Kuba

Beguiling, outlandish and surreal, Baracoa's essence is addictive. On the wet and windy side of the Cuchillos del Toa mountains, Cuba’s oldest and most isolated town exudes original atmosphere.

The pioneering ecovillage of Las Terrazas dates back to a reforestation project in 1968. Today it’s a Unesco Biosphere Reserve, a burgeoning activity center (with a canopy tour) and the site of the earliest coffee plantations in Cuba. Not surprisingly, it attracts day-trippers from Havana by the busload.

With a name translating as 'massacres,' Matanzas Province conceals an appropriately tumultuous past beneath its modern-day reputation for glam all-inclusive holidays. In the 17th century pillaging pirates ravaged the region's prized north coast, while three centuries later, more invaders grappled ashore in the Bahía de Cochinos (Bay of Pigs) under the dreamy notion that they were about to liberate the nation.

La Victória de Las Tunas (as it's officially known) is a sleepy agricultural town anointed provincial capital. It has long held a sleazy reputation for being the Oriente's capital of sex tourism. But thanks to good private lodgings, welcoming locals and a handy location on Cuba's arterial Carretera Central, handfuls of road-weary travelers drop by and are pleasantly surprised. Missing here are the touts that exasperate tourists in other destinations. It's a window into real provincial life.

Santiago är hetare, flirtigare, mer avspänt och mer afrokaribiskt än resten av Kuba. Här föddes Bacardin, revolutionen och Buena Vista Social Club. Följ med till staden som är backig som San Francisco och ligger närmare Jamaica än Havanna.

Havana's Old Town – the site where the city first took root in 1519 – is one of the historical highlights of Latin America, an architectural masterpiece where fastidiously preserved squares and grandiose palaces sit alongside a living, breathing urban community still emerging from the economic chaos of the 1990s. The overall result is by turns grand and gritty, inspiring and frustrating, commendable and lamentable. No one should leave Cuba without seeing it.

When Pinar del Río's greenery starts to erupt into craggy mogotes (limestone monoliths) and you spy a cigar-chewing guajiro driving his oxen and plough through a rust-colored tobacco field, you know you've arrived in Viñales. Despite its longstanding love affair with tourism, this slow, relaxed, wonderfully traditional settlement is a place that steadfastly refuses to put on a show. What you see here is what you get – an agricultural town where front doors are left wide open, everyone knows everyone else, and a night out on the tiles involves sitting on a sillón (rocking chair) on a rustic porch analyzing the Milky Way.

Elegant and old, this relatively hush city spells oasis to the traveler weary of confrontation. Predating both Havana and Santiago, it has been cast for time immemorial as the city that kick-started Cuban independence. Yet self-important it isn't. The ciudad de los coches (city of horsecarts) is an easygoing, slow-paced, trapped-in-time place, where you're more likely to be quoted literature than sold trinkets. Cuba's balmiest provincial capital, it resounds to the clip-clop of hooves; nearly half the population use horses for daily travel.

Habana del Este is home to Playas del Este, a multiflavored if slightly unkempt beach strip situated 18km east of Habana Vieja. While the beaches here are sublime, the accompanying resorts aren't exactly luxurious. Rather, Playas del Este has a timeworn and slightly abandoned air, and aspiring beach loungers might find the ugly Soviet-style hotel piles more than a little incongruous. But for those who dislike modern tourist development or are keen to see how Cubans get out and enjoy themselves, Playas del Este is a breath of fresh air.

Cuba's cultural capital, Santiago is a frenetic, passionate and noisy beauty. Situated closer to Haiti and the Dominican Republic than to Havana, it leans east rather than west, a crucial factor shaping this city's unique identity, steeped in Afro-Caribbean, entrepreneurial and rebel influences.