Portugal Cruise from Lisbon to Ponta Delgada — 9 Days

Lisbon, Portugal

Lisbon is a city best approached with time and comfortable shoes. Its seven hills rise above the Tagus, linking tiled lanes, grand squares and viewpoints with wide river views. In Alfama, narrow streets preserve the feel of old Lisbon. In Belém, the Jerónimos Monastery and Tower recall Portugal’s age of discovery. Pause for coffee and a warm pastel de nata between sights.

At Sea (At Sea)

Porto Santo Island Madeira, Portugal

Porto Santo rewards travellers who prefer substance to spectacle. Set in Madeira’s Atlantic archipelago, this small island is known for a remarkable nine-kilometre sweep of golden sand. Vila Baleira, its compact main town, offers cafés, a harbour and the house associated with Christopher Columbus. Beyond the beach, volcanic hills and dry, open landscapes invite unhurried walks and island-wide views. Come for clean horizons, long swims and a gentler pace than Madeira’s livelier resorts.

Funchal, Portugal

Funchal sits in a broad, sunlit amphitheatre above Madeira’s deep Atlantic harbour. Its compact centre rewards exploration, from the Old Town’s painted doors to the cathedral’s carved cedar ceiling. Ride the cable car uphill to Monte for sweeping views, then descend through gardens or by traditional wicker toboggan. Madeira’s wines and market produce offer a taste of the island before your ship sails.

At Sea (At Sea)

Santa Maria Island Azores, Portugal

Santa Maria is the Azores’ southernmost island. Its warmer, drier climate sets it apart from the archipelago’s greener, cloud-touched islands. Explore Vila do Porto, the Azores’ oldest settlement, then follow lanes past vineyards and whitewashed houses. At Praia Formosa, pale sand and Atlantic surf invite an unhurried pause. Inland, Barreiro da Faneca’s red clay hills offer a striking change of scene.

Ponta Delgada, Portugal

Ponta Delgada is the Azores’ Atlantic gateway, set on São Miguel, the archipelago’s largest island. Roads from the city lead to crater lakes, steaming fumaroles and the green caldera of Sete Cidades. In town, tiled churches and handsome squares reward an unhurried walk, while cafés serve local cheese and pineapple. Choose a scenic island drive, or explore the historic centre before returning to the waterfront.