Hotel Transfers
Van Tours: Faial Excursion - Half Day (departure from Horta)
Van Tours: Pico Excursion - Full Day (Departure from Horta)
Van Tours: São Jorge Excursion - Full Day (Departure from Horta)
Excursions: Terceira Island - Half Day
Van Tours: Full Day Sete Cidades, Furnas & Lagoa do Fogo (lunch included)
Whale Watching: Half Day
Walking Tour: Angra do Heroísmo City Tour
Expert trip manager
All taxes & fees

Why we love this deal:

  • The ultimate invitation: embark on a 14-night adventure to 5 of your favorite islands.
  • Begin at Faial Island, where the 1957 volcanic eruption shaped its unique landscape for which it's now famous - the Capelinhos Volcano. Also included in your Faial experience are:
    • Half-Day Tour of Faial
    • Full-Day Tour of Pico Island (includes ferry tickets between the islands, transportation, lunch, and local guide)
    • Full-Day Tour of São Jorgee Island (includes ferry tickets between the islands, transportation, lunch, and local guide)
  • The next stop is Terceira, where you'll delve deeper into the rich history and fascinating stories of the Azores.
    • Angra do Heroísmo Guided Walking Tour
    • Half-Day Tour Around the Island
  • But the highlights keep coming - your journey ends in São Miguel, where you'll witness some of Portugal's most famous landscapes.
    • Whale & Dolphin Watching Excursion
    • Sete Cidades, Lagoa do Fogo & Furnas Guided Tour 
  • You don't have to worry about any arrangements as we have taken care of everything, allowing you to relax and indulge in your adventure.
  • Customizable: Add more nights to your stay, a rental car or even local excursions.

Get $500 when you join our Travel Rewards Program


Day 1
Arrival in Faial

Arrival in Horta and transfer to the hotel. We recommend booking an early check-in in advance. 

Suggestion for the day:

  • Explore Downtown Horta. Stroll around Horta’s historical streets and behold the beauty of the old-world architecture of the Azores. Horta, the capital of Faial Island, offers superb views over the neighboring island of Pico from where Mount Pico magnificently stands out. 


  • Peter Café Sport
  • Porto Pim
  • Genuíno Restaurant
  • Monte da Guia
  • Nossa Senhora da Conceição Viewpoint
  • Horta’s Marine
  • Embark on a captivating tour of Pico Island, starting in Madalena and heading to São Mateus to visit the Sanctuary of "Bom Jesus Milagroso".
  • Admire exquisite handicrafts at the House of Regional Crafts.
  • Enjoy lunch with local specialties at a nearby restaurant.
  • Visit Lajes do Pico - famously known as “Vila Baleeira”- followed by Captain's Lagoon along Portugal's northern coast.
  • Explore Sao Roque’s commercial pier before returning through Mistério das Bandeiras volcanic landscape.
  • Marvel at iconic rock formations including fascinating tunnels and caves such as Cachorro dos Arcos!
  • Explore the breathtaking sights of Velas viewpoint and Urzelina
  • Visit Manadas' Igreja de Santa Barbara
  • Learn about cheese-making and sample fresh cheese at an Azores factory
  • Take an excursion around Rosais village and Sete Fontes park
  • Admire Faial, Pico & Graciosa from Pico da Velha peak
  • Start from Horta and visit Espalamaca for views and the "Nossa Senhora da Conceição" statue
  • Witness Flamengos Valley and its Calderia crater
  • Relax at Fajã viewpoint, then explore Capelos village and the Capelinhos volcano
  • End the tour at Monte da Guia reserve for volcanic cone scenery near Horta city limits

Check out from the hotel in Faial and transfer to the airport.

Arrive in Terceira Island and transfer to the hotel. We recommend booking an early check-in in advance. 

Suggestion for the day:

  • Lose yourself in the charm of Angra do Heroísmo! With a leisurely stroll around downtown, let your senses be tantalized by uncovering exciting new secrets – while you take a pit stop and savor Portuguese scrumptious treats at one of its cozy seaside cafes. You'll discover Angra's secrets later during your trip on a guided walking tour. 


