Cuba Self-Drive & Fly Drive Holidays

Drive from colonial cities to forested mountains and endless beaches, soaking up the atmosphere en route. It’s a great independent way to get to know Cuba, stopping along the way, chatting to the locals and seeing parts of the island that many tourists don’t reach.

Driving in Cuba may sound like an intimidating option at first, but we’ll make sure you have everything you need to feel confident behind the wheel. You’ll be given detailed directions, contact numbers (just in case) and all kinds of local driving tips. The roads in Cuba are generally high quality and there are very few cars across the country, so you’ll be free to take things at your own pace.

Roll through Lush Green Tobacco Hills

Drive the leisurely 2 hours from Havana through the rolling hills of Viñales, Cuba’s rustic cigar region. A stubborn, scenic village that refuses to be changed by tourism, Viñales feels totally timeless. Locals shoot the breeze in creaky rocking chairs, kids hit the ice cream stalls as soon as school breaks out and oxen plough their way through the fields.

Cruise the Cobbled Streets of Trinidad

Experience Cuba the Cuban way with our trip to Trinidad. Step back in time on the cobbled streets of Trinidad, where horse-drawn carts line the plazas, salsa music drifts from the doorways and the past lingers in the air. Take a traditional bici-taxi tour with a local guide and get into the groove of this colonial, creative city.

From the Rugged Coast to the Jungle

Discover Cuba’s Wild Coast with our trip to Baracoa. Cruise along the untamed coast of Baracoa, remote and wrapped in mystery. With an isolated culture all of its own, it’s a region of waves, waterfalls and wide smiles. Once you arrive you can trek through the forest, swim in the ocean and meet the locals.