Look no further for your guide on how to travel to Cuba as an American citizen.

Relations between the United States and Cuba – this is no secret – have been chilly, at best, for approximately the last 55 or so. In 1960, President Eisenhower put an economic embargo on Cuba after a young Fidel Castro began cozying up to the Soviet Union. A year later, in 1961, all ties were cut between the U.S. and Cuba. Lots has happened since then – including a lot of back and forth. But President Obama finally decided that we can’t keep doing the same thing “and expecting a different result.” So, the normalizing of relations between the two countries began in 2015.

Since then, American citizens have been clamoring to get to Cuba – especially travel lovers like yours truly. I knew I wanted to go as soon as I heard diplomatic relations had opened up. It was a huge plus that flights didn’t seem to be too expensive from Florida ($50-60 one way from Fort Lauderdale-Hollywood International Airport). So, after convincing a couple of high school friends to head to Havana with me for a long weekend, we made the trip! I just got back a few days ago – and it was stellar!

I’ve already gotten a ton of questions on what it’s like there, how to get there, what to expect, etc., so I wanted to write a helpful guide for anyone that wants to know how to travel to Cuba as an American citizen. So, without further ado, here we go!

Travel is still restricted

The first thing you should know is that travel is still actually restricted. What that means is that you can’t go to Cuba strictly for tourism. In practice, it’s hard to say how much this actually effects travel to Cuba – in fact, I met some people while there that definitely seemed to just be touristing about. But “officially” the U.S. government says you can’t go wander around Cuba just to be a tourist.

You must meet one of 12 categories

So if you can’t go as a tourist, what can you go to Cuba for? Well, the Department of Treasury’s Office of Foreign Assets Control (OFAC) has issued 12 categories for allowable travel to Cuba. They are as follows, taken directly from the U.S. embassy’s website: “family visits; official business of the U.S. government, foreign governments, and certain intergovernmental organizations; journalistic activity; professional research and professional meetings; educational activities; religious activities; public performances, clinics, workshops, athletic and other competitions, and exhibitions; support for the Cuban people; humanitarian projects; activities of private foundations or research or educational institutes; exportation, importation, or transmission of information or informational materials; and certain authorized export transactions.”

If you meet one of the 12 categories, you don’t need to get a special license to travel to Cuba. The categories are fairly broad, but it is still a really good idea to make sure you meet the requirements for one of the categories before you go. Many people go under the “support for Cuban people” or person-to-person license. I went under the journalistic activity license, for which you have to be (among other possibilities) a freelance journalist with previous journalistic experience – and have a schedule of activities consistent with your journalism goals. 

Depending on your airline, you may have to specify which of the 12 categories you plan to go under or you may just have to certify that you meet one of the 12, without specifics. 

Purchasing your Visa isn’t hard

Despite the travel restrictions, purchasing your Visa isn’t that hard. You can get it through certain travel agencies before you go (I didn’t do this) or you can just purchase it at the airport before you head out. I flew Jet Blue there, which made the process really easy. A quick check-in and then payment of $50 for the Cuban “tourist card.” Yes – despite that the U.S. government says you can’t go as a tourist, the Visa requirement by the Cuban government is called a tourist card. One of my friends traveling with me flew Spirit, and she said the card was more expensive: $100. 

The Cuban government also requires you have insurance before arriving – if you fly Jetblue, they provide this with the cost of the ticket. Otherwise, you can get insurance from a third-party provider, like (my favorite and the best choice), World Nomads.

Be prepared for a separate line at the airport

While JetBlue does make the whole process really easy (one of the many reasons I love this airline!), my travel companion and I didn’t realize we needed to be in an entirely separate line for Cuba travel. This line is distinct from the domestic travel line, of course, but also from the other international travel line. It went by sort of slowly, but ultimately, it was nice to have a dedicated airline rep to make sure everything was tip top.

And make sure you have a return ticket

If you’re thinking about using travel to Cuba to bounce off a long leg of other international travel, well…don’t. You’ll need proof of exit before you go, so while you may end up deciding to book an onward ticket to another country before taking off from the States, it’s more likely you’ll find that a round trip ticket is cheaper. I planned to go from Havana either to Punta Cana in the Dominican Republica or to Guatemala City. I found, though, that either of those flights out from Havana were wildly expensive and that – oddly – it made more sense to fly back to the States and then fly out again to Central America.

You can book an airBNB beforehand

Although some of the articles you find on the web say that you need to get to Cuba and then find a place to stay, this isn’t the case anymore for American citizens. Before I went, I booked an apartment on airBNB. You can still arrive and then look for a place to stay, but I wouldn’t recommend it. If you want to do that, however, it won’t be too bad. You’ll ask around for a bit and find some people either willing to help you find a place or willing to let you stay with them, as a homestay. We met a man from Essex who had arrived in the country with no place to stay but easily found some great digs.

