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Havana Days & Nights — A Half-Dozen “Have-tos” in Cuba’s Capital City

Let’s not say “if” you ever get to Cuba — let’s just say you will.

Because discovering a time capsule in your back yard is not an everyday occurrence — it’s an unforgettable travel experience, and actually, a pretty important cultural education. If you ever wanted to visit the living inspiration for the sets of “Pirates of the Caribbean” — forget Disneyland, head to Cuba.

While the entire island nation is worthy of exploration, Havana is Cuba’s heart and soul. Founded by the Spanish in 1519 and its capital since 1607, Havana is Cuba’s most populous city, with over 2.5 million residents. It’s also the home of notable Cuban exports like the Daiquiri and Andy Garcia.

Then there's the mojito….

Then there’s the mojito….


Havana is often described as a faded beauty, and indeed, its streets are colored more vibrantly by rumbling 1950’s American automobiles than the patinaed paint of its Baroque, Spanish Colonial and Art Deco buildings.


But this “living museum” also has a vibrant heartbeat — its colonnaded courtyards thumping with Afro-Cuban rhythms, smokey basements beckoning with rum and jazz riffs, city squares where Futbol is practiced and Beisbol is (hotly) debated.

Futbol in Plaza Vieja

Futbol in the Plaza Vieja


And everywhere, juxtaposed with historic art and architecture, are reminders of the Triumph of the Revolution.


The icy relationship between the U.S. and Cuban governments (which is thawing for the first time in over 50 years) has, in part, staved off the scourge of overdevelopment, but at the cost of even the most basic amenities for the majority of Cubans.


One small grace note has been the preservation of a once-grand Colonial past (which was, of course, built on the backs of African slaves), and the reminders that more than one revolution has taken place in this country, after all.

Monument to Cuban war hero, Maximo Gomez, at the mouth of Havana Harbor.

Monument to Cuban war hero, Maximo Gomez, at the mouth of Havana Harbor.


Over the next few weeks, I’ll be sharing many stories of our trip of a lifetime to the mysterious isle last year, just weeks after travel restrictions eased with the island nation. But if you’re thinking of making this trip any time soon, here are a handful-plus of “have-tos” for visiting Havana:



Even if you’re not on a “people-to-people” cultural tour (still one of the few legal travel options available to American tourists), this is one of the important sites you should see to understand Cuba today. The Plaza de la Revoluçion is the big “town square” covering five square miles in the Vedado area of Havana.

Dominated by the enormous José Martí Memorial and flanked by government buildings bearing the imposing images of revolutionary figures Che Guevara and Camilo Cienfuegos, it’s one of the most important public places in the country.


Camilo Cienfuegos on the Ministry of Communications.

Che Guevara on the Ministry of the Interior.

Che Guevara on the Ministry of the Interior.


The site of military parades, political rallies and official celebrations, the square has seen crowds of over 1 million people. If you go early enough, though, your only company will be a lineup of classic car taxicabs and the 60 foot marble likeness of Cuban patriot and national hero, José Martí.


José Marti Memorial


The memorial tower, 358 feet of gray Cuban marble, is (seemingly sporadically) open to the public, with an elevator that rises to an observation area with a panoramic view of Havana.

The memorial was begun in 1953, when dictator Fulgencio Batista came to rule, and was completed in 1958, during his final days in power. The legal case of compensation for the inhabitants displaced by its construction was taken on by a young lawyer named…Fidel Castro.



You don’t have to visit the Hotel Nacional’s “History Hall” to feel the weight of history in this once luxurious, and still stately, hotel (but it’s a great start).


Opened in 1930, you can still sense the ghosts of Winston Churchill, Erroll Flynn, Meyer Lansky, in its halls and salons. You may even stay in a room that was once occupied by Ava Gardner or Jean-Paul Satre.


It’s a government-run hotel, so you shouldn’t expect Ritz-Carlton-style service. But its location — on a promontory overlooking the Malecón and the harbor — and its elegant details make a stay here an experience to be remembered.


Built on the site of the former 18th century Santa Clara battery (with two of its guns still on display), the hotel has played a significant role in the country’s current military history as well. It was the site of the “Siege of the Hotel Nacional” — which pitted Batista loyalists against usurped Cuban Army officers in 1933, and acted as headquarters for Fidel Castro and Che Guevara during the 1962 Cuban Missile Crisis.

Portrait of Fidel Castro, lobby of the Hotel Nacional.

Portrait of Fidel Castro, lobby of the Hotel Nacional.


You can’t ignore the whiff of past decadence that seeps from the hotel’s walls like the sweat on a Cuba Libre — but you can enjoy a Mojito on the covered patio while a Salsa group plays on the lawn, a tropical storm brews on the horizon, and the Atlantic Ocean tries to burst its way through the sea wall below.



Havana’s “Old Town” contains one of the most beautiful and complete displays of Spanish, Neoclassic, Baroque, and Nouveau architecture to be found in Latin America. Designated a Unesco World Heritage Site in 1982, Habana Vieja’s oldest buildings date from the early 1500’s.


Its narrow alleyways, broad plazas, cobbled streets and courtyards makes it a dream for architecture, culture and photography enthusiasts.

Art Nouveau details

Art Nouveau details

Letterbox on the "bishop's house" -- Calle Obispo

Letterbox on the “bishop’s house” — Calle Obispo


Habana Vieja’s Plaza de Armas is the oldest square in Havana and is effectively its “Ile de la Cite.”  Framed by centuries-old buildings, including the Palace of the Captain Generals (now the Museum of the City of Havana), and the elegant Hotel Santa Isabel, this former parade ground now features a thriving second-hand book market, exalting a different type of power — Cuba’s 95% literacy rate.

Sweethearts amidst second-hand book and records vendors.

