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Gems of the Leeward Islands
Mar 27, 2026 — Apr 6, 2026
Starting from
SAN JUAN → SAN JUAN
10 Nights on Star Seeker
On your Caribbean voyage to the Leeward Islands, everywhere you look is another cover shot image. Dazzling white sand turns the shallows mesmerizing shades of peacock and mermaid, weathered fortresses point canons at long-vanished schooners, natural pools warm gently under the mid-day sun. On your private yacht, you’re equally at home in exclusive harbors and anchored off barefoot beaches, so you can see it all. Snorkel or dive on vibrant coral reefs. Follow your siren inland to rainforest adventures or delightful boutiques. Thank your lucky Star Pride for bringing you here.
Popular Highlights
Delve into the history of pirates and colonists in San Juan.
On Antigua, explore Nelson’s Dockyard, the only Georgian dockyard in the world.
Absorb the distinctive French charm of enchanting Les Saintes.
Enjoy your day on Jost Van Dyke and let the azure waters wash your cares away.
Sail past the stunning emerald Pitons on St. Lucia, a UNESCO World Heritage Site.
Mingle with the glitterati in St. Barts.
Discover the culinary delights of both the Signature Beach Party and the Signature Onboard Barbecue.
Sail, swim and kayak from your yacht’s Marina Platform.
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you. Sites to see include St. John's Cathedral with its white Baroque towers, the Botanical Garden, St. John's Antigua Lighthouse, and Fort James.
This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
The UNESCO site Pitons' with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.
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