Expect food to be cheap…

I was pleasantly surprised to find lots of vegan food – beans, rice, veggies, pasta, sandwiches with no dairy – for very, very cheap. My first night there, I had a plate of spaghetti for less than 3 dollars. Of course, you need to pay for water (can’t drink from the tap, so we got bottled water everywhere we went), but still, the cost of food and sustenance isn’t too much in Cuba.

…And cabs to be expensive

One of my friends that traveled with me mentioned he had a friend that told him to rent a car. Since he didn’t want to drive (and I sure as hell didn’t want to drive) we chose to skip that plan and instead take cabs. And, well, we paid for it. From our airBNB, which was near the university, to the downtown area, the cab was about $10. Actually from our airBNB to about anywhere, except the airport, the cabs were about $10. To the airport was $25. So yeah, what we saved on food we definitely made up for with transportation.

Make sure places you go accept CUCs – and bring enough cash (in Euros, if possible)

The currency for the locals and tourists is different. The local currency is CUPs, the tourist currency is CUCs. Most places in Havana seemed to accept CUCs, but double check this before buying anything. And make sure you can get change back in CUCs. I very rarely change currency at the airport, but this time, I did. Credit and debit cards won’t work in Cuba, so you need to have more than enough cash to last your entire trip. Also, if you are changing USD, you will pay a 10% penalty. It’s better to try to grab Euros from a bank in the States before heading to Cuba so that you can change Euros into CUCs and not get hit with the penalty.

Be prepared for no WiFi and no cell service or data

There is no private WiFi in Cuba, so your airBNB or homestay won’t have WiFi. The best way to get WiFi is to buy an internet card at a public park and sit around on your phone. That’s how the locals do it. When we first bought the card, we were a bit nervous because it was just a random dude pulling internet cards out of his pocket. But apparently, that’s how it’s done. When you get the card, it may be ripped, but just make sure the scratch off portion – where you get the password – isn’t scratched off. For one hour of internet, it was about 3 CUCs – and CUCs to USD are about one to one.

Also, don’t expect to use your cell phone. I have T-Mobile’s best international plan and my prices were $2 per MB of data…definitely not anything that I wanted to pay. So I turned my data roaming off and kept my phone in airplane mode the entire trip.

Also no toilet seat covers

This was something I didn’t read about anywhere or foresee: there are no toilet seat covers in most places in Cuba. From what I understand, toilet seats are seen as a luxury, so what you get in most places is just a bowl. So if you’re a lady, expect to squat-hold everytime you have to pee. For what it’s worth, your thighs will be stronger by the time you leave.

And make sure you chat with the locals!

We had some great experiences – and some interesting ones. We met a bar owner who told us he had tried to build a boat to get to the U.S. three times – and had gotten caught three times. I was surprised because I didn’t realize people spoke that openly about wanting to leave Cuba in Cuba. It was sad, but I was still glad to have met him and gotten his perspective.

Traveling to Cuba was a great, interesting experience. I would definitely recommend it – and I’d recommend being prepared before you go!

Learning how to plan a cheap vacation isn’t hard – it’s about knowing the tricks of the travel trade!

A life of full-time travel means figuring out the best ways to travel extremely cheaply. Although I don’t have a rent payment or a car payment, I also don’t want to blow all of my money getting from place to place and seeing the places when I get there. As such, I’ve spent a lot of time learning how to do things as cheaply as possible while I’m on the road.

You don’t have to be a full-time traveler to want to take advantage of the ability to travel cheaply. In this blog post, I’ve put together some of my best tips and resources to help you figure how to plan a cheap vacation – and to help you get to your next vacation quicker!

1. Research, research, research.

My little sister is a research junkie. Seriously, she loves it and would rather spend her days scouring the Internet for the best deals and the best products than anything else. Maybe you’re not as much of an addict for research as she is, but in order to learn how to plan a cheap vacation, you’re going to have to start to love it. You’ll want to research everything – flights, places to stay, things to do, transportation. Planning a cheap vacation isn’t as easy as booking a luxury hotel through a travel agent – it requires some legwork.

2. Let technology help.

Have you ever heard of Skyscanner or Momondo? If you haven’t, get ready to love them. Skyscanner and Momondo are two of the resources listed on The LITMO Life’s Resources Page and they’re both there because I love them. Skyscanner has this amazing feature called an “Everywhere” search, where you can put in your departure airport and search all the destinations in the world. Skyscanner then provides you with a neat little list of destinations, in order from cheapest to most expensive. It’s incredible for the traveler that doesn’t mind taking advice on where to travel! Momondo is a similarly amazing website to find great travel deals.

3. Prioritize your “musts.”

You don’t really have to go to those expensive tourist traps and eat at all of those expensive tourist restaurants, do you? Let me answer that for you: no, you do not. You take vacations to get a break from your everyday life, but also to experience something new. Neither of those things requires spending bucketloads of money. Before you get to any location, prioritze the things you feel like you “must” do – and be smart about it. You don’t have to do everything on every top 10 list you can find about the place. Instead, choose the things you think you’ll love!

