Everything You Need to Know to Plan the Perfect Trip to Cuba

Cuba is one of the most vibrant and wonderfully frustrating places you'll ever visit. It's growing (but lagging) connectivity and stunted infrastructure are part of the many reasons that exploring the beautiful country will be an adventure of a lifetime. Not to mention the strikingly dilapidated facades and untouched landscape are a photographer’s dream.

For Americans, traveling to Cuba seems like an exotic fantasy. Thanks to the diplomacy of former President Obama, gateways to Cuba are now open and more accessible than they’ve ever been to citizens of the United States. And airlines and travel agents have jumped into the now-open market – which means it’s easier and more affordable for you to travel to Cuba! Despite these recent developments, finding clear information and getting answers to your planning questions isn’t as easy. Luckily, we’ve got you covered. Here is everything you need to know to plan the perfect trip to Cuba!



As of September 2016, eight U.S. based airlines offer non-stop flights to Cuba. Flights originating in the U.S. currently depart from New York, Atlanta, Miami, and Orlando. These non-stop flights service to nine cities including Havana, Camagüey, Holguín, and Santa Clara. As tourism expands (and it’s expected to), you can anticipate more and more flight options to become available.

Visa Procedures

In June 2017, the White House announced it was reimposing restrictions and regulations between the US and Cuba. This reversal in policy means that travel to Cuba will go back to being a restricted activity, as it was prior to President Obama's foreign policy in 2016. Travel to Cuba is still possible - but only through sanctioned group trips under the 'people-to-people'  license or one of the other license categories. According to the Treasury Department's Office of Foreign Assets Control (OFAC), travelers who booked their trip to Cuba (even partially) prior to the announcement in June will be allowed to go ahead. For the most up-to-date and accurate information on travel to Cuba, check the OFAC or US Embassy in Cuba website.

Editor's Note: This post was originally published on April 24, 2017. It has been updated for accuracy based on latest available information (as of July 2017). Key changes are noted in italics. 



According to most travel sites, high season for Cuba is November to March – when the weather is dry. The flip side is that crowds are heavy and prices are a bit steeper. If you’re going during Christmas or New Year, definitely book in advance. Low season comes in May and June when there’s a risk of hurricane. Shoulder season in April and October still offers decent weather at lower prices and with fewer crowds.


Like most countries, Cuba has a variety of accommodation options for you to choose from. Luxury hotels, midrange hostels, and economical homestays – the works. If you really want to immerse yourself in the Cuban culture and lifestyle, opt to stay in casas particulares. Casas particularas are private homestay options, akin to your typical Airbnb private room rental. In addition to being kind to your wallet, staying in a casa gives you a far more interesting and personal view of the country. Casa owners are sure to make you feel like family. You can book ahead of time (more and more owners are beginning to advertise on sites like Airbnb) – helping to guarantee you get the quality and comfort-level you want – or inquire as you go. It’s easy enough to walk from casa to casa and ask about availability. You’ll be able to spot casas by the blue and white signs above or on the doors of the buildings, marked “Arrendador Divisa.”

The outside of a local casa in Trinidad

The outside of a local casa in Trinidad

Throughout our trip, we saw people backpacking around town looking for a place to stay for the night. It’s important to keep in mind, however, that during peak or holiday seasons, availability may be limited and it might be better to call or book ahead. HOW LONG TO STAY In general, 2-3 days in each city is a good place to start. Depending on how much you want to see and do, you could stay a bit longer. If you want to try and hit two or three major cities, we’d suggest at least a week – or else you might feel rushed and not have enough time to really soak everything in.


Within cities, taxis and pedi-cabs (called bici-taxis) are the easiest way to get around. Negotiate a price before getting in. To get from one city to the next, for example from Havana to Cienfuego or Trinidad, the best and most reliable way to get around is by bus or car hire. In some cases, you may be able to fly between cities, but flights are often pricey and don’t save you that much time. Unless you’re going from one end of the island to the other, you may be better off with ground transportation.

View of the local bus station in Trinidad

View of the local bus station in Trinidad

Víazul is the main long-distance busy company used by visitors. Schedules are regular, the buses are air-conditioned, and bookings can usually be made in advance at the company offices located within the city bus stations. For popular routes (e.g. Trinidad to Havana or Havana to Viñales) you’ll want to book as far in advance as possible because seats usually sell out. Fares are reasonable and run anywhere from 10-15 CUC for short haul trip (2-5 hours), and 20-35 for long-haul trips (i.e. 5+ hours).

For added flexibility, comfort and efficiency, hiring a car/tax with a driver is a great way to get around. Car hires can be private – where it’s just your party and the driver – or shared – where you combine your party with others to fill all the spots in the car/van. Obviously, a private car hire is more expensive, but the cost of a shared car hire is comparable to bus fares.

Riding in our shared taxi from Cienfuegos to Trinidad

Riding in our shared taxi from Cienfuegos to Trinidad

In our experience, to go from Havana to Cienfuegos on our shared car hire was 25 CUC per person and got us there 2 hours faster than the bus would. To go from Cienfuegos to Trinidad was 15 CUC per person; and Trinidad to Havana was 30 CUC (it was slightly cheaper because we were in a large group van with 6 other people). The cars and the drivers vary by quality and the price you’re quoted before isn’t always indicative of quality of the car or the driver – so if you can, it’s best to organize these ahead of time through your casa owner, who can recommend a reliable one who fits your needs.


