GloboTreks is reader-supported through affiliate links. If you make a purchase through these links, I might earn a commission at no extra cost to you. Thank you for your support! – Norbert

Cuba is one of those countries that everyone is aware of its existence, yet not a lot of people know much about it.

The country, as famous as it is, still hides much of its intricacies behind a veil of what I think is misinformed fear and cautious curiosity – especially if you’re American.

Growing up in Puerto Rico –an American territory– made me see Cuba as the forbidden land, that should I visit it, I would be either refused entry by the Cubans or face the consequences with Uncle Sam.

After visiting the country for the first time, none of them turned out to be true, especially the former. Having said that, traveling to Cuba as an American is still no regular trip.

There are travel limitations set by the U.S. through the embargo that forbids most American travelers wishing to visit Cuba and don’t fall under the current 12 categories of authorized travel to the country.

Malecon in Havana, Cuba
Malecon in Havana, Cuba

But still, this doesn’t mean all is lost for us. For decades, Americans have used the “trampoline method,” where they travel to a “layover country” (like Mexico) before flying to Cuba.

An important detail of this method is to enter the layover country and check in for your flight to Cuba from there so you can buy your Cuban “Tourist Card” at the airport.

First Impressions Of A “Different World”

Before moving forward, I want to say something… No, Cuba is not stuck in time. As beautiful and ideal to the traveling eye as this cliché might be, this is inaccurate.

Yes, it has developed to the beat of its drum, which for better or worse, goes at a slower and irregular pace; but stuck in time, it isn’t.

In my opinion, Cuba has created its own development course to work around its internal lackings and its external constrictions (like the embargo).

The famous poet Lola Rodriguez de Tió, once wrote, Cuba y Puerto Rico son de un pájaro las dos alas… which roughly translates as “Cuba and Puerto Rico, of a bird, its two wings.”

While I only got to learn about this quote once in Cuba, I already knew of the physical and cultural similarities both “sister islands” have. In my mind, I was up to see a poorer, less developed Puerto Rico.

But, I was wrong.

As soon as I arrived at Havana’s Jose Martí Airport and hopped on my taxi, I started to get the feel of Cuba’s social and political environment. Unlike most countries, there are no commercial signs on the side of the road in Cuba.

They are all political messages, socialist encouragement, criticisms of the embargo, and almost deified images of key political figures like Fidel Castro, Ché Guevara, and Camilo Cienfuegos.

Revolution signs in Havana, Cuba

Patria o Muerte, Revolución, Bloqueo, and Socialismo o Muerte are some of the words I saw on a recurring basis, painted on walls and signs along major streets and avenues.

The smell of smog floated all around the city – a negative effect of the old engines of the beautiful American vintage cars or the famous Russian Ladas or similar Soviet makes.

Still, it was a delight to see so many vintage cars in all stages of conservation roaming all around the city, as if it was the 1950s. La Havana proved to be a world in itself. It was so full of life, color, and local traditions I didn’t expect to see right away.

Streets in Havana, Cuba

I loved seeing how people spend their time on the streets. Whether it is just cultural or the fact that houses get so hot, and most people cannot afford to buy a fan and let alone air conditioning, most people gather in front of their houses and sit on the sidewalk to talk to their neighbors or friends – until very late at night.

In fact, everyone seems to know everyone in their neighborhood. In my opinion, this sense of belonging is essential in the Cuban character, and I believe it is one of the reasons why crime is not that high in the country and why Cubans are very friendly.

Streets in Havana, Cuba

Going Deeper And Meeting Cubans

As usual, meeting and talking to people is one of my favorite things to do to get to know a place. I like hearing their stories and their perspective on the place they live.

For me, Couchsurfing is a great way to introduce myself to locals, and Cuba was no exception for this mean. But, not surprisingly, Couchsurfing in Cuba is not your typical experience.

I mean, it is Cuba, after all, and as I discovered, everything there can be a hassle and a regulation. It is complex, to say the least.

