YACHTING ITINERARIES
Leeward Islands Yacht Charter Itinerary
Embark on an unforgettable Leeward Islands Yacht Charter Itinerary, where turquoise waters, pristine beaches, and exclusive island retreats create the ultimate luxury getaway. From the glitz of St. Barths and the charm of Antigua to the secluded beauty of St. Kitts & Nevis, this 7-day yacht charter blends adventure, relaxation, and world-class experiences. Whether you're indulging in fine dining, shopping in designer boutiques, or exploring vibrant coral reefs, this itinerary offers the perfect blend of Caribbean elegance and island tranquility.
Leeward Islands Yacht Charter Itinerary
Luxury Yacht Charter Itinerary: Explore Leeward Islands
Each yacht charter itinerary is custom created to suit your unique preferences and desires for every trip. Whether you want to linger an extra day in a favorite location, adapt to weather changes, or follow your captain’s recommendation to explore a hidden cove, the beauty of a yacht charter is the freedom to live in the moment. Revel in the joy of spontaneity, savor the now, and enjoy the luxury of tailoring every experience to your liking.
This itinerary is just a suggestion—our team looks forward to crafting a personalized journey for your next unforgettable adventure.
An Iconic Caribbean Journey of Luxury and Adventure.
Embark on a 7-day Leeward Islands Yacht Charter Itinerary, where pristine beaches, world-class dining, and lush tropical landscapes create the ultimate Caribbean escape. From the glamour of St. Barths to the historic charm of Antigua and the tranquility of St. Kitts and Nevis, this itinerary blends adventure, relaxation, and exclusivity.
Sailing through these idyllic islands, you’ll experience serene anchorages, vibrant marine life, and five-star luxury. Whether you’re looking for high-end shopping, thrilling water sports, or quiet beach retreats, this yacht charter promises an unforgettable journey through the Caribbean’s most sought-after destinations.
Day 1: St. Maarten/St. Martin – A Vibrant Caribbean Welcome
Board your yacht in St. Maarten/St. Martin, a unique island split between Dutch and French influences. Spend the day at Orient Bay Beach, known for its white sand and turquoise waters. Visit the Sunset Bar & Grill to watch planes land dramatically close to Maho Beach before enjoying a chef-prepared dinner on deck.
Day 2: Anguilla – Serene Beaches & Island Elegance
Cruise to Anguilla, dropping anchor at Sandy Ground, a lively beach lined with bars and restaurants. Take a short trip to Scilly Cay, a private island restaurant famous for grilled lobster and rum punch. Enjoy an afternoon of snorkeling, paddleboarding, or relaxing on powder-soft beaches before heading back to your yacht.
Day 3: St. Barths – Exclusive Luxury & Secluded Beaches
Arrive in St. Barths, the ultimate playground for A-listers and jet-setters. Wander the streets of Gustavia, home to designer boutiques, gourmet restaurants, and chic cafés. Spend the afternoon at St. Jean Beach or the exclusive Nikki Beach Club, then indulge in fine dining at Eden Rock or Bonito before returning to your yacht.
Day 4: St. Barths to Antigua – Sailing the Caribbean Blues
Relax as you cruise towards Antigua, where lush green hills and dazzling blue waters set the scene for a spectacular arrival. Visit Nelson’s Dockyard, a historic 18th-century naval base, or explore Fort Berkeley for breathtaking views of the coastline. End the day with cocktails on deck under the stars.
Day 5: Antigua – The Ultimate Beach-Hopping Experience
With 365 beaches to choose from, Antigua is a paradise for beach lovers. Lounge at Half Moon Bay, take a tender to secluded anchorages, or soak in the panoramic sunset views from Shirley Heights Lookout. Whether you seek relaxation or adventure, Antigua offers something for everyone.
Day 6: St. Kitts & Nevis – Old-World Charm & Natural Beauty
Sail to St. Kitts and Nevis, two islands rich in history and authentic Caribbean charm. Hike to the top of Mount Liamuiga, explore the colonial streets of Charlestown, or relax with a cocktail at the chic Christophe Harbour. Unwind on Pinney’s Beach, known for its tranquil shores and luxury beach bars.
