Traveling Flâneur
Pastel colonial facades and a vintage car on the Paseo del Prado, Havana, Cuba

Cuba

Seven cities I explored, three routes that actually work, and the practical page. I wish someone had handed me that the first time.

Updated September 2026

Cities walked7
Itineraries3

What nobody tells you before you land

Cuba runs on cash and patience. Foreign cards don't work — not at ATMs, not in shops — so you bring every euro you'll need and you slow down to the island's rhythm, because the buses, the internet and the queues all move at their own speed. Once you accept that, it's one of the most alive places on earth.

Havana is the reason most people come, but the colonial towns of the centre — Trinidad above all — and the tobacco valley of Viñales are what stay with you. The routes below string them together the way the roads and the shared taxis actually allow.

Fact sheet

Everything practical, on one page

01CapitalHavana
02LanguageSpanish.
03MoneyCash only — foreign cards don't work. Bring euros or US dollars.
04Population~11 million
05VisaA tourist card is required (buy it with your flight or at the airport).
06Best timeNov–Apr (dry season).
07AirportsHAV (Havana) · VRA (Varadero)
08Time zoneUTC−5 (UTC−4 in summer).
09PlugType A/B/C · 110V (some 220V)
10InternetPatchy — buy an ETECSA/eSIM card; don't count on it.
11Tipping~10%; small tips go a long way.
12BudgetMid-range ~US$50–80/day, all in cash.

Itineraries

Three routes that actually work

Seven days is Havana and the colonial centre. Fourteen is the whole west, from the tobacco valley to the beaches.

7days
La Habana3 days
Cienfuegos1 day
Trinidad3 days

Old Havana at its own pace, then a shared taxi down to Cienfuegos and Trinidad — the prettiest colonial town in the Caribbean.

10days
La Habana3 days
Viñales2 days
Cienfuegos1 day
Trinidad3 days
Santa Clara1 day

Viñales and its tobacco farms to the west, then the colonial centre — with a stop in Santa Clara for the Che memorial on the way back.

14days
La Habana4 days
Viñales2 days
Cienfuegos1 day
Trinidad3 days
Santa Clara1 day
Varadero3 days

The full western loop, ending on the white sand of Varadero — the beach you earn after two weeks of cities and cobblestones.

City guides

Seven cities, walked one street at a time

Havana

La Habana

Old Havana, the Malecón at sunset, classic cars and live son in every doorway.

3–4 days · Coming soon
Pinar del Río

Viñales

The tobacco valley — limestone mogotes, horseback rides and cigar farms.

2 days · Coming soon
Sancti Spíritus

Trinidad

The best-preserved colonial town in Cuba — cobbles, pastel houses and a beach nearby.

2–3 days · Coming soon
Cienfuegos

Cienfuegos

The "Pearl of the South" — elegant French-style boulevards on a wide bay.

1 day · Coming soon
Villa Clara

Santa Clara

The city of the revolution — Che Guevara's memorial and mausoleum.

1 day · Coming soon
Matanzas

Matanzas

The "Athens of Cuba" — bridges, rumba and the birthplace of danzón.

1 day · Coming soon
Beaches

Varadero

Twenty kilometres of white sand — the classic Cuban beach to end on.

2–3 days · Coming soon

Asked every week

Questions I get about Cuba

How much cash should I bring?+

All of it. Foreign cards don't work anywhere in Cuba — no ATMs, no shops — so bring every euro (best) or US dollar you'll spend, plus a buffer. Budget ~US$50–80 a day for mid-range travel.

How many days do I need?+

Seven for Havana and the colonial centre. Ten adds Viñales in the west; fourteen is the whole western half of the island, ending on the beach at Varadero.

How do I get around?+

Shared taxis (colectivos) and the Víazul tourist buses between cities; book Víazul ahead. Inside towns it's all on foot or by classic-car taxi.

Is the internet really that bad?+

Assume you'll be offline. Buy an ETECSA or eSIM data card, download maps and everything you need in advance, and tell people at home you may go quiet.

The podcast

I walked this before I wrote it

Every guide starts as an episode. Listen to the Cuba introduction — the context, the history and the honest bits — then come back for the routes.