Azores Adventure: Sao Miguel & Pico Islands

Introduction
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Sao Miguel & Pico Islands / August

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Azores Adventure: Sao Miguel, Faial & Pico Islands

Prepare for an unforgettable adventure in the Azores' Sao Miguel, Pico, and Faial Islands! Sao Miguel's lush landscapes and hot springs await, while Pico's volcanic peak offers thrilling hikes. Faial's colorful marina culture in Horta and sweeping Atlantic vistas

Embrace island life as you indulge in local cuisine, mingle with friendly locals, and soak up the laid-back atmosphere. Explore breathtaking scenery, rich culture, and warm hospitality in the Azores this August.

*Itinerary subject to change

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General

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See all of our destination trips HERE.

Island Adventure Highlights

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At a glance

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Azores Adventure: Sao Miguel, Faial & Pico Islands

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General

Map

Day 1 - Arrival in São Miguel and Hotel Relaxation

15-Aug-2026
Day 1 - Arrival in São Miguel and Hotel Relaxation image

Arrive in São Miguel and Enjoy Hotel Pool

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Arrival in São Miguel

Arrive in São Miguel for the start of your Azores adventure. Enjoy the hotel and pool facilities as you settle in after your travels.

Day 2 - Sao Miguel Gardens, Surf, and Local Cuisine

16-Aug-2026
Day 2 - Sao Miguel Gardens, Surf, and Local Cuisine image

Explore Gardens, Surf, and Azorean Flavors

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Visit to Parque Terra Nostra

Begin with a visit to the lush and iconic Parque Terra Nostra, where you can wander through exotic gardens and soak in the island’s famous warm mineral pools.
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Lunch at Tony’s

Sit down for lunch at Tony’s, a local favorite known for traditional Azorean dishes — the perfect midday refuel.
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Surf Session at Praia de Santa Bárbara

Hit the water for an afternoon surf session at Praia de Santa Bárbara, one of the island’s most stunning black-sand beaches.
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End-of-day Drink at Tuka Tula

Wind down with an end-of-day drink at Tuka Tula, soaking in the coastal energy.
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Dinner at Associação Agrícola de São Miguel

Gather for dinner at Associação Agrícola de São Miguel, known for serving some of the best local steak on the island.

Day 3 - Scenic Hike, Thermal Pools, and Sunset Beach

17-Aug-2026
Day 3 - Scenic Hike, Thermal Pools, and Sunset Beach image

Hike Sete Cidades, Swim Ferraria, Sunset at Mosteiros

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Scenic Hike around Lagoa das Sete Cidades

Start with a scenic hike around Lagoa das Sete Cidades, where sweeping ridgelines and twin blue-and-green lakes create one of the most iconic landscapes in the Azores.
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Buffet Lunch at Lagoa Azul Restaurant

Enjoy a relaxed buffet lunch at Lagoa Azul Restaurant, right by the water, the perfect setting to refuel and take in the views.
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Swim at Ponta da Ferraria Thermal Pool

Head to the natural thermal pool at Ponta da Ferraria, where warm volcanic waters meet the Atlantic for a truly unique swimming experience.
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Sunset at Mosteiros Beach

Catch sunset at Mosteiros Beach, known for its dramatic rock formations and glowing skies.
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Evening Free Time in Ponta Delgada

The evening is yours to explore, with free time for dinner in Ponta Delgada. Wander the charming streets, find a cozy spot, and soak in the island atmosphere at your own pace.

Day 4 - Canyoning, Flight to Pico, Pico Arrival

18-Aug-2026
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Canyoning Adventure and Arrival on Pico Island

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Canyoning Experience in São Miguel

The day kicks off with an adrenaline-filled canyoning experience, descending waterfalls, navigating lush volcanic terrain, and fully immersing ourselves in the island’s wild landscape.
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Lunch at A Tasca

Enjoy a relaxed, free lunch at A Tasca, a beloved local spot known for its traditional Azorean flavors.
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Flight from São Miguel to Pico

São Miguel

Pico
Then it’s off to the airport for our flight to Pico Island.
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Pico Island Accommodation

Upon arrival, we’ll transfer to our accommodations, check in, and settle into the rhythm of a new island.
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Dinner on Pico Island

In the evening, we’ll gather for dinner, our first shared meal on Pico, and ease into the next chapter of the adventure together.

