San Juan to Cartagena

Founded by the Spanish in 1521, Puerto Rico's capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island's population, but the cobbled streets of the Old Town remain the biggest tourist draw. The colonial-era fortifications have been awarded UNESCO World Heritage status, crowned by the imposing waterfront El Morro fortress, and the Old Town is full of attractive, brightly coloured houses. Outside of the Old Town you can find designer shopping on Avenida Ashford, and the north of the city is fringed by beautiful beaches, including fashionable Condado with its hip hotels and bars.

Antigua is famously home to 365 beaches - one for every day of the year - and there is an undeniable allure to the many white sand coves dotted along the coast. The capital, St John's, is worth a look, but if you've got time to visit the south coast you'll find historic Nelson's Dockyard a lot more interesting.

Castries, Saint Lucia’s diminutive capital, is home to some interesting markets and colonial buildings. The island’s highlights are situated elsewhere, however, and we’d recommend either heading south towards Soufrière, where the iconic Piton mountains guard a beautiful bay, or north to the bars, restaurants and beaches of Rodney Bay.

Browse the markets of charming St George’s, fragrant with the scent of cinnamon and nutmeg, and you’ll soon understand why Grenada is known as the ‘isle of spice’. This is one of the Caribbean’s most enchanting islands, fringed by gorgeous beaches and largely unsullied by mass market tourism.

The quiet, cactus-covered Dutch Caribbean island of Bonaire is internationally renowned for its diving, ringed by spectacular coral reefs that teem with life. The capital, Kralendijk, is home to some pretty colonial architecture, and the island is also known for its flamingos and pink sand beaches.

The gabled houses of Willemstad lend an undeniably Dutch feel to the capital of little Curaçao, with a splash of Caribbean colour thrown in. The island itself is not your typical lush tropical paradise - the landscape is characterised instead by thorny shrubs and cacti - but there are some fantastic beaches and quaint little villages.

The tiny Dutch Caribbean island of Aruba, located just off the coast of Venezuela, lies outside of the hurricane belt, meaning it enjoys a largely dry climate, and boasts some of the best beaches in the region, if not the world.

Cartagena was founded by Spanish conquistadors in 1533, and the beautifully preserved centre is a real highlight of Colombia’s Caribbean coast. The walled old town, the Ciudad Amurallada, is a camera-friendly collection of cobbled streets and colourful, colonial-era buildings.