Unlike most countries, Couchsurfing is not “legal” in Cuba since hosting strangers in someone’s home is illegal.

Instead, Cuba has what they call Casas Particulares, which are rooms for rent at someone’s house or even full apartments to rent in some cases. Locals, instead, use Couchsurfing as a way to promote their Casas Particulares.

While I usually don’t like finding people who charge on Couchsurfing, in Cuba, that’s the only way to do it.

Locals must pay for a monthly “accommodation license,” charge for the night and register every person who stays with them and report them within 24 hours to the regulating agency. (Airbnb is also an excellent site to find Casas Particulares.)

What about visiting a friend? You can stay with a friend for free, but your friend has to get approval from the agency by showing proof of your friendship – like photos together, email conversations, and such.

In the end, I was happy with my host, Lis, and I gladly recommend her to anyone going to Havana. She was the best, and she gave me so much insight of Cuba, its history, and customs, from her firsthand perspective.

Lady in Havana, Cuba
Part of the view from my window. I could see this lady washing her clothes on a regular basis.

Through her, I learned a bit more about the embargo from the Cuban perspective, and how lifting it would be so beneficial for local commerce and the country.

This would allow more goods to be imported from nearby countries (including the U.S.), not just from China and Russia, which are the current main importers – with a high transport cost.

Currently, under the embargo, any cargo ship that docks in Cuba is forbidden to trade or transport goods from/to the U.S. for six months.

Naturally, many companies/countries shy away from dealing with Cuba since the U.S. presents a better economic alliance.

I’ve always thought of the embargo as unnecessary. While it still stands strong, it looks like the U.S. and Cuba are on the right path to forging a better diplomatic relationship, just like they had at the beginning of the 20th century.

I loved seeing the dichotomy of government mentality and the public’s perception towards the U.S.

On one side, you have the government (in its majority) speaking on the evils of the imperialist U.S. Yet, on the other side, Cubans are very friendly and welcoming to Americans and everyone alike.

It is quite inspiring to see them being so open to what some would say “their oppressors.”

The Hassles Of “Everyone Is The Same”

As I already mentioned, everything is a hassle in Cuba – even for tourists. But maybe, these hassles are the closest we get to experience life there – even if it is miles away from what life really is there.

Fidel’s ideals, through socialism, “establish” that everyone is the same. As utopic as this may sound, the reality is far from that. But still, most people are measured by the same yardstick that offers little variance.

If you work for the state, the minimum salary is around $10 a month, the mean is around $20, and doctors earn around $35… A MONTH! Doctors!

With doctors, for example, locals understand the valuable service they provide and the sacrifice and hard work it took to become a doctor.

For them, doctors don’t deserve those “we are all the same” low wages, so they try to help by showing their appreciation for the work the doctor is providing.

For this reason, when locals go to the doctor, they bring gifts in the form of food or daily-use items.

On the one hand, this is an excellent help for the doctors who appreciate it; on the other, some doctors are taking advantage of it and offer “better service” for better gifts. It’s a double-edged sword.

Statue in Old Havana, Cuba

The daily life challenges also permeate slightly into the tourist’s experience.

Changing money often comes with long queues, finding good food is a hit-and-miss experiment, haggling transportation prices is not uncommon, and even buying snacks is a challenge on its own.

Maybe I missed them all, or maybe they don’t exist, but I failed to see a single supermarket as I know it.

Yes, I saw a few markets, but they were mostly empty and only provided the basics like rice, beans, flour, oil, soap, and other first need items. Cookies? What’s that?!

As I learned, some markets are dedicated to selling only the “rations” food. Cuban families get a “rations coupons book” that provides them with a certain amount of food for the whole family for a month.

They still need to buy it, but the entire month’s worth of food will cost them no more than $1.

This amount of food is not enough to eat well, but enough to not starve. Some families do have to buy extra food with what little money they have, and that ends up being the basics, which is what’s seen in most other semi-empty “regular” markets.

