Bridgetown, the captivating capital of Barbados, combines faded colonial history, captivating tradition, and vivid white beaches plucked directly from your richest imagination of Caribbean perfection. Recently listed as a UNESCO World Heritage site, thanks to its beautifully preserved colonial architecture, Bridgetown’s mask of modernity covers a core of complex history and fascinating culture. Sherbet coloured buildings line up to overlook the waterfront of the Constitution River at the ‘The Careenage’ – where gleaming ships bob on the blue water, and peaceful strolls along a wooden boardwalk await. Stop for a sobering moment at the commemorative plaque honouring the people traded at this spot, when Bridgetown was the British Empire’s most important harbour, and first stop on the Transatlantic Slave Trade crossing. Just five minutes’ stroll from here is Carlisle Bay – a postcard-perfect place where you’ll find crystal-clear, turquoise seawater glowing in the Caribbean sun, and a mile of soft white powder sand. A treasure trove for divers, the shipwrecks scattered below the shallow water’s waves are now inhabited by turtles and swirling, rainbow-coloured tropical fish. Head to the backstreets, where street food vendors serve up spicy chicken soup, barbecued pigtails and thirst-quenching coconut water. There are bargains aplenty to be had on Broad Street, where duty-free malls and souvenir stalls cram together, vying for your attention. Roebuck Street is the spot where one of the Caribbean’s favourite drinks, rum, was discovered – having been created here from the by-products of the island’s booming sugarcane trade. Nowadays, it’s lined with bars splashing every variety of the deliciously spicy dark libation imaginable into glasses. For a touch more culture, visit one of the oldest synagogues in The Americas – Nidhe Israel Synagogue, which was built in 1654. The adjoining museum tells the story of Barbados’ Jewish immigrants, who were instrumental in the island’s development.

Mindelo is a port city on São Vicente, an island in the volcanic archipelago of Cape Verde. It’s known for its music, nightlife and lively, Brazilian-influenced Carnival celebrations. Colorful colonial houses line the shores of Porto Grande harbor, which is set against a backdrop of rugged mountains. The Torre de Belém, by the harbor, is a scaled-down replica of a centuries-old tower in Lisbon

Puerto del Rosario emerged at the end of the 18th century as a small cattle-raising center on the current bay. The city, known then as Puerto de Cabras (port of goats), was transformed in the middle of the 18th century into a prosperous commercial port, a fact which favored it being declared capital of Fuerteventura in 1860, a status which until then was held by Betancuria.

Nestled on the east coast of Lanzarote, Arrecife takes its name from the rocky reefs and outcrops that dominate its coastline. This pretty working city has a friendly, authentic feel, and has managed to remain true to its roots as a historic fishing village. There’s a lot to explore, and whether you want to lie back on long swathes of opulent golden sand, or strap on hiking boots to crunch across Lanzarote’s scorched volcanic scenery, this versatile capital has so much to offer. With castles, caves, sleepy beaches, and a glittering saltwater lagoon, Arrecife is the perfect place to get acquainted with the sun-kissed appeal of the Canary Islands. Lanzarote’s charcoal desert vistas radiate a remarkable luna-like quality, but dotted cacti, waving palms, and bursts of vibrant wildflowers add an accent of colour to the canvas. Arrecife itself boasts apricot-coloured beaches and labyrinthine lanes of white-wash buildings within its Old Quarter, where you can smell fresh fish grilling, and see locals dipping delicious local salty potatoes – papas arrugadas – into colourful sauces. An evening stroll along El Charco de san Gines is a must for watching fishing boats bobbing gently on the lagoon, and watching spectacular sunsets burning across the sky. Standing tall for more than four centuries, Castillo De San Gabriel is located on the tiny island of Islote de los Ingleses, and was once a target for pirates, who would appear menacingly on the Atlantic’s horison. The stalwart 16th-century fortress now serves as the History Museum of Arrecife, and exhibitions inside explore the evolution of the city, and the ancient culture of Lanzarote. The International Museum of Contemporary Art, meanwhile, displays modern and abstract works within the 18th-century San José Castle’s refined setting. See works from Cesar Manrique – the prominent artist and architect whose slick sixties style flair can be admired across the island.

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.

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.