The Best Caribbean Sailing Charters, From the Experts

If you’re looking for a truly unique and unforgettable sailing charter to the Caribbean, look no further than the experts here at Sail Oasis. We specialize in the Windward islands of the Caribbean – and only the Windward islands. Because of this, you can be assured we know all the best spots and charter routes, to help give you an experience like no other company can provide. We mix the knowledge and authenticity of a local company, with the service of a big company.

Sail away with Sail Oasis!

Why Sail with Us?

  • We’re dedicated to the island of St. Lucia and other Windward Islands, and so know all the best itineraries and local spots to visit.
  • We’ve been in the business for over 25 years.
  • We offer a very diverse suite of charter types to different islands, from catamarans to monohulls, from Martinique to Grenada, from a recommended itinerary to a completely custom itinerary..

Where will your Sail Oasis be?


St.Lucia Sailing Charters

Experience the majestic splendor of St. Lucia in the best way possible – from the sea! From the Pigeon Island Fort to the north, down to the towering twin peaks of the Pitons mountains, St. Lucia is an absolutely wonderful Caribbean island to experience from the sea. From multi-night charters to a single day of sailing with no overnight, we have an itinerary that suits your vacation.


Martinique Sailing Charters

Martinique features an incredibly rich culture of French and Caribbean, and as you can imagine, the cuisine is delectable. Martinique features beautiful sandy beaches, a unique and friendly Euro-Caribbean atmosphere, great shopping, and impeccable restaurants. We’ll bring you to all the island’s best spots, whether straight into the action or off the beaten path.


Grenadines Sailing Charters

“The jewels of the Caribbean” – the Grenadines are like nothing you’ve ever experienced – hundreds of secluded, often uninhabited islands speckled down an island chain that makes its way from St. Vincent down to Grenada. The waters are crystaline blue, with plenty of local villages and gorgeous beaches to visit.


Catamaran Sailing Charters

Catamarans are quickly becoming the most popular choice for sailing charters, offering more space and less sway than a typical monohull yacht. If you’re looking for this type of sailing experience, we offer some wonderful catamarans, equipped with their own trusted and experienced skippers to see you along the way.


All-Inclusive Caribbean Yacht Charter

Come experience the beautiful Caribbean sea as it should be – in comfort and all-inclusive! Just imagine sailing through crystalline waters, stopping at secluded beaches and islands, hopping ashore for dinner at a local restaurant or having dinner prepared in the comfort of your yacht by your fabulous crew.

Get One Night Free on

bookings of 7 nights
or more

Until December 31,2019

Map of Caribbean Islands


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