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Sail the wild spine of the southern Leeward Islands, exploring the volcanic coastline of Martinique, the deep rainforest and peaks of Dominica and the breathtaking Saintes of Guadeloupe. This route takes you through one of the most varied sections of the Caribbean. sailing between steep green mountains, quiet offshore anchorages, exploring river systems that cut deep into jungle and small coastal settlements. Approaching these islands by sea allows you to explore magical places and landscapes that most visitors never reach.
What this voyage is really about
This is hands-on Caribbean expedition sailing. From day one you are involved in helming, sail trim, navigating and planning 6-8 hour passages across open water between the islands. Expect steady, warm trade winds, remote and wild anchorages and wonderful times ashore to explore. Life on board is active and collaborative. The skipper and mate guide you through each aspect of the sailing so you become fully involved, gaining real skill and confidence as the voyage develops.
Why this route stands out
Dominica, Guadeloupe and Martinique form the most dramatic section of the Leewards, with volcanic peaks, rainforest walking routes, river inlets and a coastline that delights. The distances between the islands give a good rhythm of daily sailing and time ashore, while the varied landscapes make every landfall different. It is a route for sailors who want real seamanship, elemental environments and exploration rather than gentle cruising. With the wonderful islands of St Lucia and Antigua at either end, this is one of the perennial Rubicon 3 favourites.
Who this trip suits
You do not need previous sailing experience, but you do need to want proper involvement. This is an expedition shaped by the conditions at the time. It works well for solo crew and for travellers of all ages who want to be part of the team. If you are keen to get fully involved, explore wild places and learn new skills, you will get a great deal from this voyage.
What to do next
Check the Dates and Prices section for availability, joining instructions and travel details. You can reserve your place there, or arrange a chat if you would like to talk through the route and what to expect.
