Walk the loop
Three hours, one solid loop.
Start at Plaza de la Catedral, drift south to Square of the Angel, west to Calle Cuarteles for the galleries, then through Calle Cárdenas, finishing at El Capitolio. Hire a classic car for the last fifteen minutes and ride down Paseo del Prado for the postcard. One solid hour of photographs, one hour of wandering, an hour for a coffee somewhere along the way.
Sunrise → Sunset → Night
One full day, three acts.
Morning: Plaza de la Catedral right after sunrise, when the square is empty and the light is gold. Walk Square of the Angel and the Calle Cuarteles galleries, then head straight to Plaza Vieja — the grand restored square this guide's purists skip and everyone else loves — before finishing at El Capitolio. Lunch at Al Carbón.
Afternoon: Paseo del Prado on foot, then hire a convertible for an hour — the whole Malecón with the top down, all the way out to Miramar and back.
Evening: through the tunnel to Morro Castle and the esplanade of El Cristo de La Habana, the whole city across the bay while the light drops. Back for dinner at La Guarida, or cocktails at Yarini Habana.
Day two belongs to Vedado
Two days — Old Havana, then the real city.
Day one — the full-day route above.
Day two — Vedado. Morning in the gardens of the Hotel Nacional for the view over the Malecón (peacocks likely, mojito optional), then swing past Plaza de la Revolución for the giant Che and Camilo steel murals. Ease back through Centro in the afternoon: Cine Cuba, Malecón 663. Evening: Fábrica de Arte Cubano if it is open that night — check the calendar — or the 9 PM cañonazo ceremony across the bay.
Add the colour — and the jungle
Three days, the works.
Days one and two — the two-day route.
Day three — morning at El Bosque de La Habana, the tropical forest along the Almendares river (a jungle twenty minutes from your casa), or Fusterlandia before noon while the light is best and the crowds are thin. If it is a Sunday, Callejón de Hamel at noon for the rumba. And if the trip owes you some sand: Santa María del Mar (N° 13 in this guide) is thirty minutes east — the locals' beach, zero resorts.
Havana + the island
A week in Cuba.
The shape most travelers land on: three days in Havana — the route above — then out of the city.
Viñales first: the tobacco valley two and a half hours west — limestone mogotes, working farms, and the greenest dawn in Cuba. We run a dawn day-trip and photoshoot there; even without a camera, go for the sunrise.
Then choose your ending: Trinidad, with a stop in Cienfuegos, for cobblestones and pastel colonial streets — the photographer's choice — or Varadero if the trip owes somebody a beach. Either way, route back through Havana for one last Malecón sunset. The city deserves a proper goodbye.
Cinematic moments only
The romantic trip.
Two or three days, designed around the most cinematic moments. Sunrise on a rooftop. Slow lunch at a paladar. Late afternoon at Square of the Angel — the most intimate plaza in the city. Sunset on the esplanade of El Cristo de La Habana, the whole city glowing across the bay — this is where I bring the nervous gentlemen with suspicious hands in their pockets. Dinner at La Guarida if you can book it.
Anniversary version: add a Flying Dress photoshoot on the Malecón at golden hour.
Pace over route
With kids in tow.
Mornings only, finish before the heat. Best stops for younger children: Plaza de la Catedral (open space to run), the convertible ride out the Malecón toward Miramar and Santa Fe (a real hit), lunch at Club Marea — a restaurant right on the sea with a proper kids' space — El Bosque de La Habana (a river, shade, and room to explore), the Malecón at sunset (sea breeze, room to wander), and the 9 PM cannon ceremony across the bay. Snacks and water in the bag.
Time it for a Sunday
For music lovers.
Time your trip so a Sunday afternoon lands on the Callejón de Hamel rumba. Build the rest around: Yarini Habana for cocktails and a band, Fangio Habana for jazz nights, and Fábrica de Arte Cubano (FAC) for the multi-room music-and-art evening that has become the city's signature. King Bar to dance at the end. You will not sleep much; you will not regret it.