sailing holidays in the Caribbean

Skippered Sailing Holidays in the Caribbean

All of our sailing holidays in the Caribbean  are fully crewed, meaning there is no need for you to have any previous sailing experience. Choose from luxury en-suite cabins, cosy berths or private boat charters for just you and your family or friends.

As a well-trod destination, many of our guests who sail with us here are always surprised by how much they have missed during their previous visits. Climbing aboard our vessels for sailing holidays in the Caribbean provides the chance to relax in sheltered anchorages and experience true Caribbean culture, from small fishing villages to lively, colourful carnivals and beautifully breathtaking hidden harbours tucked away under emerald green hills.

Step ashore in small communities to wander the islands at will, swim with sea turtles and while away your evenings under the stars, eating mouth-wateringly tasty local cuisine freshly prepared by your onboard chef. Discover a more authentic side to these laid-back isles where warm hospitality and smiles are guaranteed.

Read our Top Ten reasons to take a sailing holiday in the Caribbean here!

Sustainable Sailing Holidays in the Caribbean

Those seeking a sustainable sailing holiday in the Caribbean will be spoilt for choice as a selection of our fleet all make the annual voyage across the Atlantic under sail. Guests can choose from a selection of vessels, from luxury classic yachts to traditional tall ships.

Our vessels here largely operate under sail, which enables our skippers to introduce guests to a more authentic Caribbean, unspoilt by mass tourism and overcrowded beaches.

Operating largely under sail also reduces the amount of carbon produced by our holidays, and all our vessels ensure to minimise their impact on the environment wherever possible.

Luxury Sailing Holidays in the Caribbean

For those looking to explore the Caribbean in luxury, join our yachts Chronos, and Rhea to experience these magical islands in comfort. Indulge in the ultimate Caribbean adventure, enjoying 5-star cuisine on board, luxurious interiors with private ensuite cabins, and even on board water sports on some vessels.

Immerse yourself in the beauty of the Caribbean islands whilst enjoying luxurious amenities and sailing in style.

Tall Ship Sailing Holidays in the Caribbean

If you’re searching for a unique adventure holiday in the Caribbean, step on board our traditional vessels.

Enjoy an active tall ship sailing holiday in the Caribbean, and experience authentic, hands-on, traditional sailing in an area with some of the richest maritime history in the world.

A sense of adventure is a must on these vessels, as you venture off the beaten track and explore the hidden coves of the Caribbean islands. If you’re not an experienced sailor, there is no expectation to get involved, but the friendly crew encourage guests to take part in sail hoisting, navigation, and even taking the helm!.

Wildlife in the Caribbean

The beauty of the Caribbean doesn’t just lure us humans; the waters here teem with wildlife, and a sailing holiday provides the best way to spy some of its marine inhabitants.

Keen eyes will be rewarded with graceful sea turtles gliding effortlessly through the water, playful Bottlenose Dolphins swimming with the wake of the bow, humpback whales who visit the warm waters to breed, as well as a variety of rays and colourful tropical fish. Iguanas scuttle along the shoreline whilst starfish, coral, conch’s and a plethora of crustaceans, shellfish and other marine life can all be discovered by those who look.

Each of our vessels sails with snorkels and masks, so take the opportunity to slip into these bath-like waters and watch the busy underwater world in action, you won’t be disappointed..
There is also a wealth of birdlife in the Caribbean, with over 700 species of birds inhabiting the archipelago and 171 species endemic to the region, found nowhere else in the world.

From parrots to parakeets, hummingbirds to mockingbirds, pink flamingos to pelicans, be sure to have your binoculars at the ready to admire these colourful, occasionally comical and utterly wonderful creatures.

Caribbean Cuisine

The food in the Caribbean is as colourful, spicy and varied as the islands, with distinct flavours each reflecting their rich cultural history.

Fusing together West African, Creole, Cajun, Amerindian, European, Latin American, Indian/South Asian, Middle Eastern, and Chinese (phew!), we guarantee dishes to set the taste buds tingling. Our onboard chefs will prepare your meals each day using locally sourced produce wherever possible.

Sample island-grown plantains, sweet potatoes, cassava, chickpeas, bell peppers and coriander, along with freshly caught fish and seafood. Bright, colourful, mouth-watering dishes packed with eclectic flavours served alfresco, the perfect accompaniment to a sailing holiday in the Caribbean.

For a more in-depth guide on the highlights of a sailing holiday in the Caribbean, head to our Journal where you can find a guide to sailing in Grenada, St Vincent and the Grenadines, and the British Virgin Islands.