The Caribbean offers a great expanse of islands to explore. If you enjoyed the Exumas, continue your grand adventure to the Leeward Islands. The captivating blend of pure extravagance and true relaxation will leave you sampling the best of what the Caribbean has to offer. Comprised of seven main islands within close proximity of each other, this northernmost chain of islands located in the West Indies boasts calm sailing waters and a breezy reprieve from the tropic sunshine. Take time to experience the unique atmosphere of each of the islands!
Begin your journey in Anguilla, an idyllic island offering a variety of adventures. Walk along one of the gorgeous ivory beaches as you adore the crystal-clear seas or find a secluded cove to enjoy a peaceful day on the water enjoying the sublime scenery. Head to Big Spring Cave where you can decipher the prehistoric petroglyphs before making your way to Scilly Cay a well-known restaurant that serves barbequed lobster that will leave you wanting more.
Experience the best of two cultures on the beautiful island of St. Maarten (French) / St. Martin (Dutch). Visit one of the most exceptional beaches, Orient Bay, located on the French half of the island before dropping in at the Sunset Bar and Grill, located to the Southwest on the island on the Dutch side. This unique island will leave you sharing your experience for years to come. Wind down your day by sipping on rum punch as the sun drenches you with its tropical rays.
A popular destination among socialites and celebrities this exclusive and lavish island offers the ultimate in luxury shopping and opulent cuisine. Gaze at the glistening superyachts and mega yachts filling the harbors and cruising along the aqua colored ocean. Tour Gustavia the capital of the island, nestled between the headlands and the cliffs, learn about the unique culture and rich history of the island. Before making the short jaunt to Antigua, take in the natural beauty on the island. The powder sand beaches compliment the rustic red roofs dotting the island between the lush green landscapes.
With 365 beaches to choose from, you could spend the whole year exploring the shimmery beaches of this tropical heaven. Make your way to the south coast, a pristine location for thrill-seekers wishing to fill their day with water sports or leisure-seekers wishing to spend the afternoon on the tranquil beaches. End your Antigua experience by driving up to Shirley Heights Lookout, the best place to watch the stunning Caribbean sunsets.
Arguably the most primitive of the Leeward Islands, St. Kitts and Nevis presents old-world style and vintage Caribbean charm throughout the islands. The unique landscape of these islands offer a wide variety of activities. Hike through the lush rainforests past the lively monkeys to the dormant Mount Liamuiga volcano. Dive through the hull of a sunken freighter ship as you swim past the colorful marine life. Sip on an ice-cold cocktail as you revel in the beauty of this paradise.
Named by Christopher Columbus this island has been influenced by a variety of cultures making it one of a kind. Start your day with a delicious beach picnic before taking the tender to the Soufriere Hills Volcano, located along the west coast, the volcano created a modern-day Pompeii on the island’s past capital city of Plymouth. Before cruising to neighboring island of Guadeloupe, be sure to walk along the magnificent black sand beach.
Wind down your epic journey on the bustling island of Guadeloupe. Known for its butterfly shape that can be seen from the sky, you can choose from a wide variety of activities to do on the island or on the water. Walk through the sugar cane fields before making your way to the rum museum for an exquisite tasting. Find delight in this magical wonderland of golden beaches and shallow turquoise waters that extend as far as the eye can see.
These glamorous and magnificent islands will leave you wanting yet another Caribbean vacation onboard your private yacht. Regardless of where you choose to visit the vast and wonderous islands of the Caribbean are sure to be an experience of a lifetime.
For more information about private yacht vacations please contact us at Inquiries@WorthAvenueYachts.com or call +1 (561) 833-4462
Worth Avenue Yachts is proud to participate in the Monaco Yacht Show 2025, held September 24–27 in Port Hercule. Join our team in Monaco as we share expert insight into yacht sales, charter opportunities, and new construction at the world’s premier luxury yachting event.
Step aboard PILOT LOUNGE, a stunning 91’ Horizon yacht celebrated for its refined design, exceptional crew, and thoughtfully tailored charter experiences. With a recent 2024 refit and a reputation for delivering effortless luxury, this guest-favorite yacht is perfectly suited for cruising the crystal-clear waters of Florida and the Bahamas. Whether for day escapes or extended getaways, PILOT LOUNGE offers the ideal balance of relaxation, adventure, and personalized service.
YachtR is an industry-owned MLS platform developed by leading yacht broker associations to offer real-time, verified yacht listings and uphold professional standards in the yacht sales process. YachtR ensures data accuracy, transparency, and exclusive access to listings from licensed brokers through its integration with YachtBroker.org. Worth Avenue Yachts leverages this trusted platform to give clients unmatched listing exposure and buyer access to up-to-date, vetted inventory across the global yachting market.
Nordic Tug and other American-built trawlers are making waves with boating enthusiasts seeking comfort, stability, and Great Loop capability. Learn why tug-style yachts are becoming a top pick for serious cruisers—and how our Chesapeake team can help you find the perfect one.
From sea to green: Discover how Worth Avenue Yachts owners can now enjoy exclusive, priority access to The Eden Club—golf’s most elite private membership.
Now is the ideal time to book your winter yacht charter and secure the best yachts and destinations for the holiday season. From festive celebrations in St. Barths to sun-soaked island-hopping in the Bahamas and tranquil escapes in Turks & Caicos, winter charters offer a luxurious, crowd-free alternative to traditional holiday travel. Early booking ensures peace of mind, premium yacht selection, and a fully customized experience for you and your loved ones.
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