While this is generally true, the other reality I found in Cuba is that foreign products are slowly making their way in, like Brazil’s Brahma beer, Pringles Chips, and Coca-Cola. The latter was easier to find than I expected.

Maybe the result of Raul Castro’s more progressive mentality is slowly speeding up Cuba’s development. Still, it is a difficult development.

Fidel destroyed Cuba’s economy, and the country is still struggling to get out of the economic hole he dug with his ideals, domestic policies, and foreign trade.

Since about a decade ago, Cubans can now buy and own property (up to two properties) instead of “permuting” it or exchanging it as it was only allowed before under Fidel’s rule. People can now hire employees outside their family circle and own a business.

Before, people could not buy new cars but only transfer the ownership of cars obtained before the revolution. This is one of the reasons why you can still see so many vintage cars there.

Now, people can buy “modern” used cars or, if they’re financially well, a new car.

And then there’s the internet…

The Internet Is Still A Social “Thing”

One of the most curious things I saw there was the use of the internet, from its most “primitive form” to the most “technological.” But one thing stood out within that spectrum; the internet in Cuba is still a social and shared phenomenon.

Not everyone can afford to buy the newly introduced WiFi cards that allow you access to the internet at select public hotspots. What they do is gather together among friends and family to use the limited access as a collective.

They all Skype together to their families abroad, they chat on Facebook as a quasi-real chatroom, and even their Google searches are done collectively.

Unlike us, in other countries, where internet use has become a one-on-one interaction between us and our device, in Cuba, it is still many voices on one device.

Cubans using Internet
See them mostly paired while using wifi? Still a social gathering!

Those who can’t afford WiFi access but want to stay in the loop of what’s happening, resort to buying “offline internet packages.” These packages are downloaded videos, movies, series, and saved news of “the best” of the week.

One guy is in charge of curating the internet and once a week he delivers the content by visiting his clients –who pay $5 per week on average– to transfer the data. In theory, one person’s internet becomes everyone’s internet.

Still, it is not cheap, but when there’s no other way of accessing the world wide web, this is their best option available.

The Evolving Cuba

These days I hear the common expression, “we have to go to Cuba before it changes and gets ruined,” or something along those lines. To that I think, change is inevitable and whatever change comes to Cuba shouldn’t be seen as “ruining” the country.

I don’t see people claiming that the US has ruined itself because we no longer dance, dress, and build like in the roaring twenties.

Progress has been good for us, and inevitably, it will be good for them too. Cuba has struggled a lot, so it has the right to forge a different future.

Che Guevara image in Havana, Cuba

It is up to Cuba to decide how and what to evolve and how to conserve the culture and social environment that has made it such an intriguing and somewhat “off-limits” destination.

Whatever it is, I’m sure it will still conserve the core of not only Fidel’s socialist Cuba but also the Spanish’s Cuba and Jose Martí’s Independent Cuba.

Do you want to see the Cuba that has been widely clichéd for decades? Then go now, as that Cuba will evolve at its own pace, and it seems to be picking up some speed, and the floodgates slowly open.

Lastly, if you’d like to know how to plan your trip to Cuba (especially if you’re American), I recommend reading this post that explains everything about planning your trip to Cuba in detail.

Essential Info: Logistical Tips and Tricks to Book your Trip to Cuba

I highly recommend using ViaHero‘s services to plan your trip to Cuba, especially if you’re American, as it complies with one of the travel categories (“support for the Cuban people”) that allows Americans to travel to Cuba legally.

This is thanks to the fact that a local Cuban is planning and customizing your trip exactly how you want it. I’ve used ViaHero myself on my trips to Cuba, and I couldn’t be happier with their service.

Find a cheap flight by using Skyscanner or Kayak. These are two of the sites I use the most due to their exhaustive search on several websites and airlines around the world. They usually bring the cheapest fares.

If you’re looking to save money by staying at a hostel, HostelWorld has the largest inventory of hostels with shared dorms and private rooms. On the other hand, Airbnb offers a wide variety of rooms and apartments at affordable prices.