4. Be open to staying a town over.

Just because you’re visiting a big city doesn’t mean you have to stay in a big city. I know that what I’m about to say is the equivalent of going to Manhattan and staying in New Jersey – but seriously, it would be wicked cheaper to stay in Jersey! Just because you’re staying somewhere overnight doesn’t mean you have to spend a lot of time there – you can still spend all the time in the destination area of your choice (ahem, spend your days in Manhattan instead of Jersey)! But you’ll do it while saving some big bucks on where you sleep.

5. Skip the hotel.

Speaking of sleeping – please ditch the hotel. It’s 2017 and there are loads of other options for places to stay on vacation than just the standard, expensive hotels. You can try airbnb.com or couchsurfing.com or even search for a hostel at hostelword.com. Many hostels have private rooms – it’ll just be a slightly different environment than a hotel with a concierge. You’ll be glad you did – not just because you’ll save beaucoup bucks, but because you’ll often get the chance to meet a local who can tell you even more great things to see and do on your vacay.

6. Scout grocery stores before you arrive.

Yes – you can still eat out at those restaurants that you have read about in all the guidebooks, just not for every meal! Scout out a grocery store near your accommodations before you arrive, and when you get there, stock up on some of your favorites (or some things that look delicious and interesting if you are abroad and can’t find any of your favorites). You’ll be glad you did when you realize you’re not spending upwards of $20 on every meal. It’ll also help give you a break from the huge calories in restaurant foods.

7. Go for cheap or free, but still iconic, activities.

Sure, when you visit Orlando, you should see Disney at least one in your life. That said, you don’t need to visit the tourist trap locations everywhere you go. You can do cheap or free activities like seeing national parks or going on hikes or swimming in famous beaches. You don’t have to break the bank to have an amazing experience on your vacation!

8. Take public transit.

It can be tempting to want to take cabs everywhere in a new place, especially if you aren’t remotely familiar with the public transit system. But you don’t have to learn an entire system to learn how to take a bus or train from point A to point B. Plus, asking for help learning the transit system can force you to meet some locals! It’ll save you a lot of money and the extra time learning is worth it.

9. Ask for discounts.

Don’t be shy: ask if the people you are working with abroad can help you with discounts. For example, if you take a few day trips through the same tour company, ask if they can give you a bulk discount for working exclusively with them. Sure, sometimes it won’t work, and people won’t want to give you discounts, but it’s always worth asking!

10. Be flexible with your dates.

If you aren’t married to flying in and out on certain particular dates, you’ll be able to save a lot more money. Instead of asking for time off from work and then booking your trip, shop around to see what’s cheap and then see what time you can get off. Doing it in reverse will be worth it – sometimes hundreds of dollars in savings!

Or, you could just do what I did and quit your job to travel full-time!

Either way, if you’re interested in learning more about a financially sustainable travel life, check out my new book, “Quit Your Job & Travel The World: The Complete Guide To Making Your Dream A Reality”, available now on Amazon.

Sometimes, when you’re traveling, you head off to a city with a long list of things you want to do, places you want to see, and people you want to visit. Those trips usually come with the most excitement and anticipation, because you’ve known what you wanted to do for weeks, or even sometimes, months!

Occasionally, however, you end up in a city with no clue what to do. Since I’ve been wandering around the States aimlessly for the past few months, this has happened to me more than once.

Below are some of my favorite places to find things to do when I have absolutely no plans.

1. Local newspapers

A lot of times, local newspapers will have community calendars with long lists of events happening in the area. Even better: you can often find these local papers at a coffee shop for free. Although it seems old-fashioned, local papers have the in on ALL of the events happening in the area, not just those deemed cool enough to be on the web or on an app.

2. Facebook groups/events

…That said though, Facebook groups and events are also both great for finding local events. You can search for an area you have interest in (for example, “Portland Vegans” or “San Diego Runners”) or you can just search the city and see what comes up. I’m a huge fan of using social media to connect in person.

3. Tourist apps

There are obviously several tourist apps designed for the express purpose of helping you find things to do, but two of my favorites are TripAdvisor and Roadtrippers. TripAdvisor has a list of the most popular things to do in any area and Roadtrippers has several different categories in which to find cool activities and attractions (they even have an “abandoned” category where you can check out old abandoned houses and buildings).

4. Ask a local

Nothing beats asking someone in the know! I’ve said before that I’ll start a conversation with my barista or server about what to see in the area, and this is also a great way to find out about can’t miss events. Plus, you might make a new friend out of it. 🙂

5. Meetup

I’ve, of course, extolled the benefits of Meetup.com before and that’s because it’s a pretty fantastic resource for making friends and finding things to do. Even if you don’t hop on meetup with the sole intention of meeting new people, you will definitely find events that pique your interest!

As you can see, it’s not hard to just roll into a city and find a bunch of cool things to do. I’ve done it almost every week for the past three months. 🙂

What are some resources that you like for finding things to do?