Day 5 - Pico and Faial Island Adventure

19-Aug-2026
Day 5 - Pico and Faial Island Adventure image

Explore Faial’s Volcano, Caldeira, and Whale Watching

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Ferry from Madalena (Pico) to Faial

DepartureMadalena (Pico)
DestinationFaial
We ferry from Madalena (Pico) to Faial in the early morning, crossing the channel toward a full day of exploration.
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Visit Capelinhos Volcano

We begin at the dramatic landscapes of Capelinhos Volcano before continuing to the breathtaking Caldeira of Faial, taking in sweeping views shaped by fire and time.
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Visit Caldeira of Faial

Continue to the breathtaking Caldeira of Faial, taking in sweeping views shaped by fire and time.
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Lunch at Restaurante Genuíno

Lunch is at Restaurante Genuíno, run by a sailor who has completed two solo circumnavigations of the globe — a fitting stop in this legendary sailing port.
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Relax at Porto Pim Beach

In the afternoon, we unwind at Porto Pim Beach with optional stand-up paddleboarding or free time by the water.
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Whale Watching Excursion off Faial’s Coast

Followed by a whale watching excursion off Faial’s coast.
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Return by boat to Madalena (Pico)

DepartureFaial
DestinationMadalena (Pico)
In the evening, we return by boat to Madalena.
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Dinner at Restaurante Ancoradouro

Gather for dinner at Restaurante Ancoradouro, closing a day defined by volcanic landscapes, Atlantic waters, and maritime spirit.

Day 6 - Pico Caves, Lake, Whalers Museum, Wine Tasting

20-Aug-2026
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Explore Pico’s Caves, Lake, Heritage, and Wine

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Visit Furna de Frei Matias Cave

We visit Furna de Frei Matias Cave, stepping into Pico’s volcanic underworld and experiencing the island’s raw geological beauty up close.
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Visit Lagoa do Capitão

We continue to Lagoa do Capitão, a serene crater lake framed by sweeping views of Mount Pico.
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Whalers Museum in Lajes

Dive into the island’s maritime heritage at the Whalers Museum in Lajes.
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Lunch at Ritinha

Lunch is at Ritinha, where traditional Azorean flavors take center stage.
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Meet Local Whale Spotter

In the afternoon, we meet with a local whale spotter to learn about the centuries-old lookout system that still guides boats today.
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Wine Tasting with Fábio

Wine tasting with Fábio, discovering the distinctive character of Pico’s volcanic vineyards.
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Dinner at Restaurante Farrobo

We close the day with dinner at Restaurante Farrobo, gathering together to reflect on a day shaped by lava, lake, legacy, and sea.

Day 7 - Pico Farewell and Return to São Miguel

21-Aug-2026
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Snorkeling, Leisure, and Flight Back to São Miguel

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Coastal Snorkeling Session or Free Time in Madalena

You can opt for a refreshing coastal snorkeling session in the clear Atlantic waters or enjoy free time in Madalena for a relaxed coffee, seaside stroll, or last-minute shopping.
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Lunch at Ilha Foodtruck

We gather one last time for a casual lunch at Ilha Foodtruck, soaking in the island atmosphere before transferring to Pico Airport for departure.
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Flight from Pico to São Miguel

Pico

São Miguel
Transfer to Pico Airport for departure — closing our journey with salty skin, full hearts, and memories of the Azores that will linger long after takeoff.

Day 8 - Departure from the Azores

22-Aug-2026
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Farewell and Departure from the Azores

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Departure from the Azores

After an unforgettable week in the Azores, we’ll say our goodbyes and make our way back home.
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What's Included

  • All transfers within the islands

  • 7 nights of boutique hotels

  • Domestic round trip flights Sao Miguel - Picoi

  • Daily breakfast

  • Local guides

  • Final Dinner

  • Insider access to hidden gems + group host throughout

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What's Not Included

  • International flights to/from Ponta Delgada

  • Personal travel insurance (required)

  • Alcohol & optional activities

  • Most dinners (so you can explore freely)

  • Tips for our 2 main local guides (Luis & Nair)

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Map

1. Parque Terra Nostra

Parque Terra Nostra, Rua Padre José Jacinto Botelho, 9675-061 Furnas, São Miguel, Azores, Portugal

2. Praia de Santa Bárbara

Praia de Santa Bárbara, Ribeira Grande, São Miguel, Azores, Portugal

3. Lagoa das Sete Cidades

Lagoa das Sete Cidades, 9555-000 Sete Cidades, São Miguel, Azores, Portugal

4. Ponta da Ferraria

Ponta da Ferraria, Ginetes, São Miguel, Azores, Portugal

5. Mosteiros Beach

Praia dos Mosteiros, Mosteiros, São Miguel, Azores, Portugal

6. Madalena (Pico)

Madalena, Pico Island, Azores, Portugal

7. Capelinhos Volcano

Vulcão dos Capelinhos, Capelo, Faial, Azores, Portugal

8. Caldeira of Faial

Caldeira, Faial Island, Azores, Portugal

9. Porto Pim Beach

Praia do Porto Pim, Horta, Faial, Azores, Portugal

10. Furna de Frei Matias Cave

Furna de Frei Matias, Pico Island, Azores, Portugal

11. Lagoa do Capitão

Lagoa do Capitão, Pico Island, Azores, Portugal

12. Whalers Museum in Lajes

Museu dos Baleeiros, Rua dos Baleeiros, 9930-143 Lajes do Pico, Pico Island, Azores, Portugal