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Ponta Delgada, Portugal
The capital of São Miguel island is your perfect base. Visit Sete Cidades twin crater lakes and soak in the Furnas thermal hot springs. Don't miss the local cozido das Furnas, a hearty stew cooked underground by volcanic heat.
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Horta, Portugal
Faial island's main town is famous for its marina covered in sailor murals — a beloved tradition among transatlantic sailors. Take a day trip to Pico island to climb Portugal's highest peak, Mount Pico. The local Peter Café Sport is legendary for its gin and warm seafaring atmosphere.
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Madalena, Azores
Pico island's main village sits at the foot of its iconic volcanic mountain. Explore the UNESCO-listed Pico vineyards, where vines grow in dramatic black lava fields. Whale watching tours depart from here regularly, as the waters around Pico are among the best in the world for cetacean sightings.
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Santa Cruz da Graciosa, Azores
Graciosa is one of the quietest and flattest Azorean islands, perfect for cycling and unwinding. Descend into the Furna do Enxofre, a stunning volcanic cave with a subterranean lake. The island produces excellent local wines and has a charming, unhurried village atmosphere.
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Vila do Porto, Portugal
Santa Maria is the southernmost and sunniest island in the Azores, boasting rare sandy beaches like Praia Formosa. The island's colourful clay-roofed houses and rolling green hills make for spectacular scenic walks. It's a quieter, more laid-back ending to your Azorean adventure.