Cuba Yacht Charters

Step back in time on a Cuba yacht charter and explore this captivating country where rolling mountains descend onto dazzling shores, where doting grandfathers smoke fine cigars and drive vintage cars, and where locals grab a beer and debate the latest baseball game.

When you are on a charter yacht in the tropical oasis of Cuba, you can spend your days lounging on white-sand beaches or go swimming in the azure waters.

On land, the colors of Cuban towns match its island vibe. Walk through quiet, relaxed Trinidad, and you’ll find cobblestone streets and plazas lined with pastel buildings.

Head to the capital, Havana, and you’ll find clubs pulsing with Afro-Cuban jazz, people dancing to soothing timba beats on the streets, Ché Guevara posters,1950s-era Chevrolets, and open street markets with flavorful fruits and vegetables.

Cuba Yacht Charter Highlights

  • Beautiful colonial cities frozen in time
  • Eclectic architecture
  • Miles long white-sand beaches
  • Untouched coral reef for great diving and snorkeling
  • Tasty cigars and rum
Find Your Dream Yacht

When to Go


Best Time to Charter in Cuba: mid-November through mid-August

While the best time for a yacht charter in Cuba is from December to April, when it’s slightly cooler, the timing of your trip depends entirely on where you want to go.

Whether you want to dance the night away in Havana or spend your days lounging on Cuba’s beautiful beaches, Cuba has so much to do and see. And to make sure you check off all the things on your vacation bucket list when planning your next yacht charter escape to Cuba, make sure you pick the time of year that works best with your itinerary.

Winter is among the best months to visit Cuba — with December, January, and February promising sunny days and cooler temperatures overall. This climate is great for sightseeing. That said, keep in mind that sea breezes at this cooler time of year may make it too cold for some fair-weather travelers; especially for those who plan to spend their days at the beach.

Above all, the best time of the year to visit Cuba is in March and April. These months fall immediately between cooler winter temperatures and summer’s rain and heat, making it the time of year when the climate is most pleasant. That said, the further south and east you go, the more heat, humidity and rain you can expect. This is definitely the most popular time of year in Cuba, so if you’re planning to charter a yacht there, book your tours and excursions well in advance, before they fill up.

Summer rain in Cuba starts in late April and early May, with June to November bringing heavier downpours, storms and once in a while, even a hurricane. As well as being stormy, July and August are also very humid and hot, especially in the more popular cities, like Havana, which you will definitely want to visit.

From August to the end of fall, Cuba — like most of the Caribbean — is most likely to be affected by hurricanes. Yacht charter guests should be careful when planning a trip at this time of year and make sure they have their trip cancellation insurance in place.

Cuba Yacht Charters – Things to Do & See

Sandy beach in Cuba

For reasons we can’t explain, magical Cuba draws you in and doesn’t let you go. On your next yacht charter adventure at sea, discover the magic for yourself.

Cuba is filled with magnificent, sugary-sand beaches

From the ivory, sands shores of Playa Ancón, a water sports hub just minutes from vibrant Trinidad, to the vast, glistening sands of Playa Paraíso and Playa Sirena, Cuba yacht charters take you to plenty of magical beaches to choose from. Looking for something a little quieter, with more space to relax in solitude? Head to the Bay of Pigs. With its rocky coves, clear waters and endless rows of swaying palms, this beach is as historic as it is beautiful.

Havana is a bustling world of its own

There’s no denying that Old Havana is a cultural destination. Perfect for every type of yacht charter guest, Havana is the heart of this iconic island; home to everything from the propaganda-heavy Museum of the Revolution and the swanky Vedado jazz district, to its famous cigars, salsa clubs, the Cuban National Ballet, interesting locals and more. The sounds of Havana, and of all of Cuba, are reason enough to visit. Music in Cuba always gets people on their feet.

You won’t be able to get enough of Cuba’s delicious, hearty food

If you haven’t had Cuban food, you’re missing out — and no one does it quite like the island itself. Cuban staples include ropa vieja, a stewed and shredded beef; ceviche, a lime-marinated raw fish; light, flaky Cuban bread; cafesito; minty, rum-filled mojitos and more. Ask your yacht’s chef to prepare Cuban cuisine for you and your charter guests and also head onshore and try some local restaurants.

Cuba offers a peek into a complicated history

As rampant as Cuban politics have been, its towns have been that much more beautiful. A colonial haven, Cuba’s UNESCO cities are still a throwback to the pirate days of the Caribbean, where grandiose squares and cobblestone streets are lined with colorful shops, restaurants, and homes. Head outside of the cities, and you’ll find emerald hills sloping into vast tobacco plantations, the core of one of its most historic exports: Cuban cigars.

It’s time to experience all of the charm and magic of luxury Cuba yacht charters.

Cuba awaits; book your yacht rental with us today!