Sailing Holidays in the Caribbean
Caribbean Tall Ship Sailing; Guadeloupe to St Martin
- 4 May 2024, 8 days
- Vessel: Florette
- Port: Guadeloupe/St Martin
Caribbean Tall Ship Sailing from St Martin
- 30 March 2024, 15 days
- Vessel: Florette
- Port: St Martin, Caribbean
Caribbean Tall Ship Sailing; Guadeloupe to Martinique
- 6 April 2024, 8 days
- Vessel: Florette
- Port: Guadeloupe/Martinique
Caribbean Tall Ship Sailing from St Martin
- 2 March 2024, 15 days
- Vessel: Florette
- Port: St Martin, Caribbean
Caribbean Tall Ship Sailing; Martinique to Grenada
- 13 January 2024, 8 days
- Vessel: Florette
- Port: Martinique/Grenada
Caribbean Tall Ship Sailing; Grenada & the Grenadines
- 20 January 2024, 8 days
- Vessel: Florette
- Port: Grenada
Caribbean Tall Ship Sailing; Martinique to Guadeloupe
- 27 April 2024, 8 days
- Vessel: Florette
- Port: Martinique/Guadeloupe
Luxury New Year Sailing in the Caribbean
- 27 December 2023, 8 days
- Vessel: Chronos
- Port: St Lucia, Caribbean
Caribbean Tall Ship Sailing; St Martin to Antigua
- 2 March 2024, 8 days
- Vessel: Florette
- Port: St Martin/Antigua
Caribbean Tall Ship Sailing; St Martin to British Virgin Islands
- 11 May 2024, 8 days
- Vessel: Florette
- Port: St Martin/BVI
Embark on an unforgettable sailing holiday in the Caribbean and explore the breathtaking beauty of this tropical paradise. Our fully skippered Caribbean sailing holidays take you to some of the most stunning sailing grounds in the Caribbean, including St Lucia, St Vincent and the Grenadines, Antigua and Barbuda, and the British Virgin Islands. With the ever-present trade winds, year-round warm sunshine, and diverse selection of islands and cultures, you’ll soon see why the Caribbean is one of our favourite sailing destinations.
Skippered Sailing Holidays in the Caribbean
All our Caribbean sailing holidays are fully crewed, and you can choose from cabin charter or private boat charter options to suit your preference. Step ashore from sheltered anchorages to experience true Caribbean culture; from small fishing villages to lively colourful carnivals and beautifully breathtaking hidden harbours tucked away under emerald green hills. Wander the islands, 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 including Skyelark, Chronos, Rhea, Florette, and Eye of the Wind. Our vessels here largely operate under sail which enables our skippers to introduce guests to a more authentic Caribbean, unspoilt by mass-tourism and over-crowded 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 Skyelark, 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 Florette and Eye of the Wind. 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!
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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 sail 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.
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There is also a wealth of birdlife in the Caribbean with over 700 species of bird 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
Caribbean cuisine is as colourful and varied as the islands with distinct flavours 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 tastebuds tingling. Our onboard chefs will prepare your meals each day using locally sourced produce wherever possible. Sample island-grown plaintains, 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.
If you have any dietary preferences or intolerances, please do advise us prior to travel so we can advise the boat in advance.
Read more about our sailing holidays 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.
Destinations
Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?
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Our fleet
With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.
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