Traveling to Cuba means entering a world full of history, colonial architecture and culture. In this almost surrealist framework, there is one element that stands out in particular: the iconic antique cars that roll through the streets of the island.
From Cadillac convertibles to Chevrolet and Buicks from the 1950s, classic Cuban cars are a symbol that represents the country’s identity and spirit. For many travelers, touring Cuban cities and landscapes aboard one of these vehicles is an unforgettable experience.
In this post we will explain what makes these cars so special, how you can reserve one for your trip, and what is the best route to travel around Cuba in a classic car.
But I already tell you that Enjoy Travel Group has the best car rental offers with routes and excursions with routes and excursions included that will make you live a trip through time on four wheels.

Classic cars: a symbol of Cuban identity
The history of Cuban classic cars began in the 1950s, when Cuba imported a large number of U.S. vehicles of brands such as Ford, Chevrolet, Cadillac and Buick. However, in 1959, after the breakup of relations between Cuba and the United States, the automotive trade with the U.S. country was set aside. As a result, cars imported before that period became relics, and Cubans learned to keep them running despite the years and the scarcity of spare parts.
Undoubtedly, what makes these cars unique is that, more than simple vehicles, they are witnesses of Cuban history. Their owners have kept them alive over the decades, repairing and restoring every part, from the engine to the bodywork. This combination of ingenuity and perseverance is what makes them a symbol of Cuban identity.

Live the experience of touring Cuba in a classic car.
Traveling in a classic Cuban car is a memorable experience. Driving through the streets of Havana, feeling the breeze while touring the Malecon in a convertible or exploring the natural landscapes in the interior of the island will allow you to live an authentic immersion in Cuban culture.
Many tourists choose this option not only because of the vintage aesthetics, but also because these cars offer a comfortable and picturesque way to tour the country, feeling part of the environment and history.
But classic cars are not only limited to Havana, it is possible to tour the entire island in them, allowing you to discover villages and pristine beaches in an authentic retro trip. Here are some routes designed for you to get to know Cuba from end to end of its geography riding a classic car.

Route to tour Cuba in a classic car
The routes we propose will never be a straitjacket, you can plan the trip of your dreams. You just need to have the right advice and that’s what Enjoy’s 24/7 online assistants are there for.
Day 1 and 2: Havana
Start your adventure in the Cuban capital. Enjoy a tour along the Malecon, where you can admire the sunset over the Caribbean Sea while driving your classic car. Stroll through the historic center, visit emblematic sites such as the Capitol, the Central Park, and the famous Plaza de la Revolución. End the day with dinner at a paladar (private restaurant), where you can enjoy a delicious Cuban meal.

Day 3: Viñales
From Havana, head for the Viñales Valley. Two hours away, Viñales will allow you to explore one of the most beautiful natural landscapes of the island, where

Day 4 and 5: Cienfuegos and Trinidad
Continue on your way to Cienfuegos, known as the “Pearl of the South”. Its French-style architecture and vibrant colors offer a unique and charming atmosphere. Next, head to

Day 6: Santa Clara
Make a stop in Santa Clara, famous for the Mausoleum of Che Guevara. Visiting this place will allow you to understand more about Cuba’s revolutionary history and its impact on the country.

Day 7 and 8: Varadero
End your tour on the beaches of Varadero. Relax and enjoy the crystal-clear waters and white sand of this tourist destination. Varadero is a perfect place to rest after touring the island.

How to book a classic car with Enjoy Travel Group?
If you are planning your trip to Cuba and want to experience the island aboard a classic car, a reliable option is to book through Enjoy Travel Group. The agency offers a variety of vintage cars available for different types of tours and tour packages. Here’s how to do it:
- Visit the website www.enjoytravelgroup.com: once online you will be able to explore the offer of classic cars available for rent. In their catalog you will find vehicles of different colors and styles, from convertibles to more familiar models.
- Select the tour you want to do: The agency offers tour packages that include tours of Havana, visits to Viñales, Cienfuegos with the added bonus of renting a car for a personalized route.
- Online reservation: You can make your reservation directly from the website. All you have to do is fill out the reservation form with the date of your trip, the desired route and the type of classic car you prefer. The agency also offers the option of adding additional services, such as guides and professional photographers.
- Personalized advice: If you need help choosing the car or the route, the agency has a customer service department that will advise you to make sure you choose the perfect classic car for your experience in Cuba.
Booking with Enjoy Travel Group will ensure that you will have access to a classic car in excellent condition and experienced drivers who will help you enjoy the tour without worries.

Tips to enjoy your trip in a classic car
Here are some practical tips to make the most of this experience. I hope you find them useful:
- Choose the right car for the trip: If you plan to do a long trip, consider a car with air conditioning or large windows to enjoy the scenery. If you like the idea of a convertible, be sure to bring sunscreen and a hat.
- Bring cameras or devices to take pictures: Traveling in a classic Cuban car is a unique photographic opportunity. Don’t forget to bring a camera or your smartphone to capture unforgettable moments.
- Plan stops at emblematic places: Take advantage of opportunities to stop at iconic points in each city and take photos that immortalize your experience.
- Book in advance: Classic cars are in high demand, especially during peak tourist season. Booking in advance will ensure you get the car and the tour you want.
Touring Cuba in a classic car is an experience that connects travelers with the essence of the country and its history. From the vibrant streets of Havana to the natural landscapes of Viñales, this type of tour is ideal for those who want to immerse themselves in the past and enjoy Cuban authenticity. Don’t hesitate to include it in your travel plan to the island.
