St. Lucia

Jewel of the Windwards

St. Lucia is like no other Caribbean island. Here you’ll sail a backdrop of lush rainforests, cascading waterfalls, soaring peaks, and hidden beaches, anchor in colorful harbors, and wake to the symphony of birdsong every morning. St. Lucia, ‘The Jewel of the Windwards’, offers a sailing vacation you won’t soon forget. 

No matter which side of the island you end up on, a St. Lucia sailing vacation offers superb sailing conditions thanks to year-round sun and varied seasonal winds. You’ll find open water passages perfect for exploring St. Vincent, the Grenadines, and Martinique. Take it easy with line-of-sight sailing or up the adrenaline with exhilarating longer passages. In the winter you’ll have exciting sailing, while the summer months offer smooth waters.

Set sail from Rodney Bay with the dramatic twin Pitons as your backdrop, heading south to St. Vincent and the Grenadines. Explore tranquil Bequia, just eight miles south of St. Vincent, where you’ll find an island steeped in maritime history. Head for the stunning Tobago Cays, where you’ll find a clutch of deserted islets with some of the best diving and snorkeling in the Grenadines. Spend your mornings lounging on the dazzling powder-white sands and snorkeling the warm, shallow waters, before ordering barbecued lobster from a local boat vendor to enjoy in the shade of a swaying palm.