There’s so much to do in Cuba – between museums and historical centers, you’ll have plenty to keep you occupied during the day. But don’t stress too much about planning everything you’re going to do. Part of what makes Cuba so interesting is just it’s natural beauty, striking architecture, and vibrant atmosphere. You’ll likely spend most of your time wandering the streets – whether that’s the music-filled alleys of Havana or the cobblestone lanes of Trinidad. Embrace the Cuban lifestyle and be ok with going where the wind takes you.

The sights of beautiful Trinidad, Cuba – known for its untouched colonial architecture

The sights of beautiful Trinidad, Cuba – known for its untouched colonial architecture

If you’re keen to learn more about the sights and attractions, you’ll want to grab a travel guide! Because of the limited internet connectivity in Cuba, you’ll rely pretty heavily on your guide book – it’s one of the few places where you see people carrying them everywhere they go! It’s easy to spot another tourist because they’ll be the only other ones with their travel guide in tow.


Cash & Exchanging Money

You’ve probably heard that Cuba has two currencies – but don’t worry – it sounds more confusing than it is and you shouldn’t get too caught up in trying to understand the double economy. For basic purposes, all you need to know is that Cuba operates on a double currency system – convertible pesos (CUC$) and Cuban pesos (MN$). As a visitor, you will use exclusively CUC and all prices are listed in CUC unless otherwise stated. Some travel guides and sites say that you may want to have some Cuban pesos on hand for small street purchases (like fruits or candy) but even in non-touristy areas most places accept CUC.

While some travel experts report that the use of credit cards and ATMs are becoming more and more common in Cuba, cash is still king. You’ll want to carry cash with you and then exchange it to CUC when you arrive in country. Euros, Canadian dollars or British pounds are the best currencies to carry because they give you the best exchange rate. US dollars are also accepted but incur a 10% fee – which is why you’ll probably want to exchange your USD to Euros first before you leave and then exchange your Euros to CUC when you arrive. It’s important to note, however, that you should check the exchange rate from USD to Euro first – in some cases the rate may be worse than 10% and so exchanging USD to CUC directly may actually give you more bang for your buck (even with the fee). If you’re debating what to do, my suggestion would be to carry Euro, as it’s more common and universally accepted at all currency exchanges.

Regardless of what currency you carry, rule of thumb is to take more cash than you think you need. As a reference, for two people for 8 days, we spent €700 – for food, drinks, transportation, and other incidentals (note: we paid for accommodation prior to arrival). We were frugal but didn’t skimp on nice meals or the obligatory mojito (…or two... or three). You should calculate how much cash you’ll need based on your typical spending. We calculated €60 a day per person to be on the safe side. As you’ll see when you’re there, you can easily get by on much less than that without sacrificing significantly for quality and comfort.

Line outside of a casa de change in Cienfuegos

Line outside of a casa de change in Cienfuegos

Changing money is relatively easy but comes with its own interesting hoops. You can exchange currency at specific bureaus (called casa de change), at some banks, and at some hotels. Keep in mind that when you arrive at a casa de change or bank you’ll need to wait in line – which isn’t always as straight forward as it sounds. Queuing in Cuba takes on a new form, where people look for the back of the line and claim their spot by using the person in front of them as their place holder. Then they’ll go off to do something else and come back to the line later. So don’t be startled if you start to notice people coming in and out of the line – it may seem like they’re cutting but really they’re just resuming their place in the queue. Locals will always be honest so you don’t need get frustrated – it’s just a way of life!

Internet and Wi-Fi

It’s well known that Cuba has limited connectivity to the Internet – but getting online isn’t as hard as it’s made out to seem. The country’s internet access is run by a single company called Etecsa. To get online you’ll have to buy a prepaid user card from one of their sales booths or store fronts around town (be prepared to queue). You’ll also see men on the streets and in the public squares selling cards – most are legit but buy at your own risk. Once you have a user card, head to any one of the public Wi-Fi spots around town. These are usually big public spaces like parks. You’ll know you’re near one by the crowd of people glued to their devices. Despite the fact that connectivity is improving, connection is still slow so you should plan to use it sparingly. Personally, we used our 7 days in Cuba as a digital detox and really enjoyed being completely off the grid.

Etecsa booth, where you can buy a Wi-Fi, in Cienfuegos

Etecsa booth, where you can buy a Wi-Fi, in Cienfuegos

Other Notes

Tipping is important and expected for most services in the hospitality industry – for example, at restaurants, in hotels, and the never-ending musicians/bands that will serenade you during meals.

Pace of life in Cuba is slow and easy-going. Everything from meals to transport go at a glacial pace (with rare exception) so be prepared to be patient and go with the flow.

Language can be a barrier for many visitors who don’t speak Spanish. Outside of the heavy tourist areas you’ll find limited English. Most travel guides have a Spanish glossary with key phrases that you can default to. You can download Spanish translation apps before you go – but make sure they work offline since you won’t always be connected to Wi-Fi.

View across the beautiful city of Trinidad

View across the beautiful city of Trinidad


Going to Cuba is sure to be a once in a lifetime experience! Because it’s still a bit unknown (at least for most Americans), you may feel a bit nervous before traveling -- but don’t worry! Locals are helpful and nearly everything you need can be figured out once you arrive. Plus, anything worth knowing about beforehand you just read above! Enjoy and let us know how you like it!

This post was first featured on the travel digest, a conversationCheck out the original post here.

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