Fly Lyfe Magazine · June 2026

CUBA, Caribbean

CUBA,  Caribbean
OVERVIEW OF CUBA Cuba lies in the northwest of the Caribbean Sea, 90 miles south of Florida, at the mouth of the Gulf of Mexico. Almost the size of England, it is by far the largest island in the Caribbean - in fact, at 744 miles long by an average 60 miles wide, it's as big as all the rest put together. To Columbus it was also the best: he called it "the most beautiful land yet seen by human eye". Cuba means different things to different people. For some, the name stands for revolution and communism, Fidel Castro and Che Guevara. For others, it conjures up retro images of 1950s American cars and glamorous cocktail bars. The island's history as a haven for gangsters and gamblers has given it a reputation as a macho country - think Ernest Hemingway, deep sea fishing and dusky maidens rolling cigars on their thighs. And then there's its colonial heritage: all those crumbling Spanish buildings and sugar plantations. In the 1990s Cuba suddenly found itself musical flavour of the month, thanks to the success of the Buena Vista Social Club film and CD. Now it has really taken off as a sunny beach destination, with brochures raving about its idyllic silver sands, swaying palms and turquoise seas, as glorious as any in the Caribbean. The truth is that you can find a bit of all those things - and more besides. One of the most fascinating things about Cuba is its people. A blend of races and cultures, African, Asian, and European, they're friendly, easy-going and welcoming, despite the fact that rationing and restrictions are a constant part of their lives. The Cubans' love of music is legendary, and many towns have a regular weekly party night, when everyone gathers in the streets to eat, dance and make merry. The towns themselves have kept most of their beautiful old buildings (mainly, it has to be said, because there weren't enough funds to knock them down and build new ones), and many of them are now being renovated from their former crumbling, dilapidated state. The faces and facades alone make for a photographer's dream. Outside the cities the attractions are just as appealing. Hikers can trek through beautiful mountain ranges covered in tropical forest. Ornithologists will be drawn to the marshes and mangroves of the Zapata peninsula, home to more than 160 species of bird. Snorkellers and scuba divers are lured by the coral reefs that surround most of the island, attracting a wide variety of fish, in perfect viewing conditions.
Right Now · June 2026

Where to Eat

Los Mercaderes — Old Havana's most reliable paladar occupies a 19th-century colonial house on Calle Mercaderes, its stained-glass windows and restored murals providing a backdrop serious enough to match the kitchen's ambition. Among the most-recommended tables on the island, the lobster tacos and red snapper ceviche are the orders that guests return for night after night.

La Guarida — Havana's storied rooftop paladar on Calle Concordia draws a loyal international crowd for gourmet Cuban cooking presented with impeccable care; the terrace at sunset remains one of the city's few genuinely romantic settings. The food is gourmet, the dishes presented with striking attention to detail — begin with the house croquetas and let the kitchen guide you from there.

El Rum Rum de La Habana — Consistently singled out as among the most professional restaurants in the city, El Rum Rum pairs a serious kitchen with one of Havana's more ambitious wine lists. Order the seafood casserole — it arrives generously portioned, fragrant with garlic and herbs, and large enough to share.

Nero di Seppia — A rare Italian-inflected address in Old Havana that earns its reputation through consistently fresh pasta and a cuttlefish-ink repertoire that travels better than it has any right to. A compact, discreet room; book ahead, and ask about the catch of the day.

Donde Lis — A paladar with genuine local credibility, Donde Lis keeps its focus squarely on traditional Cuban preparations — grilled lobster, fried snapper, ropa vieja — executed without fuss and served by a staff that treats every table as if it matters. The seafood is among the freshest you will find off-resort.

After Dark

Fábrica de Arte Cubano (FAC) — The old cooking-oil factory in Vedado that X Alfonso repurposed into Havana's most vital cultural space runs Thursday through Sunday and functions as something between a Berlin art club and a Caribbean festival compressed into one sprawling building. Multiple bars, photography exhibitions, jazz stages, dance floors, and a rooftop area converge under one roof — arrive before ten to avoid the queue, and plan to stay well past midnight.

Club 1830 — Anchored at the western end of the Malecón where the seawall meets Vedado, Club 1830 is the city's most atmospheric open-air salsa venue, its outdoor dance floor catching the salt breeze off the Straits of Florida. Saturday nights draw the most serious dancers; arrive by nine to claim a table.

Club Salseando Chevere — A genuinely inclusive salsa club with patient, skilled instructors who run early-evening classes before the floor opens to all comers — a format that makes it welcoming whether you arrived knowing your feet or not. The bar pours generously, the energy is warm, and a first visit almost always produces a second.

Out of Town

Viñales Valley — Tobacco Farm Day Journey — The three-hour classic-car drive west from Havana arrives at one of the Caribbean's most compelling landscapes: limestone mogotes rising from tobacco fields that have produced some of the world's most coveted leaf for centuries. A full-day itinerary typically takes in a working tobacco farm, a horseback ride through the valley floor, and a long lunch at a local restaurant with views across the karst — the kind of day that recalibrates your sense of what Cuban travel can be.

Dive Adventure Havana — An SSI-affiliated dive operation run by instructors who treat every diver, from first-timers to advanced certification holders, with equal seriousness. Cuba's western reefs remain among the least-trafficked in the Caribbean; visibility runs high in June, and wall dives off the Havana coast produce encounters with schooling tarpon and French angelfish in numbers that feel almost pre-tourism.

Holiday Adventure in Cuba — Varadero Jeep Safari — Roberto's all-day overland circuit out of Varadero covers more than 150 kilometers of off-road terrain, includes snorkeling at Playa Coral with gear provided, a swim through Saturno Cave, horseback riding on a family farm, and a grilled lobster lunch that more than one traveler has cited as the best meal of their entire trip. Booking through the operator directly is straightforward via WhatsApp.

On the Calendar

Festival del Caribe / Fiesta del Fuego — Santiago de Cuba, July 3–9, 2026 — The annual Festival of Fire, organized through the Casa del Caribe, is the Caribbean's most serious celebration of Afro-Caribbean culture, drawing delegations from across the region for a week of music, rumba, ceremony, and street pageantry in Cuba's most rhythmically alive city. This year's edition focuses on Colombian traditions, with a symphony orchestra and regional ensembles confirmed among the participants. Book accommodation in Santiago well in advance — the city fills months out.

Carnaval de Santiago de Cuba — July 25–27, 2026 — Among the oldest and most extravagant carnivals in the Caribbean, Santiago's summer festival is a full-scale street event with neighborhood comparsas, elaborate floats, percussion ensembles, and a density of sound and color that has no real equivalent elsewhere on the island. The Alameda avenue becomes the parade ground; the surrounding neighborhoods hold their own parties simultaneously, running through the early hours.

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