San Juan to Lisbon

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

Glowing turquoise waters lazily bowing palm trees and pristine white sand beaches – it's all waiting for you in Jost Van Dyke's picturesque Caribbean splendour. Slip off your shoes you won't be needing them too much in these parts as you wander soft heavenly sands and paddle out into impossibly clear waters. If this is your first experience of the Caribbean's splendour you may be a little sceptical about the reality of those famed shockingly bright colours that you see in photographs. Splash into water that glows with a bright teal hue and is blotched with occasional swells of deeper royal blue. Snorkellers will adore the explosions of colourful fish beneath the waves. White Bay is a slice of island perfection with a neat hill of trees framing a sandy sweep of shaded beach bars. The wander up to Majohnny Hill is the most exertion needed to explore this four-square-mile island and it's worth it to see the heavenly beaches emerging from tranquil waters below. Even the natural sea formations here encourage you to unwind with waves gurgling and frothing over the rocks to create Bubbly Pool a natural jacuzzi. Jost Van Dyke has a reputation as the off-the-radar island getaway of choice for celebrities like Keith Richards. A lot of that comes down to the calypso charm of its rustic beach bars - especially the legendary Foxy's Bar which is run by island legend Foxy Callwood. Rum-drenched cocktails and icy buckets of beach beers await - sure to get you into the island’s party spirit in no time.

Lush and lively, Antigua is a bedazzling Caribbean destination, gorged with sunshine and crisp white sand beaches. Historic forts, sparkling coastline, and dense rainforest all contribute to Antigua’s land of thrilling natural beauty. With its bright blue to turquoise sea gradients – the beaches are vibrant and plentiful and the island has no shortage to choose from, with a rumoured 365 options. Experience the beauty on horseback, as your ride pounds across the sands, and the wind whips through your hair. Choose to loll in a catamaran offshore, or lie back on a bed of the softest sand to soak it all in. Beach shacks cook up fresh seafood and spicy goat meat curries if you're feeling hungry. St John’s glows in the sunshine, with flamingo pink and baby blue paints boldly coating vivid Georgian buildings. Lively markets offer an authentic slice of Antiguan life, while museums celebrate the island’s revered cricketers like Viv Richards, and the story of independence. The whacks and whoops of makeshift cricket games hint at the island’s British history, and you can see more of this heritage at Falmouth Harbour - which was the centre of the British presence in the Caribbean. The area is still filled with sailers and dallying yachts, as well as the only working Georgian dockyard in the world. Built in 1725, the UNESCO World Heritage Site, Nelson's Dockyard, was led by the admiral Horatio Nelson himself and is a fascinating time warp. Hike up to viewpoints here, which reward with glorious views of the forest-clad inlets, craggy cliffs and pointed hills. The stone towers of sugar mills dot the island, and hint at the tragic history of slavery, amid the island's sugar trade past.

Volcanoes dominate the island of La Palma. The island sits over a hot spot in the Earth’s crust. Beginning on the seabed 4,000 metres below sea level, the volcanoes grew to emerge above the waves and through the clouds to form a mountainous island. The highest point is 2,423 metres (7,950 feet) above sea level. The peak flanks La Caldera de Taburiente, a giant collapsed volcanic crater with a canyon exiting it. The ridge extending south of the Caldera erupted as recently as 1971, when Teneguía volcano sent slow lava flows to the sea. Roads reach lookouts where further exploration on foot begins. The Spanish port town of Santa Cruz de la Palma began in 1493 and supported the sea route from Europe to the New World. In the 16th century Santa Cruz was the third most important port in Europe, after Antwerp and Seville. But it attracted trouble. The pirate Françoise Le Clerc or ‘Peg Leg’, ransacked the town in 1553, leading to the construction of the forts Castillo de Santa Catalina and Castillo de la Virgen. History buffs should walk the cobbled town streets amongst colourful colonial buildings. Several vegetation zones are traversed if you travel up the mountains. Dry coastal scrub gives way to a woodland with large Canary Palms, a plant now grown worldwide. Higher slopes catch moisture from clouds, creating the lush laurel zone of semi-tropical forest. Next is a Canary Pine forest and finally an alpine zone of shrubs. The highlight here is the tall pink flowering spikes of the La Palma Bugloss.

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. 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.

A glorious mosaic of beauty, freedom and authenticity, Portugal’s capital is a stirring artwork of a city. Known for the seven hills it spreads across, and its stirring fado music, Lisbon is a pastel-coloured blend of houses and beautiful tile artworks - and this creative city strikes a perfect harmony between natural and manmade beauty. Stroll along Alfama's steep, cobbled streets as you explore one of the city’s oldest neighbourhoods - where each house and door could be its own photograph. Look for the decorative tiles, with the distinctive blues and whites of Azulejo ceramics, and visit the dedicated museum to learn more. Afterwards, wind up to São Jorge Castle, where views out across Lisbon’s red rooftops unravel. Just one of many majestic viewpoints, you can also seek out Miradouro da Graça for perhaps Lisbon's finest panorama, with the copper-coloured suspension bridge stretching over sparkling water beyond the sea of buildings. The elegant Tower of Belém rises in the Tagus estuary and is a historic defender of these shores. The grand, carved cloisters of Jerónimos Monastery spread out close by, and there's another UNESCO recognised location close by at Sintra, where a colourful town is set amid thick gardens and towering mountains - capped by the royal Pena Palace. Later, relax and take a quick break to drink Ginjinha, a cherry liqueur made from chocolate cups instead of coffee. Lisboetas have a sweet tooth, and the famous Pastel de Nata's crumbling pastry and caramelised-custard topping is the essential accompaniment to any coffee stop.