An Idyllic Voyage Through the Windward Islands
This nine-day journey takes you through the emerald jewels of the Windward Islands—a region where lush volcanic peaks meet turquoise lagoons and uninhabited cays. Beginning in St. Lucia and ending in Grenada, this route is perfect for guests who crave a mix of vibrant culture, dramatic landscapes, and pristine anchorages far from the crowds.
Best time to visit: December through May offers sunny skies, gentle trade winds, and ideal sailing conditions.
Step aboard in Rodney Bay or Marigot Bay, two stunning harbors on the island of St. Lucia. Settle into your yacht and enjoy a sunset cruise along the coast. Dine onboard or venture ashore to experience the island’s fresh Creole flavors and live Caribbean music.
Cruise south to Soufrière, where the twin Piton mountains dominate the skyline. Spend the day exploring the island’s natural wonders—soak in the volcanic Sulphur Springs, snorkel at Anse Chastanet, or hike through the rainforest. End the day with cocktails on deck as the sun dips behind the peaks.
Cross to St. Vincent, the gateway to the Grenadines. Anchor off Wallilabou Bay, famous for its role in Pirates of the Caribbean, or explore hidden waterfalls like Dark View Falls. The island’s rugged terrain and quiet anchorages make it a paradise for nature lovers and adventurers.
Sail into the friendly harbor of Admiralty Bay, Bequia’s main port. Ashore, explore the charming town of Port Elizabeth, visit local artists and boatbuilders, or take a beach day at Princess Margaret Beach. Bequia is known for its authentic Caribbean soul and welcoming locals.
Cruise to Mustique, the ultra-exclusive island retreat favored by royals and celebrities. Lounge on Macaroni Beach, ride horseback along scenic trails, or sip cocktails at Basil’s Bar, the island’s legendary beach hangout. The island blends barefoot luxury with ultimate privacy.
Drop anchor in the heart of the Tobago Cays, a cluster of uninhabited islands surrounded by a massive horseshoe reef. Swim with sea turtles, snorkel coral gardens, or paddleboard in the calm, crystal-clear waters. This is a pristine marine playground perfect for a beach BBQ under the stars.
Cruise to Petit St. Vincent, a privately owned island resort known for its tranquility and five-star service. Whether you choose to explore the beach, indulge in a spa treatment, or enjoy an elegant lunch ashore, this island offers peace and pampering in equal measure.
Continue south to Carriacou, part of the Grenadian Grenadines and known for its traditional wooden boat building, friendly villages, and untouched bays. Visit Tyrell Bay or snorkel Sandy Island, a postcard-perfect sandbar surrounded by reef. This is a wonderful place to experience true Caribbean culture.
Arrive in Grenada, the final jewel in your Windward voyage. Known as the Spice Island, Grenada is bursting with lush rainforests, waterfalls, and world-class beaches. Disembark in St. George’s, one of the Caribbean’s most picturesque harbors, and consider extending your stay to explore this colorful, vibrant island.
Your vision is unique. Your charter should be, too. Speak directly with a specialist who will hand-select the perfect yacht, crew, and itinerary from the global fleet, customizing every detail, from the cruising grounds to the chef’s menu.
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