A sailing holiday charter from Cuba offers an unforgettable journey to explore the vibrant culture and stunning coastlines of this Caribbean gem.
Cuba, is the most westerly of the Greater Antilles islands, sitting between the Caribbean Sea and the Atlantic Ocean just 90 miles (150 km) from Florida.
With over 3,000 miles of coastline, Cuba boasts breathtaking beaches, captivating coral reefs, and unspoiled Caribbean bliss.
The untouched beauty, rich history, vibrant culture, and warm hospitality provide all the ingredients for a truly memorable holiday. Sailing through its Caribbean waters, you'll feel a wonderful blend of relaxation, adventure, and cultural immersion. This off the beaten track gem promises a superb voyage for every sailor seeking an authentic and diverse experience.
Cuba is home to stunning beaches, crystal-clear turquoise waters, and breathtaking unspoilt coastal landscapes.
Due to its history of restrictions on tourism, Cuba remains less developed and less crowded than many other Caribbean destinations.
Cuba is renowned for its warm and welcoming people and genuine hospitality, which goes beyond the typical tourist experience.
Cuba has a rich history evident in its architecture, multiple UNESCO World Heritage sites and revolutionary landmarks. A sailing holiday charter allows you to visit Havana, Trinidad, Cienfuegos, and other historic cities, where you can explore these gems
As Cuba embarks on a path of socio-economic transformation, visitors have the chance to witness a fantastic country still in transition.
With its vintage cars, colourful buildings, and classic architecture, Cuba has a nostalgic feel that takes you back in time. From the streets of Havana to the coastal cities, the country exudes old-world charm, creating a truly unique and magical experience during your sailing holiday charter.
As Cuba continues to open up to tourism, sailing holiday charters offer a unique way to explore this changing nation before it becomes more commercialised.
Cuba is known for its vibrant and diverse culture, influenced by African, European, and Caribbean traditions. A sailing holiday charter allows you to explore a variety of towns and cities, interact with locals, and immerse yourself in Cuban music, dance, and cuisine.
Explore the picturesque city of Cienfuegos, known as the "Pearl of the South" for its stunning French-influenced architecture and French influence. Visit the historic centre, a UNESCO World Heritage Site, stroll along the Malecón, and explore nearby natural attractions like El Nicho Waterfalls.
Visit the UNESCO World Heritage Site of Trinidad and immerse yourself in its colonial past. Explore the cobblestone streets, vibrant plazas and colourful buildings. Historical sites such as Museo Romántico are well worth a visit, or climb the nearby Escambray Mountains for breathtaking panoramic views.
A cruise southwest to the Isla de la Juventud (Isle of Youth) provides the opportunity to explore untouched landscapes and dive in pristine waters which boast fabulous marine life and shipwrecks to explore.
Sail to Cayo Largo del Sur, a small island known for its 17 miles of powdery white sands and crystal-clear waters. Snorkel or dive among vibrant coral reefs, relax on secluded beaches and enjoy water sports like kayaking and paddleboarding in some of the tranquil lagoons.
Visit the Bay of Pigs (Bahía de Cochinos), a historic site famous for the failed 1961 invasion. Explore coral reefs teeming with marine life, dive into underwater caves and cenotes, and learn about the region's history at the Museo Giron.
Sail to this renowned diving destination on Cuba's western tip, known for its clear waters and diverse marine life.
Enjoy some time ashore in the fantastically atmospheric capital city of Cuba. Explore historic Old Havana, walk along the Malecón, and soak up the vibrant culture and architecture of this UNESCO World Heritage Site.
Explore the Jardines de la Reina where you can dive or snorkel in this remote marine reserve, famous for its untouched coral reefs and variety of marine life.
The high season in Cuba runs from December to April, and it is typically dry and sunny, so expect more visitors around this time.
May to June is the shoulder season with fewer visitors but still warm temperatures. The low season is July to November when temperatures remain high, but it is typically wetter.
Monthly weather for the area *
| Avg. High Temp | Avg. Low Temp | Avg. Daily Rain (mm) | Avg. Wind Direction | |
|---|---|---|---|---|
| JAN | 29.4°C (85°F) | 18.5°C (65°F) | 0.0mm |  E |
| FEB | 31.0°C (88°F) | 19.6°C (67°F) | 0.0mm | ENE |
| MAR | 31.2°C (88°F) | 20.3°C (68°F) | 0.3mm | ESE |
| APR | 33.2°C (92°F) | 21.6°C (71°F) | 0.7mm | SE |
| MAY | 32.0°C (90°F) | 23.1°C (74°F) | 2.6mm | ESE |
| JUN | 32.4°C (90°F) | 24.3°C (76°F) | 2.2mm | SE |
| JUL | 35.4°C (96°F) | 24.6°C (76°F) | 1.8mm | ENE |
| AUG | 34.5°C (94°F) | 25.3°C (77°F) | 2.5mm | E |
| SEP | 33.5°C (92°F) | 24.4°C (76°F) | 2.3mm | ENE |
| OCT | 31.8°C (89°F) | 23.5°C (74°F) | 0.9mm | SE |
| NOV | 30.4°C (87°F) | 22.1°C (72°F) | 0.6mm | ENE |
| DEC | 28.2°C (83°F) | 20.7°C (69°F) | 0.5mm | SE |
The official language of Cuba is Spanish, with English being also spoken in the tourist areas.
Cuba has two currencies, the Cuban Peso, which Cubans use for everyday transactions, and the Cuban Convertible Peso, which is a currency that is primarily used by tourists and is pegged to the US dollar.
It's also advisable to also bring either US dollars, Euros and GBP as all are accepted.
Tipping in Cuba is standard practice and the typical amount is 10% of the bill.
