Kuba

Diminutive Ciego de Ávila's finger-in-the-dyke moment came during the late-19th-century Cuban Wars of Independence: it became the site of an impressive fortified wall, the Trocha, built to keep out rebellious eastern armies from the prosperous west. Today, the province continues to be the cultural divide between Cuba's Oriente and Occidente. Most tourists come here for the ambitious post–Special Period resort development of Cayo Coco and Cayo Guillermo. The brilliant tropical pearls that once seduced Ernest Hemingway have had their glorious beaches spruced up and daubed with over a dozen exclusive resorts.

Situated in the Archipiélago de Sabana-Camagüey, or the Jardines del Rey (King’s Gardens) as travel brochures prefer to call it, Cayo Coco is Cuba's fourth-largest island, a 370-sq-km beach-rimmed key that is unashamedly dedicated to tourism. The area north of the Bahía de Perros (Bay of Dogs) was uninhabited before 1992, when the first hotel – the Cojímar – went up on adjoining Cayo Guillermo. The bulldozers haven't stopped buzzing since.

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.

The nation’s fourth-largest city serves up authentic provincial Cuba without the wrapping paper. Though the city of San Isidoro de Holguín barely features in Cuba’s tourist master plan, there’s magic and mystery here for a certain type of traveler. There's an overabundance of shiny vintage Chevys, plazas filled with uniformed school children sharing wi-fi and interactions not marred by rushing or selling. Use it as a window to life in the interior: from the religious solemnity of the annual procession climbing Loma de la Cruz to the exuberant cheers pouring forth from the oversized baseball stadium.

Large, very detached and set to a slow metronome, La Isla is both historically and culturally different to the rest of the Cuban archipelago. Mass sugar and tobacco production never existed here, and until the Castro revolution, the island yielded to a greater American influence. Eclectic expat communities, which call on Cayman Island, American and Japanese ancestry, have even thrown up their own musical style, a sub-genre of Cuban son known as sucu sucu. Today the island, bereft of the foreign students that once populated its famous schools, is sleepy but extravagantly esoteric: with a prison masquerading as a museum and scuppered ships just waiting for you to dive down to – or to party in! The opportunities for getting (way) off the beaten track will appeal to divers, escape artists, adventurers and committed contrarians.

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.

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.

Lovely Santiago. Far from the capital in Cuba's mountainous 'Oriente' region, this perennial hotbed of rebellion and sedition is Cuba's most 'Caribbean' enclave. The difference is invigorating and sometimes overwhelming. Cultural influences here have often come from the east, imported via Haiti, Jamaica, Barbados and Africa. There's a raucous West Indian–style carnival and a cache of folklórico dance groups that owe as much to French-Haitian culture as they do to Spanish.

Leap-frogged by almost all international visitors, Cuba’s two smallest provinces, created by dividing Havana Province in half in 2010, are the preserve of more everyday concerns – like growing half of the crops that feed the nation, for example. But in among the patchwork of citrus and pineapple fields lie a smattering of small towns that will satisfy the curious and the brave.

Embellished by soaring pine trees and bulbous limestone cliffs that teeter like top-heavy haystacks above placid tobacco plantations, Parque Nacional Viñales is one of Cuba's most magnificent natural settings. Wedged spectacularly into the Sierra de los Órganos mountain range, this 11km-by-5km valley was recognized as a national monument in 1979, with Unesco World Heritage status following in 1999 for its dramatic steep-sided limestone outcrops (known as mogotes), coupled with the vernacular architecture of its traditional farms and villages.