Every trip through the Grenadines is different. Our route is shaped by the wind, the weather, and the preferences of the crew at the time. No two journeys are ever the same, and that’s exactly how adventure sailing should be. Below are some of the highlights we may explore along the way.
Setting Sail from St Lucia – Gateway to the Windward Islands
We cast off from St Lucia, where rainforest-clad peaks rise sharply behind the harbour and the twin Pitons stand like sentinels over the southern coast. Before we head south, we may anchor beneath the towering Pitons themselves, or slip into the calm shelter of Marigot Bay, a perfect natural harbour ringed by mangroves and palm trees. From here, the Grenadines stretch away ahead. A chain of islands scattered across the warm, steady trade winds of the Caribbean Sea, each one different, each one waiting.
Bequia – The Old Mariner’s Island
Once a hub for whalers and boatbuilders, Bequia still carries the soul of generations who’ve lived by the sea. In the harbour, brightly painted wooden boats rock gently on their moorings while fishermen mend nets under the shade of sea almond trees. The pastel houses line the waterfront, and narrow streets wind up into the hills where goats graze between coconut palms. We tie up or drop anchor, wander through the village, chat with locals selling fresh mangoes and handmade jewellery, or stop to sample grilled snapper at a small beachside café. The air is warm, heavy with salt and hibiscus, and the pace of island life quickly takes hold. Already, the bustle of modern life feels far behind.
Canouan – A Quiet Escape
Further south, Canouan rises low and green out of the sea. Fringed with coconut palms and coral reefs, it offers quiet anchorages where pelicans dive and waves break gently on powdery white sand. Ashore, a single road traces the island’s coast, and barefoot locals ride bicycles beneath the midday sun. We may swim ashore, hike up the grassy hills for wide open views across the Grenadines chain, or simply lie back under a sky filled with stars, the boat rocking softly in the warm Caribbean breeze.
The Tobago Cays – A Protected Paradise
Sailing deeper into the Grenadines brings us to the Tobago Cays, a cluster of uninhabited islets encircled by a horseshoe reef. Here, the water turns impossibly clear, shifting from turquoise to deep blue with every ripple. Sea turtles glide through the seagrass beds while schools of reef fish dart between brilliant corals. The only sounds are the slap of small waves on the hull and the rustle of the trade winds in the palms ashore. We might swim with stingrays, snorkel over coral gardens, or simply float in the warm shallows, surrounded by nothing but open sea and sky. As night falls, we’ll be at anchor in the lee of the reef, cooking dinner aboard, and sitting beneath a sky crowded with stars.
Union Island – The Volcanic Outpost
Beyond the Cays, Union Island rises sharply, its jagged green ridgeline cutting against the horizon. In Clifton Harbour, brightly painted market stalls sell fresh limes, bananas, and coconuts, while fishermen unload their catch at the docks. The scent of grilling fish mixes with the sea air as locals and visitors gather at simple beach bars, reggae music spilling out into the warm evening. Further inland, goats pick their way through the brush and small farms dot the hillsides. Union is alive with energy but never hurried. We can resupply here, wander through town, and enjoy a cold drink as the sun dips behind the peaks.
Petit St Vincent – The Edge of the Grenadines
Near the southern edge of our journey lies Petit St Vincent, a tiny private island wrapped in white sand and fringed with reef. The beaches lie empty except for the occasional pair of seabirds lifting off the shore. Offshore, the boat rests at anchor, swaying gently in the warm current. Here, the horizon feels huge, the sea endless, and the isolation complete. We can swim ashore, explore the coastline on foot, or simply sit back and take in the stillness. It is the far edge of the Grenadines, where the open Caribbean stretches away to the south.
Mayreau – Tiny, Quiet, Perfect
On the return north, Mayreau offers a moment of real simplicity. The island’s single village sits along a ridge, its modest church looking out across the blue sweep of the Tobago Cays. The road is little more than a footpath, and children play barefoot under the shade of mango trees. We anchor in Salt Whistle Bay, where a crescent of white sand wraps around the anchorage and coconut palms lean out over the water as if reaching for the sea. The bay feels hidden, almost secret. It is the sort of place that seems built for sailors.
Mustique – The Private Island with a Public Face
Mustique adds a different rhythm to the adventure. Though long associated with royalty and rock stars, the island remains remarkably peaceful. Empty beaches stretch for miles, sea turtles poke their heads above the waterline, and dirt roads weave quietly through the hills. We may anchor off Macaroni Beach or walk through the small village where island staff ride bicycles beneath flowering bougainvillea. The charm of Mustique lies in its simplicity. Just sand, sea, and a feeling of calm that lingers long after we sail away.
Returning to St Lucia – Full Circle
As we sail north once more, the familiar shape of St Lucia’s twin Pitons rise ahead, their sharp green slopes reaching skyward from the deep blue sea. The final sail brings us full circle, back to where we began. We’ve crossed channels, navigated between reefs, and discovered islands that most only see from a distance. The Grenadines offer a world of their own. And as we tie up once more in St Lucia, we carry back not just the miles but the quiet satisfaction that comes from true exploration under sail.
No Experience? No Problem.
No offshore experience is needed. Many crew join solo, and everyone is fully involved from day one. Whether you are completely new to sailing or looking to build your skills, you’ll be part of every decision, every sail trim, every navigation choice. This is real adventure sailing, built for discovery, learning and the pure satisfaction of crossing open water under sail.
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