This is your Cuba boat rentals destination guide with all the information you need to explore Cuba today!

So you want to visit Cuba? Well, you’re certainly not alone! With the recent loosening of travel restrictions, it seems everyone is jumping on the Cuban bandwagon and heading south to Havana. Don’t miss this Cuba boat rentals destination guide – your ticket to getting there!

And why wouldn’t you? Although the political considerations of traveling to Cuba are still a bit complicated, the island offers an incredible opportunity to experience a truly unique destination that has been seemingly frozen in time. Grab this Cuba boat rentals destination guide and then check Visit Cuba for travel tips and information, as well as a handy (buenísimo!) Spanish guide.

Read our Cuba boat rentals destination guide for the best sights, tastes and sounds of Cuba from both land and sea!

Vamos pa la Habana!

Havana is an obvious destination for several reasons. For starters, it’s a landing point for most visitors and the first place you’ll see. But Havana truly offers an overwhelming blend of stunning sights and unparalleled experiences. With magnificently deteriorated architecture, vintage automobiles, live music, and vibrant city life, the bustling capital of Havana will instantly charm you.

Visit the Parque Central for a line-up of vintage cars from the 1950s that are (quite amazingly) still running—a testament to the creative engineering skills of the Cuban people. Don’t miss the seaside strip of El Malecón, where fishermen line the rocky bluffs by day, and sun-gazers gather to watch the afternoon sunset.

Made famous by Ernest Hemingway, La Bodeguita del Medio is a popular spot. But here’s an insider’s tip—avoid state run restaurants where food quality is not a priority (like La Bodeguita), and opt instead for paladares particulares. These private establishments generally display a sign and are run by locals. Serving a delicious meal is their top priority. Of course, you can still snap a quick selfie outside La Bodeguita del Medio!

Other Havana must-see destinations include El Museo de la Revolución, a stroll through La Habana Vieja and Plaza de la Catedral, as well as Real Fábrica de Tabacos Partagas, one of Havana’s most famous cigar factories.

Experience la fiesta in Santiago de Cuba

Cuba really comes alive in Santiago de Cuba. For a true taste of Caribbean life, visit this cultural capital where you’ll experience live music, stunning architecture, and a boisterous night life.

The Parque Céspedes is liveliest after dusk when the heat subsides and locals make their way to play music, drink some aguardiente, or just hang back and enjoy the ambiance. Take a stroll down Calle Eredia and you’ll soon find Casa de la Trova, a haven for musicians and artists and a bustling party scene where you can squeeze onto the dance floor with the locals or get cozy with the spectating crowd.

Take a day trip to the nearby Cordillera de la Gran Piedra to experience one of Cuba’s most stunning mountain ranges as well as magnificent views of the Caribbean Sea.  Here, a 63,000-ton boulder sits perched high above the Caribbean. Bring a sweater as the temperature drops to a cool microclimate. La Gran Piedra is centered on the Cafetal la Isabelica, a two-story stone mansion built in the early 19th century that once functioned as a coffee plantation.

Other notable sites in and around Santiago include La Basílica de Nuestra Señora del Cobre and the steps of Calle Padre Pico, one of Santiago’s most famous streets.

Trinidad: La ciudad de los mil colores

Cuba is famously frozen in time. Nowhere is that time warp more apparent than in Trinidad, “the city of a thousand colors.” With its preserved cobblestone streets, Spanish colonial architecture, slow-moving donkeys and guitar-wielding poets, you’ll soon feel as if you’ve been transported back to the 1800s.

Visit the Iglesia Parroquial de la Santísima Trinidad in the Plaza Mayor and marvel at the stunning architecture. Then make your way to Playa Ancon for a perfect day on the beach.

Now that you’ve taken in your fair share of island sights and history, it’s time to hit the water and explore Cuba’s pristine waterways.

Boating in Cuba – first stop Boatsetter’s Cuba boat rentals destination guide

Cuba’s crystalline waters provide an unforgettable adventure in a year-round tropical paradise. Before you charter a boat, check out Cuba boat rentals destination guide then set sail to take in the diversity of the landscape with stunning sights that you’re not likely to find anywhere else on the planet!

Depart from Trinidad for Guajimico (meaning “The place for fishes”) located on the coastal foothills of the Guamuhaya massif. Villa Guajimico features one of the most complete ecosystems on the island, and includes access to an international diving center as well as plenty of opportunity for kayaking and catamaran sailing.

Sail from Villa Guajimico to Cienfuegos. Known for its French-influenced architecture, the city of Cienfuegos features a spectacular bay and stunning boardwalk, as well as a variety of dining and cultural opportunities.

Explore the exclusive archipelago of Jardines de la Reina (meaning “Gardens of the Queen”). This protected site is only accessible by water and is considered one of the biggest treasures of the Caribbean, as well as one of the world’s best-preserved marine areas.

Reserve your Cuba boating adventure today!
Boatsetter has fleets of boats available to help you embark on your Cuba adventure. Experience the splendor of Cuba’s waterways aboard your own private charter. With a variety of boating and sailing options, Boatsetter has everything you need to set sail in Cuba. Reserve today, then pack your swimsuit and get ready to experience Cuba’s world-renowned waters!

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