Kuba

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.

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.

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.

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.

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.

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.

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.

Most travelers say hello and goodbye to Las Tunas Province in the time that it takes to drive across it on the Carretera Central – one hour on a good day. But, hang on a second! With laid-back, leather-skinned cowboys and poetic country singers, the province is known for daredevil rodeos and Saturday-night street parties. Here barnstorming entertainment is served up at the drop of a sombrero.

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.

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.