Travel insurance with comprehensive coverage will protect you against unexpected events like theft, cancellations, injury, and illness. I use SquareMouth to insure my trips.

If you’re a nomad and travel often or long-term, then SafetyWing could help you save a lot of money on long-term travel insurance.

Lastly, check out my resources page for some of the best products and companies to use for your trip. If you like saving money (like I do!), then this page will help.

Adventure Awaits


Plus, receive a short e-book with 15 Beginner Tips and Tricks to Save Money on Flights!โ€‹

Leave a Reply

Your email address will not be published. Required fields are marked *


  1. Hey Norbert, I discovered your website recently and I’m pretty impressed and inspired by everything on what you experienced so far.

    I’ve always dreamed of travelling the world and next year I will take the step.
    Also bought your e-book & started reading it, thank you for that, it’s very helpful and amazing!

    My plan is to also start a blog and be a travelblogger. The thing is, I’m wondering what to start to blog about, since I will leave in like 10 months. I want to build up a website, but I think I’ll have a problem with the content of it lol

    and also what I’ve been wondering is, if your current website/blog is still running on bluehost. I’m wondering if all the settings you have, are available on bluehost.

    Kind regards, and keep up the amazing blog!
    Stay Safe!

    1. Hi Goran – Thanks for your comment and sorry for the late reply. Congrats on making the decision to travel the world And, thanks for buying the book! ๐Ÿ˜‰

      Regarding content for your blog, I actually started my blog over a year before I left and I wrote about local trips and tips until I left. At the moment, my blog is not hosted on Bluehost since it has grown beyond the optimal capacity for Bluehost. I’m currently using WebSynthesis which is much more expensive, but much more powerful.

      Please, if you have any question, feel free to let me know.

  2. I am from Italy – Sardinia – and it is not uncommon to bring presents to a doctor here too. A friend of my family (who died in a plane accident when he went to rescue a heart for a heart transplant) would regularly get sweets and traditional cookies as a sign of appreciation for his work. My mom always gives the surgeon who operated on her in 2002 a Christmas present that is usually a very good bottle of wine.

    Cuba is an interesting place to visit. But as you say, a challenging country for travelers. I had a hard time there – but I would go again any time.

    1. Oh, that’s really nice (the presents and sweets). Yes, it is interesting but challengingm but I guess that adds to the charm of the country.

  3. I personally wouldn’t be comfortable couch surfing in any country really, I know many do but a risk I am personally not willing to take so I am glads its illegal for me anyway ๐Ÿ™‚ I would always prefer a cheap hostel of some sorts.

    1. Not sure why you’re glad it is illegal. Couchsurfing is an activity that has helped millions of people travel the world on a budget, and not only that, but meet many new friends. The fact you’re not comfotable with it doesn’t mean it should be ok to make it illegal or be happy about it. To each their own.

  4. Funny to see how modern influences are creeping in, and how it is melding with what is already there … hope it works out well for Cuba!

  5. Super useful post guys! Cuba is on my to-do list for this year so Iโ€™ve bookmarked this post for when I start planning our trip. ๐Ÿ™‚

  6. Great tips- according to your travel blog sharing the unique articles and beautiful destinations in Cuba.

  7. Hi Norbert,
    Cuba seems to be such a beautiful country with clean roads, sea and its smiling people. However, you rightly pinpointed the concern of embargo which needs to be lifted for creating a perfect scenario for imports from U.S as well.
    Hope it helps the economy for creating greater employment too ๐Ÿ™‚

  8. Great read, however as a Cuban I’m offended by your views on Castro and lack of mentioning the U.S and why the embargo was placed on us. And also why the US had to be kicked out, not to mention the countless attempts on his life. I love Cuba and the culture and I am excited for the time when we live more freely.

    1. Thanks, Yazmin. As you know, we each have our opinions based on our circumstances and perspective. I don’t see why you’re offended by my views on Castro, but that’s fine. I respect your views, but that won’t change mine.