Lisbon, the capital of Portugal, is a city open to the sea and carefully planned with 18th-century elegance. Its founder is said to be the legendary Ulysses, but the theory of an original Phoenician settlement is probably more realistic. Known in Portugal as Lisboa, the city was inhabited by the Romans, Visigoths and, beginning in the 8th century, the Moors. Much of the 16th century was a period of great prosperity and overseas expansion for Portugal. Tragedy struck on All Saints’ Day in 1755 with a devastating earthquake that killed about 40,000 people. The destruction of Lisbon shocked the continent. As a result, the Baixa (lower city) emerged in a single phase of building, carried out in less than a decade by the royal minister, the Marques de Pombal. His carefully planned layout of a perfect neo-classical grid survived to this day and remains the heart of the city. Evidence of pre-quake Lisbon can still be seen in the Belém suburb and the old Moorish section of the Alfama that sprawls below the Castle of St. George. Lisbon is a compact city on the banks of the Tagus River. Visitors find it easy to get around as many places of interest are in the vicinity of the central downtown area. There is a convenient bus and tram system and taxis are plentiful. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. After a fire destroyed parts of the historic neighborhood behind Rossio in 1988, many of the restored buildings emerged with modern interiors behind the original façades. The city boasts a good many monuments and museums, such as the Jeronimos Monastery, Tower of Belém, the Royal Coach Museum and the Gulbenkian Museum. High above the Baixa is the Bairro Alto (upper city) with its teeming nightlife. The easiest way to connect between the two areas is via the public elevator designed by Gustave Eiffel. Cruising up the Tagus River to the ship’s berth, you can already spot three of Lisbon’s famous landmarks: the Monument to the Discoveries, the Tower of Belém and the Statue of Christ, which welcomes visitors from its hilltop location high above Europe’s longest suspension bridge.

Bedecked with dramatic cliffs, fertile mountains and sun-gorged beaches, Madeira is a lush, colourful island of plants, paradise and Portuguese-flavoured pleasures. Bathing in year-round sunshine, Funchal – the lowkey capital of Madeira – is perfect for slowing the pace, and toasting the thrilling scenery with a bottle of the island’s famous wine. Narrow, cobblestone streets line the old town, where whitewash buildings, iron-wrought balconies, and tiled patterns carry echoes of Lisbon. Rua de Santa Maria is the city’s oldest street, and the doors have been vividly painted by local artists. Sit for a drink, to sample your choice of Madeira’s renowned wines – Boal is the ideal option for those with a sweeter tooth. You’ll also find Corpo Santo Chapel here, one of the few remaining buildings to have survived from the 15th century. Blossoming parks and gardens splash colour around, and the sweet smell of pollen lingers in Parque de Santa Catarina. Look out over Funchal harbour between the fountains and blooming flower beds, as ducks and swans enjoy leisurely days on the lake. Madeira Botanical Garden waits in the hills over the city, along with Palhero Garden – a sophisticated and elegantly landscaped English garden, 500 meters above sea level. For an even more dramatic view of this gorgeous setting, head up to Cap Girao – a rusty-red cliff with a cable car strung up to its sheer drop. The cliff falls away vertically to the vivid blue waters below. Or head down to the sea, to enjoy Funchal’s gorgeous pebble beaches rustling, framed by colossal, craggy cliffs.

Bedecked with dramatic cliffs, fertile mountains and sun-gorged beaches, Madeira is a lush, colourful island of plants, paradise and Portuguese-flavoured pleasures. Bathing in year-round sunshine, Funchal – the lowkey capital of Madeira – is perfect for slowing the pace, and toasting the thrilling scenery with a bottle of the island’s famous wine. Narrow, cobblestone streets line the old town, where whitewash buildings, iron-wrought balconies, and tiled patterns carry echoes of Lisbon. Rua de Santa Maria is the city’s oldest street, and the doors have been vividly painted by local artists. Sit for a drink, to sample your choice of Madeira’s renowned wines – Boal is the ideal option for those with a sweeter tooth. You’ll also find Corpo Santo Chapel here, one of the few remaining buildings to have survived from the 15th century. Blossoming parks and gardens splash colour around, and the sweet smell of pollen lingers in Parque de Santa Catarina. Look out over Funchal harbour between the fountains and blooming flower beds, as ducks and swans enjoy leisurely days on the lake. Madeira Botanical Garden waits in the hills over the city, along with Palhero Garden – a sophisticated and elegantly landscaped English garden, 500 meters above sea level. For an even more dramatic view of this gorgeous setting, head up to Cap Girao – a rusty-red cliff with a cable car strung up to its sheer drop. The cliff falls away vertically to the vivid blue waters below. Or head down to the sea, to enjoy Funchal’s gorgeous pebble beaches rustling, framed by colossal, craggy cliffs.

Las Palmas, with a population of about 350,000, is the largest city in the archipelago, situated on the northeast tip of the island. As befits a modern, active city, Las Palmas boasts a number of museums, lovely parks, beaches, and a lively nightlife, providing perfect diversions for the many visitors who flock here. The most important sites are found in Vegueta, the historical center in the southern part of Las Palmas. Among the attractions here are stately old homes with balconies facing narrow streets, of which the most prominent is the Casa de Colon, residence of the first governors of the island. From the south, the city hugs the coast up to the bustling areas of Puerto de la Luz and Santa Catalina, considered to be the modern hub of the city. Las Palmas also serves as the starting point to the spectacular interior as well as to the southern part of the island, where bustling resorts line popular beaches, and the famous sand dunes are found at Maspalomas.

Although this busy port city is smaller, quieter and less attractive than Las Palmas in Gran Canaria, Santa Cruz has its own share of elegant monuments. Until 1837, the island’s capital was La Laguna, not Santa Cruz, so there are only a few of the buildings in the city center that are any older than that. At the busy Plaza de España, there are several pedestrian streets leading north and to the area west of the port, where you’ll find the city’s stunning auditorium and maritime park. View less A real highlight of the city are its ramblas, long tree-lined boulevards that fall steeply from the north end of the city to the sea.