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Windward – Leeward Cruise
CruisingAll LevelsSt. Lucia & Antigua & Barbuda - Caribbean
31 Jan - 7 Feb
£1,680
10 spaces available
From St Lucia, Rodney Bay to Antigua, Nelson’s Dockyard Your journey begins in vibrant Rodney Bay, the yachting heart of Saint Lucia. After a welcome briefing aboard a Swan 51—a yacht synonymous with uncompromising build quality, refined Scandinavian craftsmanship, and a formidable offshore racing pedigree—you’ll feel immediately that this is no ordinary charter. The Swan 51, built by Nautor Swan, is renowned for its balance, seaworthiness, and performance in serious ocean conditions. Designed for those who appreciate precision sailing, she delivers both exhilarating passages and exceptional onboard comfort.
A proper island-hopping passage from St Lucia to Antigua on a Swan 51, ticking off some of the Caribbean’s best sailing along the way. Trade winds, great stops and a finish in Nelson’s Dockyard that feels like arriving exactly where you’re meant to.
Day 1 - 2 We clear Rodney Bay and set a northerly course toward Martinique. Expect a spirited beam reach across turquoise waters. Martinique blends French sophistication with Caribbean rhythm—charming anchorages, world-class boulangeries, and lush volcanic landscapes. Evenings are spent beneath dramatic green hills.
Day 3 - 4. Next we sail toward the untamed beauty of Dominica, often called “The Nature Island.” Towering mountains plunge into the sea, waterfalls cascade through rainforest valleys, and the scent of spice hangs in the air. This is raw Caribbean—authentic, dramatic, unforgettable. The fortunate can get a glimpse of the rare sperm whale pod cruising these exceptional waters.
Day 5. A shorter but spectacular passage takes us to the idyllic archipelago of Îles des Saintes. French-Caribbean charm defines this stop: pastel houses, quiet anchorages, and panoramic views from hilltop forts. Swim in crystalline bays or wander cobbled streets with a café in hand.
Day 6 - 7. We continue to Guadeloupe, a butterfly-shaped island rich in Creole culture and dramatic scenery. Explore vibrant markets, hike through tropical forests, or relax on secluded beaches. Under sail, the Swan 51 comes alive in the steady trade winds.
Day 8 - 9. Our final offshore leg brings us to Antigua and Barbuda, famed for its sailing heritage. We conclude in historic Nelson’s Dockyard, a beautifully restored Georgian naval base and UNESCO World Heritage Site. Mooring here feels like arriving at the spiritual home of Caribbean yachting. A final evening toast marks the completion of a remarkable island-hopping passage through some of the Caribbean’s most storied waters.
Southern Ocean Company and Swan 51 “Eira" Southern Ocean Company was founded in the first years of the new century but basically restarted in 2009 when shares got redivided among a new set of owners. The mission was to purchase a yacht capable of doing long transatlantic voyages, housing large crews and put it out “on the trade". After considering a number of options the decision fell in favour of a proven design, the Swan 51, and the optimal version, the alternative one layout with its additional crew space. The search started immediately. After viewing several potential boats one stuck out, the hull 009 for sale in Sweden. She had previously done several seasons in the Caribbean and was already equipped for long hauls. Her general condition was also good, or as the surveyor from Nautor loosely put it – “she’s pretty much the same boat that rolled out of the factory in 1981”.
Seb and his Swan 51, Eira, have been part of the charter racing scene since 2009. On board you’ll find the right balance of competitive racing and a friendly, welcoming crew. Between regattas, Eira runs some excellent sailing itineraries as she moves between race venues.
Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.
Swan - 51
LOA: 51ft (15.62m)
Beginner
No sailing experience required. Perfect for newcomers.
Intermediate
Some sailing experience helpful. Comfortable on the water.
Advanced
Significant sailing experience required. Challenging conditions.
Active Crew Member
Full participation in all sailing activities.
Optional Involvement
Participate as much or as little as you like.
Passenger
Sit back and enjoy the ride.
No
All meals and cleaning are taken care of
18
Set sail on a true bluewater legend and discover the Caribbean the way it was meant to be experienced — under canvas, horizon wide open, and island lights twinkling at anchor.
No optional extras
Tried and tested sailing experiences, from our pick of the world's best operators
All our trips are led by qualified skippers and sailing instructors
We only work with the most reputable sailing operators and yacht providers
Perfect for solo sailors looking to join a crew or groups wanting to charter
Our team is on-hand 24/7 to help you before, during and after your adventure
From £1,680 GBP per person
Secure your place today from £840 GBP
Prices shown in USD are approximate conversions, using today's conversion rate. This trip is priced by the operator in GBP and payment will be taken in GBP.