You can't beat a monohull charter from Cuba on a sailing holiday for an authentic sailing experience and connection with the wind and water. Whether you're looking for a bareboat, skippered or fully crewed charter where you can sit back and relax, we've got all the bases covered.
Discover natural beauty in diverse cruising grounds, and soak up the local atmosphere in a wide variety of anchorages. We‘ll handpick a selection of yachts to suit your needs, so you can start planning a journey to remember.
A catamaran charter from Cuba on a sailing holiday is all about comfort, luxury and convenience, with their twin hulls making them extremely stable. Expansive open decks allow for spacious seating, socialising and sunbathing, while below deck each hull typically contains its own cabins, complete with ensuite bathroom.
This layout is particularly good for couples or families travelling together as it offers more personal space. Our catamarans are available as either bareboat or skippered charters, with a host or hostess if needed, or fully crewed.
A luxury yacht charter on a sailing holiday from Cuba is the epitome of opulence and comfort. Our boats have beautifully designed interiors and state-of-the-art facilities, ensuring a supremely relaxing and luxurious experience.
Customise your itinerary according to the destinations, activities, and experiences you desire; your crew will be on hand to ensure a fully tailored and unique trip. Whether you're looking for gourmet meals prepared by a private chef, wildlife spotting around remote islands, glamorous nightlife, or swimming in secluded coves, contact one of our experts today to create a unique and unforgettable trip.
A sailing holiday allows you to experience the sea, wind, and sky up close, not to mention the chance to spot dolphins or other marine life native to your cruising area.
Looking for a total break from your everyday routine? A sailing holiday provides a truly different experience. Being rocked gently by the sea while surrounded by stunning nature is guaranteed to lower your stress levels.
Your boat serves as both transportation and lodging, offering a total change from the everyday - and a fantastic way to explore a variety of locations.
Whether you're a first-time sailor or an old hand, your skipper will be happy to give tips on sailing techniques and nautical knowledge. Or feel free to sit back, relax and simply enjoy being on board.
On a sailing holiday you can reach tucked away coves, quiet beaches, and small islands which are inaccessible to land-based tourists.
The nature of sailing together means you tend to foster deeper connections with travel companions in a close, shared environment. Special memories are guaranteed.
The weather doesn’t always do what you want, but with a boat charter you can easily adjust your plans based on weather, preferences, or unexpected discoveries.
On a sailing holiday you have the freedom to plan your own itinerary and visit multiple destinations, with the journeys between them being part of the fun.
A bareboat sailing holiday with Pure Yachting gives you the freedom to create your own itinerary and explore Cuba and beyond at your own pace. Tailor your trip to match your preferences, and if you need advice or inspiration our charter experts will always be on hand to suggest areas to explore.
We select our sailing holiday fleet from trusted operators, chosen by us for the quality of their boats and the fact they offer a high level of service. To charter on a sailing holiday you'll typically need a qualification such as the RYA Day Skipper, the AS104 Bareboat Cruising, ICC certification or be able to demonstrate relevant experience.
With a professional skipper at the helm to confidently navigate around Cuba and beyond, you’re free to relax and enjoy every moment. The skipper's expertise ensures smooth sailing, allowing you to immerse yourself in the beautiful surroundings.
However, if you fancy getting more involved, our fully qualified skippers will be more than happy to show you the basics, or help you brush up your sailing skills.
On skippered sailing holiday, there's also the opportunity to add a host or hostess who can prepare meals and help with tasks such as childcare, concierge services and housekeeping.
A crewed sailing holiday from Cuba comes in many shapes and sizes, ranging from sleek superyachts to luxury catamarans, contemporary motor yachts to classic yachts and more, all with crews who are committed to ensuring your comfort, safety and enjoyment.
Each trip offers the opportunity to create a unique journey and our charter experts will guide you through choosing the perfect boat and customising the itinerary to your specification. Whatever your preferences, we take care of all the details, ensuring you and your party have a unique and unforgettable holiday.
Cuba is a popular charter destination, and therefore, booking your dream boat in advance (typically six months ahead) is best to secure your preferred dates in this perfect destination.
You can search for your dream sailing holiday via the link below, or if you want one of our charter experts to do the searching for you, click the link below to get them working on creating the perfect trip.
Whether sailing along the famed Varadero coastline or exploring the secluded cays of the Canarreos Archipelago, visitors are treated to spectacular views and incredible swimming, snorkelling, and diving opportunities.
Aside from its natural beauty, Cuba is also steeped in history and culture, offering a unique glimpse into a world long forbidden to many travellers. The historic cities of Havana, Trinidad, and Cienfuegos are UNESCO World Heritage sites and showcase the colonial past, colourful architecture, and charming cobblestone streets. Exploring these cities by yacht allows visitors to fully immerse themselves in Cuba's vibrant atmosphere, with opportunities to sample local cuisine and music, visit art galleries, or stroll along the Malecón seawall at sunset.
Furthermore, Cuba's warm and welcoming people make it a really special place to visit. Cubans are known for their hospitality and zest for life, and a yacht charter here allows you to experience the country's unique blend of Spanish, African, and Caribbean influences first-hand.
With its untouched beauty, rich history, vibrant culture, and warm people, Cuba has a unique charm that makes it an exceptional choice. Whether seeking relaxation, adventure or cultural immersion, sailing through Cuba's turquoise waters and discovering its hidden treasures on a sailing holiday charter will be a truly unforgettable experience.
If you are doing a bareboat charter, you need to consider if you have the relevant sailing licences. If you are on a skippered or crewed charter, it's good to understand the weather conditions for the trip so you can bring the appropriate clothing and think about which locations you would like to visit so as you can let the skipper know.