PlanoPlano14 days
Havana
December, January
extended-stay
A suggested day-by-day structure for your 14-day Havana trip. Generate a personalised version with Plano for detailed timing, restaurants, and routes.
Old Havana (Habana Vieja)
Malecon seafront promenade
Plaza de la Revolucion
Classic car tour
El Floridita & La Bodeguita del Medio
Tropicana Cabaret
Vinales Valley day trip
Live music everywhere
Day trip to the surrounding region
Local food tour and markets
Off-the-beaten-path exploration
Rest day or repeat favourites
Shopping and cultural experiences
Departure day
Old Havana (Habana Vieja)
UNESCO World Heritage colonial core
Malecon seafront promenade
the city's great social gathering place at sunset
Plaza de la Revolucion
the iconic square with Che Guevara's steel outline
Classic car tour
explore the city in a 1950s American convertible
El Floridita & La Bodeguita del Medio
the bars that made the daiquiri and mojito famous
Tropicana Cabaret
the legendary open-air cabaret show founded in 1939
Vinales Valley day trip
dramatic mogote landscape and tobacco farms
Live music everywhere
son cubano and salsa in any neighbourhood
Tell Plano your pace, interests, and dietary preferences — get a personalised 14-day Havana itinerary with detailed timing, restaurants, and walking routes in under 60 seconds.
Plan my 14-day Havana trip