Havana Classic Car Tour, Cuba; How To Organise It!

On my journey to every country in the world, I found visiting the Caribbean countries a little boring (I know, I’m sorry). That was, at least, until I reached Cuba. Wow, what a destination! If you can set down the rum and cigars for a couple of hours, which is pretty difficult believe me, then the one “must-do” travel bucket list activity in Cuba is to take a Havana classic car tour.

Riding around Havana in the old-school American cars was perhaps the highlight of my whole 3 months in the Caribbean. But how do you organize a Havana Class Car tour when you’re in Havana? Don’t worry, it’s easy….

Havana Classic Car Tour
Havana Classic Car Tour; How To Organise it.
Havana Classic Car Tour
Havana Classic Car Tour; Anthony and I living the Cuban dream

Visiting Havana, Cuba and Doing It Right. Resort or Local?

There are 2 ways you can experience Cuba. One is in an all-inclusive American-style holiday resort. This blends Cuba in with all the other resorts dotted around the Caribbean. Beautiful beaches, Western standards of service, and luxury. Great. But you sacrifice the flavor of Cuba that way.

The other way to visit Havana, and Cuba, is by staying in a ‘Casa Particular’ in Havana and beyond, and traveling independently. These Casa Particulars are like AirBnB 20 years before AirBnB was invented. You pay a local family to stay in their house, they include breakfast, you get a key and you’re free to explore. I stayed in THIS ONE if you want to check it out, lovely family. 

Havana Classic Car Tour
Havana Classic Car Tour

Currency In Cuba

Remember when you’re exploring In Cuba, they have 2 currencies. Convertible Peso (CUC) and the Cuban Peso (CUP). Essentially, as a foreigner, you only get access to CUC (1 to 1 with the dollar). Where the locals use CUP, which is 25 times less valuable.

This structure means these Casa Particulars allow local families to make real money and help them survive in a tough economy. So that’s another reason to use them.

Organising your classic Car tour in Havana; TOP-TIP

When you explore Havana, you’ll see that it’s not quite as elegant as blogs and Instagram suggest. It’s quite run-down. But with a distinct faded charm. And the classic car tour will highlight that further.

When it comes to organizing your Havana Classic Car Tour, you can head down to the Capitol Building and negotiate with the drivers. That is a tough experience. Most of these guys don’t own the cars. And they’re on the hard sell. Expect crazy price quotes and aggressive sales techniques.

A better option is to organize it online (about $55). You can book the Havana classic car tour here, it just takes 2 minutes. And avoid all the stress!

Havana Classic Car Tour
Havana Classic Car Tour; Downtown Havana

Havana Classic Car Tour; How it works

You can chat with the guy directly about where you meet, normally it’s around Hotel Angleterre in the city centre. Once there, your guide will introduce you to your driver, and you’ll be ready for your 2-hour tour. 

You’ll hop in a 1950s American convertible (before you ask, no you can’t drive it!), and up to 4 tourists can fit in one car. I went with just my buddy and 1, and 2 people in the back, with the driver up front alone, was perfect. If there was 4 of us, personally, I’d choose to book 2 cars to make sure you get the best experience, and don’t feel too cramped. If there was just 3 people, I’d take just the one car though, they’re quite spacious.

2 hour tour

The 2 hour tour breaks down into a 90-minute drive through Havana. You’ll check out ‘real’ Havana through Centro Habana, Miramar, and Vedado. And then onto the more famous spots like the Malecon, the glamorous 5th Avenue of Miramar, the American “Special Interests” building, Anti-Imperialist Square and finally you’ll get to Revolution Square. Home to the huge Che Guevara art piece. Epic.

Classic Car tour cuba
Classic Car tour Cuba; Che Guevara tribute


Driving down Malecon Street with people looking at us, honking the old-school horn, I felt like an Irish travel blogging James Dean. Seriously though, soaking up the moment, like fifty years back in time. This was EXACTLY what I hoped Cuba was going to be like.

Our actual drive lasted between an hour and an hour and a half. Through the Plaza de la Revolucion where you get out to take pics, around the old city, where the guide explains about the history of the place.

Also, our guide was a bit of a superstar so we got quite deep into politics. Something I had been dying to chat to a Cuban about. Frankly, it was absolutely fascinating.

Havana Classic Car Tour
Havana Classic Car Tour


As our Havana classic car tour came to an end, and you shed a tear that your James Dean moment has ended, the tour isn’t over just yet.

You get dropped off at the famous Hotel Nacional. The hotel where all the various left-leaning celebrities over the last hundred years have stayed. They have a hall of fame where all their PHOTOS are listed.From the peak of society to the depths, it’s captivating.

After you’ve had your cultural fill though, it’s off outside with the high society, sitting in the plaza, overlooking the Caribbean sea drinking a cocktail of your choice (all included in the tour if you book directly online).

I actually really wanted a beer but I thought I’d hang on to the last remnants of my classy day and ordered one of Cuba’s beloved son’s, Ernest Hemmingway’s, favorite drink – a mojito, with no sugar of course.

Well played Ernie. Our guide had a frozen daiquiri which in all honesty was more delicious than my choice, but I didn’t tell anyone. Cuba backpacking, it’s been fun!

Our Classic Car Havana Tour was over, just time for one last cocktail
Havana Classic Car Tour
Havana Classic Car Tour

Remember, never travel without travel insurance! And never overpay for travel insurance!

I use HeyMondo. You get INSTANT quotes. Super cheap, they actually pay out, AND they cover almost everywhere, where most insurance companies don't (even places like Central African Republic etc!). You can sign-up here. PS You even get 5% off if you use MY LINK! You can even sign up if you're already overseas and traveling, pretty cool.

Also, if you want to start a blog...I CAN HELP YOU!

Also, if you want to start a blog, and start to change your life, I'd love to help you! Email me on johnny@onestep4ward.com. In the meantime, check out my super easy blog post on how to start a travel blog in under 30 minutes, here! And if you just want to get cracking, use BlueHost at a discount, through me.

Also, (if you're like me, and awful with tech-stuff) email me and my team can get a blog up and running for you, designed and everything, for $699 - email johnny@onestep4ward.com to get started.

Do you work remotely? Are you a digital nomad/blogger etc? You need to be insured too.

I use SafetyWing for my digital nomad insurance. It covers me while I live overseas. It's just $10 a week, and it's amazing! No upfront fees, you just pay week by week, and you can sign up just for a week if you want, then switch it off and on whenever. You can read my review here, and you can sign-up here!


So if you’re ready to…..

1) Change your life
2) Travel the world
3) Get paid to travel
4) Create a positive influence on others
5) Be free of offices and ‘real world’ rubbish

Then Sign Up Below and Let’s Get Started!

Follow me on Instagram @onestep4ward