Go from sea to land with Bluemoon and book a stay in one of our gorgeous Saint Martin villas to extend your trip and enjoy more of what's on offer.
Sailing the Leeward Islands – A Luxury Yacht Charter from Antigua to Marigot
Those seeking to escape the chill of winter often find that a yacht charter in the Caribbean is the perfect antidote. Bluemoon’s eight-day Caribbean itinerary inspiration blends world-class cruising with the laid-back elegance of the Leeward Islands. From the pink-sand beaches of Barbuda to the glamour of St Barths and the French sophistication of St Martin, this sample itinerary is designed for travellers who want to revel in both adventure and refinement.
Prepare to Explore
A private yacht charter in the Caribbean opens the door to hidden coves, vibrant marine life, and lively cultural hubs. This journey takes you from Antigua to Marigot, weaving together untouched islands, historic ports, and luxury hotspots along the way.
Whether you are diving into crystal-clear waters, exploring colourful towns, or enjoying the freshest seafood, whether on board, on a private beach, or in one of the region’s celebrated restaurants, everything you could possibly need to escape the cold and break free from everyday life awaits here.
Why Charter a Luxury Yacht in the Caribbean?
A luxury yacht charter in the Caribbean is one of the most refined ways to experience the region. With the freedom to explore multiple islands from the comfort and privacy of your own floating sanctuary, you gain access to some of the most exclusive destinations, favourites of sporting icons, entertainers, and royalty seeking privacy and relaxation. From the chic French flair of St Barths to the untouched pink sands of Barbuda, every stop offers a fresh perspective and its own character to discover. Warm trade winds and calm seas create ideal cruising conditions, while world-class dining, secluded anchorages, and the ability to shape every detail of your journey to your own rhythm combine to create a voyage that surpasses expectations.
Day 1 | Antigua to Barbuda: Pink Sands and Seclusion
Distance: 29 nm
Your journey begins in Antigua, but a short cruise to neighbouring Barbuda quickly sets the tone. Known for its pink-sand beaches and wild beauty, Barbuda showcases nature at its finest. Explore limestone caves, snorkel over coral shallows, or simply enjoy the tranquillity of an island that feels a world away.
Golfers will appreciate Barbuda Ocean Club, a Tom Fazio-designed course that winds through natural dunes and tropical vegetation, with sea views at every turn. If golf isn’t your style, the island’s breezes lend themselves perfectly to kitesurfing, or spending a leisurely afternoon on Princess Diana Beach at Nobu Barbuda, where their iconic sushi is served against a backdrop of white sands and turquoise waters.
Day 2 | Barbuda to St Kitts & Nevis: History, Peaks and Island Life
Distance: 61 nm
Sail south to the twin islands of St Kitts and Nevis, where history and natural beauty meet. Wander the streets of Basseterre, explore colonial fortresses, or hike up Nevis Peak for sweeping views. These islands remain refreshingly authentic, offering a slower pace and a warm Caribbean welcome.
It would be remiss not to visit Banana’s Bistro. Over the past 25 years, the labour of love of a former well-travelled cabaret dancer has become a characterful spot, serving international comfort food with Caribbean flair from a hilltop setting overlooking the sea. Don’t miss their homemade Banana Rum, best enjoyed with a Cuban cigar in the Firefly Lounge.
Day 3 | St Kitts to St Eustatius: The Caribbean’s Hidden Gem
Distance: 29 nm
Often called the Caribbean’s hidden gem, St Eustatius offers a step back in time. Once a thriving free port, today it is an island of volcanic beaches, tropical forests, and understated charm. Explore old forts, enjoy rustic local eateries, and savour the sense of discovery that accompanies every step ashore.
You will not miss the striking silhouette of the Quill volcano, part of Quill National Park, which features eight trails leading to the crater rim for breathtaking views.
Day 4 | St Eustatius to Saba: Diving into Untouched Beauty
Tiny, dramatic, and unspoilt, Saba is paradise for divers and nature lovers alike. Its protected marine park teems with turtles, parrotfish, and even the occasional whale shark. On land, rainforest trails, artisanal workshops, and welcoming villages highlight the island’s unique charm.
This is a place that encourages you to unplug and embrace the beauty of your surroundings. For a delicious start to the day, visit Bizzy B in Windwardside, beloved for its coffee, pastries, and sandwiches.
Day 5 | Saba to St Barths: Glamour on the French Caribbean’s Icon
Distance: 29 nm
Few destinations rival St Barths for glamour. With more than 20 pristine beaches, a lively harbour in Gustavia, and world-class shopping and dining, it remains one of the most sought-after yacht charter destinations. Spend your days sailing the reefs and your evenings soaking up the island’s unmistakable French flair.
You can explore St Barths and beyond from the highly anticipated King Benji charter yacht which will be in the Caribbean for the season, one of the many luxury charter yacths in the Caribbean
Day 6 | St Barths: Secluded Bays and Chic Indulgence
A second day in St Barths allows you to truly savour its energy. Browse chic boutiques, dine at waterfront restaurants, or slip away to secluded bays for high-octane water sports. This is the Caribbean at its most cosmopolitan, yet still framed by volcanic peaks and turquoise seas.
Yoga on deck of your charter yacht is a pleasure, but yoga in the Tropical Pavilion at Cheval Blanc St-Barth offers a remarkable way to slow down and immerse yourself in surroundings as refined as the brands within the LVMH portfolio who own the space.
Day 7 | St Barths to Marigot, St Martin: Sophistication Meets Caribbean Charm
Distance: 26 nm
Sail towards the French side of Saint Martin, where Marigot greets you with European charm and Caribbean colour. Vibrant markets, chic boutiques, and five-star dining set the scene. Climb to Fort Louis for one of the most impressive views over the bay, then wander back through streets alive with a blend of sophistication and charm.
For a whimsical lunch, head to Balaou, a floating solar-powered restaurant in Grand Case, where freshly prepared bokits are the speciality. Reservations are essential because queues in the middle of the sea are never ideal.
Stay in Saint Martin
Day 8 | Marigot: Reflections on a Journey Through the Leewards
Spend your final day lingering in Marigot’s cafés and boutiques or relaxing aboard your yacht, reflecting on your voyage. The Leeward Islands, with their rare combination of discovery, luxury, and culture, ensure this journey will remain unforgettable.
For a fitting finale, dine at Le Pressoir, consistently ranked among the Caribbean’s best restaurants. To take home a piece of your adventure, browse the colourful Marigot Market, where artisans showcase produce and crafts that capture the island’s spirit.
Charter a Yacht in the Caribbean
When you charter a yacht in the Caribbean with Bluemoon, our team will design an itinerary tailored to your preferences, whether you dream of hidden anchorages or the region’s most celebrated destinations. Our charter brokers use their expertise to ensure every stop enhances your journey. If you already have a vision for your time at sea, we will bring it to life with ease.
Bluemoon creates charter experiences that are as effortless as they are unforgettable.
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