Sweethearts amidst second-hand book and records vendors in the Plaza de Armas.


A few blocks away, near the Plaza Vieja, you’ll find the Cafe Taberna, an elegantly-restored 18th century building which plays host to the current iteration of the most well-known traditional Cuban “Son” group — the Buena Vista Social Club.


While the Cafe might be a tad touristy, it’s worth a visit, and leads us to possibly the top choice of “what to do” in Havana — listen to music.



This one is pretty unavoidable — music, rhythm and dance bleeds from the pores of every Cuban you’ll meet, and you will find music wherever you turn. Afro-Cuban, traditional Son, soul-scorching progressive — if nothing else makes you yearn to stay in Cuba, the music will.


Tradición Habanera plays on Calle Obispo.


While the contemporary clubs feature the popular dance music Reggaeton, it’s easy to find superior live jazz and traditional Cuban music throughout Havana.

Better than a Tardis -- the entrance to one of Havana's top jazz clubs.

Better than a Tardis — the entrance to one of Havana’s top jazz clubs.


For a taste of the traditional Cuban “Son” music that gave birth to Salsa (and which itself grew out of Afro-Cuban Rumba rhythms), you could stake out a spot at Cafe Taberna’s nightly revue by the Buena Vista Social Club. A better alternative might be to seek out a show at the Palacia de la Artesania, across from the Malecón on Cuba Street.


Housed in a restored 18th-century mansion, by day the Palacia is one of the top shopping spots (for tourists) in Cuba. But by night, the courtyard transforms into an open-air music hall.

Few musical experiences can surpass hearing Pedro Godinez croon “Besamé Mucho,” as you crunch the sugar crystals from your third mojito, cooling off from a round of Salsa under the stars.



Which leads us to the dancing. Everyone dances in Cuba. EVERYONE. It’s just another dialect of their national language of music.

So unless you’ve been dancing the since birth, like most Cubans, you are going to want to take a Salsa lesson.

Young performers presenting the "Danzon" at a dance studio.

Young performers presenting the “Danzón” at a dance studio.


Even if you don’t plan on hitting a Salsa club, it pays to be prepared. Most musical venues (including restaurants) employ attractive young dancers who act as dance “fluffers,” if you will — encouraging audience members onto the floor (probably for their own amusement). You may not expect to dance, but that doesn’t mean you won’t be compelled to.

As my paramour says -- "You gotta be careful when drinking in Havana -- it always leads to dancing."

As my paramour says — “You gotta be careful when drinking in Havana — it always leads to dancing.”


And even if you are a “well-heeled” hoofer, you’ll find that Cuban-style Salsa, (which is actually a form of Cuban dance called “Casino”) is quite different from other Salsas, emphasizing the fourth and eighth beats, rather than the expected first and fifth.

Once you learn the polyrhythmic pattern of the “Salsa Cubano,” the Mambo, Cha Cha and Rumba are not far behind. Frankly, a month-long trip to listen to music, learn Cuban dance, and drink rum could be the perfect vacation.

Dance, baby, dance! (Lobby decor, Hotel Florida)

Dance, baby, dance! (Lobby decor, Hotel Florida)



Of course one of the most iconic images of Havana is its profusion of classic 1950’s American automobiles.


It’s a nifty image, but another reminder that what we take for granted (an abundance of reliable, fairly-affordable transportation) is a luxury in this country. Cuba has the least cars per capita of any country in the world, (with only North Korea having fewer), and 85% of those are taxis.

That being said, these remnants of the past are, by necessity, maintained beautifully and resourcefully, their drivers taking great pride in their gleaming chrome and creative add-ons.

It's the tropics, ya gotta have A/C.

It’s the tropics, ya gotta have A/C.


It’s a rare treat to nestle into tuck and roll upholstery, making a cab ride in a classic car not only a cheap thrill, but the only way to go if you want to arrive in style.


You need to watch out for the tourist traps — Taxis that offer you a tour of the city which could end up costing you $200. Always agree on the price beforehand — most destinations within the city cost between 5 and 10 CUC (convertible pesos, about equivalent to the dollar), not including a 10% tip (and it’s recommended you always tip).

Another fun way to zip back to your hotel after a long day of shopping and sightseeing is the CocoTaxi.

CocoTaxis at the Capitol building.

CocoTaxis and Cadillacs.


Exclusive to Havana, these three-wheeled auto-rickshaws are named for their resemblance to coconuts, and you might think you’d be nuts to ride in one!


In truth, they’re as fun as they look. A CocoTaxi along the Malecón with your sweetheart will definitely be a highlight of your trip to Havana.

CocoTaxi in Fusterlandia.

CocoTaxi in Fusterlandia.


Giveaway alert!

One of the best ways to enjoy any city, without looking like a map-toting tourist, is a great phone app whose features also works offline (also good for preserving precious data!).

I have partnered with GPSmyCity for this post to give away a free premium download of any city guide in their City Walks app (valued at $4.99) to the next 20 new subscribers to my posts by email (sign up form at the bottom of this post).

City Walks has tourist itineraries for over 470 cities worldwide, and is available for iOS and Android devices. You can tour the art of Austria, New Orleans night life, and even the highlights of Havana. The premium version not only tells you what to see, but how to get there, with point-and-walk directions and customizable tours.

Visit, browse the extensive list of city itineraries (I’m using it to plan a trip to Victoria, BC), then subscribe to my blog newsletter. When the contest is over, you’ll get an email back from me asking what city you’d like, and I’ll send you a free promo code for your download.

(And for my current subscribers — I plan to feature another giveaway soon — thanks for being a supporter!)


In my next post, I’ll share another half-dozen Havana “have-to’s.” I hope you can get there; I know I’ll return.



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