Kuba

In any other country, this attractive colonial city would be a cultural tour de force. But cocooned inside illustrious Sancti Spíritus Province, second fiddle to Trinidad, visitors barely give it a glance. For many therein lies the attraction. Sancti Spíritus is Trinidad without the touts. You can dine, listen to boleros on the plaza or search for a casa particular without hassle.

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.

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.

Majestic, spread-out Vedado is Havana's once-notorious Mafia-run district. During Cuba's 50-year dalliance with the US, this was the city's commercial hub and, in many ways, it still is; although these days the nightlife is less tawdry, the casinos have become discos, and the hotels seem more like historical relics than havens of luxury.

A fantasy land of crinkled mountains and exuberant foliage, the Cuban Guantánamo remains a galaxy away from modern America in ambience. That doesn't stop most people associating it with the United States Guantanamo Bay Naval Base, which continues in operation, though downsized. Off the base, the region’s isolated valleys and wild coastal microclimates (arid in the south, lush in the north) are Cuba at its most mysterious and esoteric. Herein lie primitive musical subgenres, little-known Afro-Cuban religious rites, and echoes of an indigenous Taíno culture supposedly wiped out by the Spanish centuries ago – or so you thought.

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.

On first impressions, Havana can seem like a confusing jigsaw puzzle, but work out how to put the pieces together and a beautiful picture emerges.

Cuba's third-largest city is easily the suavest and most sophisticated after Havana. The arts shine bright here and it's also the bastion of the Catholic Church on the island. Well known for going their own way in times of crisis, its resilient citizens are called agramontinos by other Cubans, after local First War of Independence hero Ignacio Agramonte, coauthor of the Guáimaro constitution and courageous leader of Cuba's finest cavalry brigade.

Few parts of the world get named after yachts, which helps explain why in Granma (christened for the boat that delivered Fidel Castro and his bedraggled revolutionaries ashore to kick-start a guerrilla war in 1956) Cuba's viva la Revolución spirit burns most fiercely. This is the land where José Martí died and where Granma native Carlos Manuel de Céspedes freed his slaves and formally declared Cuban independence for the first time in 1868.

This small but well-endowed province is Cuba at its loveliest, also guarding a precious chunk of the country's fantastical historical legacy. Sancti Spíritus Province boasts nature worth exploring. The best on Cuba’s underwhelming south coast, Playa Ancón is a stunner. And then there are mountains. Outside Trinidad, the haunting Escambray offers outstanding hiking on a network of picturesque trails.