Windward Islands

A castaway utopia where quotidian concerns drift away on gentle trade winds, Bequia’s signature fusion of bohemian chic and Caribbean soul lures artists questing inspiration, sailors seeking pristine seas, and travelers drawn to undisturbed nature. In vibrant little Port Elizabeth, mouthwatering lobster shacks share the scene with trending galleries and marine modelmaker shops. In remote coves, yachts bob in translucent water and iced rums bobble in sun-warmed hands. Up in the hills, villas melt into the landscape and sunsets showcase jaw-dropping archipelago views. Under a stone arch in Moonhole, a landmark home resides in pure eco-harmony. Time stands still along blissful strands where turtles gather. Mt. Peggy stands guard over the heights. And all feels very right with the world.

Nestled between Mustique and Union Island, Canouan is a rare jewel in the Grenadines—just five kilometers of refined seclusion and natural beauty. Once a quiet island untouched by modernity, it has evolved gracefully into an exclusive retreat for those who seek true tranquility. Its achingly beautiful white sand beaches, edging the turquoise ocean protected by one of the Caribbean’s largest living reefs. While a world-class golf course crowns Mount Royal and offers panoramic views over land and sea, elegant villas and discreet ultra-luxury define the island’s life. Timeless and quietly stunning, Canouan is the Caribbean as few have seen it—whether relaxing on the shore or exploring its alluring landscapes, prepare to escape into your own Eden.

From a distance, they could easily be mistaken for a cluster of jewels in the crown of the Grenadine sun, set in liquid turquoise, shaded by coconut fronds, and ringed by shimmering white sand and spectacular coral reef gardens. Five small cays—Petit Rameau, Petit Bateau, Baradal, Jamesby, and Petit Tabac—make up this dream archipelago, one of the most stunning anchorages in all the Caribbean. No roads or buildings intrude on this unspoiled scene, making it the natural location for filming scenes of Pirates of the Caribbean. But the brightest stars live beneath the waves, in underwater canyons that brim with marine life—imposing groupers, otherworldly boxfish, colorful surgeonfish, and troupes of sea turtles and rays often seen dancing majestically through the shallows in a silent ballet.

Enchantingly remote, a clutch of gorgeous islets off Guadeloupe still anchors a bay revered as one of the three most beautiful on Earth. First christened as Los Santos, they're known as Les Saintes today—decidedly French in character and decidedly enchanting to explore. Terre-de-Haut is something of a mini-Rio with its ‘Sugarloaf’ rivaling Brazil’s for scenic drama, its charming streets ripe for rambling, and its commanding views from Fort Napoléon. It's a place to immerse in botanical beauty or slip into translucent waters for a snorkeling session par excellence. And across a small strait waits Terre-de-Bas, a magical haven for the eco-curious. While here, don’t miss tasting the islets’ famous tourment d’amour guava pastries—and donning a basket-topped Salako fisherman’s hat.            

Known as the “Isle of Flowers,” Martinique could as easily be called the “Isle of Colors.” From vivid tropical blooms to coral reefs and black-and-white beaches, it dazzles at every turn. Vibrant Creole cottages, golden-hued rum and the emerald slopes of Mont Pelée. Once the capital and a refuge for privateers, this was the “Little Paris” of the Caribbean before the volcano’s eruption in 1902. Left in ruins, the city was abandoned for years. Yet fragments of its past endure: the charred steps of its grand theater, the soot-darkened Fort Church and crumbling facades along Monte-au-Ciel Street. Beneath the bay’s surface, divers discover sunken ships—silent sentinels of that fateful day. Today, it’s a place where history and resilience converge, leaving a mark on those who walk its storied streets.

Tucked away on Saint Lucia's wild southwest coast, Sugar Beach feels like a secret whispered between the jungle and the sea. This secluded crescent of golden sand, framed by lush cliffs and open sky, invites a slower rhythm of life—one of stillness, salt air, and contemplative hours. But it’s the Pitons that steal the scene: Gros and Petit, rising like ancient stone sentinels from the deep, their volcanic silhouettes etched against the horizon. Listed as a UNESCO World Heritage Site, they lend a sense of the mythic to even the quietest moments—paddleboarding at dawn, or watching the sun dissolve at golden hour. Little touched and rarely spoken of, Sugar Bay remains a sanctuary of raw beauty and quiet luxury, where nature takes the lead and the only soundtrack is wind through the palms. 

Cradled by the gentle curve of Carlisle Bay, Bridgetown offers one of the most naturally sheltered harbors in the Caribbean. Yet, beyond its geography lies a rich and unexpected blend of British heritage and tropical serenity.

Claimed by the British Crown in 1624, Barbados retains the legacy of its historic past. Throughout the capital, Victorian buildings stand proudly, the Parliament rises with its clocktower, and a Caribbean echo of Trafalgar Square adds to the sense of familiarity. This "Little England" of the West Indies has rightfully earned its place as a UNESCO World Heritage Site.

Bridgetown's coral-stone facades and sun-warmed streets invite unhurried exploration. In this corner of Barbados, history and beauty meet in perfect balance, offering an experience as refined as it is relaxed.