Day 7: St. Kitts to St. Martin – A Grand Caribbean Farewell
On your return to St. Martin, soak in the last glimpses of the turquoise waters and lush island landscapes. Spend your final day shopping for luxury goods, enjoying a beachside lunch, or simply relaxing on deck before disembarking.
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OUR PICKS
The Best Yachts Available to Charter In Leeward Islands
View yacht ASTERIA, available for charter
ASTERIA , yacht for charter
Worth Avenue Yachts offers an extensive selection of thousands of yachts available for charter worldwide. As yacht schedules change and new yachts enter the market, exclusive deals often emerge. For the most current and comprehensive list of available yachts in your desired area, we recommend contacting us directly. Below, you’ll find a small sample of the latest yachts available in the region.
Motor Yachts Available to Charter In Leeward Islands
View yacht A PLACE IN THE SUN, available for charter
A PLACE IN THE SUN , yacht for charter
View yacht ADEONA, available for charter
ADEONA , yacht for charter
View yacht Afforded Leisure, available for charter
Afforded Leisure , yacht for charter
View yacht Akasha, available for charter
Akasha , yacht for charter
View yacht Alegria, available for charter
Alegria , yacht for charter
View yacht Andiamo, available for charter
Andiamo , yacht for charter
View yacht ANJELIF, available for charter
ANJELIF , yacht for charter
View yacht ARCTIC, available for charter
ARCTIC , yacht for charter
View yacht ARKTOS, available for charter
ARKTOS , yacht for charter
View yacht Ascension, available for charter
Ascension , yacht for charter
View yacht ASPEN ALTERNATIVE, available for charter
ASPEN ALTERNATIVE , yacht for charter
View yacht Avanti, available for charter
Avanti , yacht for charter
Worth Avenue Yachts provides unparalleled access to thousands of yachts worldwide, many of which are not listed on our website. Our charter experts are committed to staying ahead of the curve by attending industry events to gather exclusive insights. From the latest charter yachts and the most luxurious vessels to the finest crews in the market, our team ensures you have access to the best options for your unforgettable yachting experience.
Sailing Yachts Available to Charter In Leeward Islands
View yacht ADEONA, available for charter
ADEONA , yacht for charter
View yacht Akasha, available for charter
Akasha , yacht for charter
View yacht ARKTOS, available for charter
ARKTOS , yacht for charter
View yacht Ascension, available for charter
Ascension , yacht for charter
View yacht Avanti, available for charter
Avanti , yacht for charter
View yacht Belldia, available for charter
Belldia , yacht for charter
View yacht DRUMBEAT, available for charter
DRUMBEAT , yacht for charter
View yacht ELVIS MAGIC, available for charter
ELVIS MAGIC , yacht for charter
View yacht ENCORE, available for charter
ENCORE , yacht for charter
View yacht ERA, available for charter
ERA , yacht for charter
View yacht GUILLEMOT, available for charter
GUILLEMOT , yacht for charter
View yacht HOUBARA, available for charter
HOUBARA , yacht for charter
Worth Avenue Yachts offers exclusive access to an extensive selection of luxury sailing yachts worldwide, many of which are not showcased on our website. Our charter experts actively attend global industry events to stay informed about the newest and most exquisite sailing yachts, as well as the finest crews available. Whether you're seeking a serene escape or an adventurous voyage, we provide unparalleled expertise to help craft your ideal sailing experience.
Let’s Plan Your Dream Yacht Charter
Contact Us About Your Yacht Charter
Whether you’re envisioning a luxurious escape to the Mediterranean, an adventure in the South Pacific, or a serene getaway in the Caribbean, Worth Avenue Yachts is here to bring your vision to life. Our experienced charter specialists are ready to create a bespoke experience tailored to your preferences.
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Complete the form or contact us directly to start planning your perfect yacht charter. Our team will respond promptly to guide you through every detail, from choosing the right yacht to curating your ideal itinerary.
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