  • Capitães-Generais Palace
  • Angra do Heroísmo City Streets 
  • Garden Duque da Bragança
  • Alto da Memória Viewpoint
  • Misericórdia Church
  • Angra do Heroísmo Underwater Archeological Park 
  • Prainha
  • Monte Brasil
  • Duque de Bragança Farmers Market
  • Silveira Natural Pools
  • Bordados dos Açores
  • São Bento Pottery 

Suggestion for the day:

  • Terceira Volcano Experience: Explore the island in style and uncover its magnificent volcanic origins! Immerse yourself in the unique experience of visiting one of the only volcanoes that you can visit on Earth from the inside out. Discover Algar do Carvão, a lava tube cave plus spots like Gruta do Natal, Furnas do Enxofre's sulfuric fumaroles, and Serra da Ribeirinha viewpoint boasting outstanding views over countryside landscapes.
  • Visit São Mateus, home to a stunning fishing harbor and an interesting whaling museum. Immerse yourself in the beauty of Lagoa das Patas National Park or take a dip at Biscoitos natural ocean swimming pools – perfect for cooling down after sightseeing. End your day with breathtaking views from Raminho's viewpoint as you admire 3 islands that make up this archipelago.


  • Whaling Museum
  • Azulart Pottery
  • Local Cheese Factory
  • Lagoa das Patas
  • Biscoitos' Lava Swimming Pools
  • Raminho Viewpoint
  • Join this guided walking tour to explore Angra do Heroismo, a picturesque city praised as one of UNESCO's World Heritage sites.
  • Enjoy the vibrant atmosphere of this historical hub and discover its hidden gems
  • Learn about the tragedy that struck the locals in 1980, when a powerful earthquake destroyed a large part of the city. Uncover how the Terceirenses rose from the rubble and immediately started rebuilding, creating their own unique legacy in Angra do Heroísmo while preserving most of its original architectural features

Suggestion for the day

  • The Azores Islands are an epicurean delight for foodies. The archipelago’s many unique microclimates, abundant water supply, and the volcanic nature of the islands make it possible to offer a large variety of delicious dishes. Based on a rich and hearty, peasant style of cooking, Azorean cuisine is so scrumptious, it will leave you asking for seconds.

Recommended Experiences:

Check out from the hotel in Terceira and transfer to the airport.

Arrive on São Miguel Island and transfer to the hotel. We recommend booking an early check-in in advance. 

Suggestion 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. 

Not to miss:

  • Portas da Cidade
  • Louvre Michaelense
  • Pineapple Plantations
  • Matriz Church
  • 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.
  • Visit Sete Cidades
  • Explore Lagoa do Fogo
  • Enjoy delicious local cuisine in Furnas.
  • Conclude the adventure with freshly brewed tea at Gorreana Tea Factory, the oldest operating estate in Europe

Suggestion for the day:


  • Ponta do Sossego Viewpoint
  • Ponta da Madrugada Viewpoint
  • Arnel Lighthouse
  • Poço Azul Hiking Trail
  • Ribeira dos Caldeirões Natural Park

Suggestion for the day:

  • Take the day for a hiking adventure: The Azores Islands have an excellent network of trails that allow you to explore their most pristine and unspoiled locales on foot. Imagine hiking on vibrant green and verdant nature paths, discovering awe-inspiring waterfalls, and taking spectacular photographs of stunning landscapes, all while breathing in the fresh, clean air of the Azores. Now pack your bags, because these paradise imaginings are real, and they are waiting in the Azores.

Recommended hikes:

Check out from the hotel in São Miguel Island and transfer to the airport. 

*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:

Often referred to as Europe's “Best Kept Secret”, the Azores have become an increasingly popular destination with year-round appeal for travelers. Striking the perfect balance between lush volcanic landscapes and seaside cities with charming European vibes, you will be pleasantly surprised by the Azores. 

  • 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 Europe's only tea plantations, and taste the sweet local pineapple, grown only in the Azores.
  • On Terceira Island, explore the oldest city in the Azores, Angra do Heroísmo, a UNESCO World Heritage Site. Visit a 17th-century fortress, and spend the day on a dairy farm and taste the local cheese. Dip into the natural swimming pools of Biscoitos, or trek around the protected natural park of Monte Brasil.
  • Faial Island offers a perfect blend of natural beauty, history, and adventure. From sailing to exploring its pristine landscape to experiencing its vibrant culture and customs, this island has something for everyone. Don't miss visiting the stunning Caldeira crater and its charming marina, the historic port city of Horta, and scenic countryside. Faial is one of the most picturesque islands in the Azores.

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

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