Blue Ocean Club
7 days · 7 stops

7-Day Calheta Yacht Charter Itinerary: Azorean Island Hopping Exploration

Embark on an extraordinary Calheta yacht charter, delving into the raw beauty of the Azorean archipelago. This journey begins from the charming coastal town of Calheta on São Jorge, a perfect starting point for exploring the central islands. Feel the Atlantic breeze as you navigate between dramatic volcanic landscapes, verdant hills, and vibrant marine life. Each day brings a new island to discover, offering unique cultural encounters and opportunities for adventure, from exploring ancient lava tubes to savouring fresh seafood in picturesque harbours.

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  1. DAY 01

    Calheta, São Jorge

    Begin your journey in Calheta, a quaint town on the south coast of São Jorge, known for its natural swimming pools and relaxed atmosphere. Explore the town's historic centre and prepare for your island-hopping adventure.

    • Visit the Igreja de Santa Catarina
    • Swim in the Piscinas Naturais da Calheta
    • Walk along the harbour front
    • Explore local artisan shops
    Anchorage
    Marina de Calheta
    Dining
    O Caseiro
  2. DAY 02

    Velas, São Jorge

    A short sail along the coast brings you to Velas, the main town of São Jorge. Discover its elegant architecture and the impressive Igreja Matriz de São Jorge. The town offers stunning views across to the island of Pico.

    • Explore the historic centre of Velas
    • Visit the Igreja Matriz de São Jorge
    • Stroll through the Jardim da República
    • Enjoy views of Pico island
    Anchorage
    Marina de Velas
    Dining
    Loura
  3. DAY 03

    Horta, Faial

    Sail west to Horta, the vibrant capital of Faial, a renowned stopover for transatlantic sailors. The marina walls are adorned with colourful murals painted by visiting yachts, a tradition that dates back decades.

    • Visit Peter Café Sport
    • Explore the Marina de Horta murals
    • Discover the Capelinhos Volcano Interpretation Centre
    • Wander through the historic town
    Anchorage
    Marina da Horta
    Dining
    Genuíno Restaurante
  4. DAY 04

    Madalena, Pico

    Cross the narrow channel to Madalena on Pico, famous for its UNESCO World Heritage vineyards. These unique lava-walled vineyards produce distinctive wines, a testament to the island's volcanic origins.

    • Explore the Pico Island Vineyard Culture Landscape
    • Visit the Museu do Vinho
    • Taste local Pico wines
    • Walk along the coastline
    Anchorage
    Porto de Madalena
    Dining
    Cella Bar
  5. DAY 05

    São Roque do Pico, Pico

    Continue along Pico's northern coast to São Roque do Pico, a town rich in whaling history. Visit the old whale factory museum and enjoy the dramatic views of Mount Pico, Portugal's highest peak.

    • Visit the Whaling Museum (Museu da Indústria Baleeira)
    • Enjoy views of Mount Pico
    • Explore the natural swimming pools
    • Sample local Pico cheese
    Anchorage
    Porto de São Roque do Pico
    Dining
    Ancoradouro
  6. DAY 06

    Angra do Heroísmo, Terceira

    Sail to Terceira and the UNESCO World Heritage city of Angra do Heroísmo. Its well-preserved historic centre, colourful buildings, and impressive fortifications tell tales of centuries of maritime history.

    • Explore the historic centre of Angra do Heroísmo
    • Visit Monte Brasil for panoramic views
    • Discover the Sé Catedral de Angra do Heroísmo
    • Walk through the Jardim Duque da Terceira
    Anchorage
    Marina de Angra do Heroísmo
    Dining
    Cais de Angra
  7. DAY 07

    Praia da Vitória, Terceira

    Conclude your journey in Praia da Vitória, a town with a beautiful sandy beach and a wide bay. Enjoy a final swim or explore the town's charming streets before preparing for departure.

    • Relax on Praia da Vitória beach
    • Stroll along the town's promenade
    • Visit the Church of Santa Cruz
    • Enjoy a final Azorean meal
    Anchorage
    Marina da Praia da Vitória
    Dining
    Restaurante O Pescador
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