Leeward Islands Yacht Charters

Explore the beautiful Leeward Islands, a chain of lush, sun-drenched islands offering rich history, stunning beaches, and vibrant cultures. From Antigua to St. Barts, enjoy the magic of Caribbean yachting.

The Leeward Islands are a stunning collection of islands in the northeastern Caribbean, offering a mix of natural beauty and cultural charm. Antigua is famous for its 365 beaches and historic Nelson’s Dockyard, while St. Barts provides an exclusive, high-end retreat with luxury shopping and dining. Anguilla, with its pristine white-sand beaches, is a paradise for those seeking tranquility, while St. Kitts and Nevis boast lush landscapes and rich colonial history. The Leeward Islands offer diverse experiences, from relaxed beach days to exciting water sports and vibrant local culture, making them a perfect destination for yacht charters.

The Best Leeward Islands Yachting Destinations

The ABC Islands—Aruba, Bonaire, and Curaçao—lie in the southern Caribbean, offering a distinct blend of Dutch heritage and tropical beauty. Aruba is famous for its white-sand beaches, lively resorts, and excellent nightlife, making it a favorite for those seeking a vibrant island atmosphere. Bonaire is renowned for its world-class diving and snorkeling, with protected marine parks and pristine coral reefs. Curaçao offers a charming blend of colorful colonial architecture, beautiful beaches, and vibrant local culture. Together, the ABC Islands provide diverse experiences, from relaxing on Aruba’s beaches to exploring Bonaire’s underwater world and Curaçao’s rich history, making them an exciting destination for yacht charters.

Antigua is one of the Caribbean’s top yachting destinations, known for its 365 beaches—one for each day of the year—and its rich colonial history. Nelson’s Dockyard, a UNESCO World Heritage site, offers a glimpse into the island’s maritime past, while Falmouth Harbour is a hub for superyachts and sailing enthusiasts. Antigua’s clear waters and steady trade winds make it ideal for sailing, while its numerous bays and anchorages provide serene spots for relaxation. The annual Antigua Sailing Week is one of the Caribbean’s premier regattas, drawing sailors from around the world. Whether you’re looking for adventure or a quiet beach escape, Antigua offers a perfect balance.

St. Maarten is a unique Caribbean destination, split between its Dutch and French sides, each offering its own charm and experiences. The Dutch side, with its capital Philipsburg, is known for its duty-free shopping, lively nightlife, and bustling marinas such as Simpson Bay, a favorite for luxury yachts. The French side, St. Martin, offers a more laid-back atmosphere, with gourmet dining in Grand Case and beautiful beaches like Orient Bay. The island’s mix of cultures, combined with its excellent marinas, world-class restaurants, and vibrant beach life, makes St. Maarten a diverse and exciting destination for yacht charters.

Sample Leeward Islands Charter Itineraries

Yacht Charter Itinerary Antigua – 7 Days

Clusters of glistening emerald-hilled isles and islets lined with silky white beaches define the Caribbean’s Leeward Islands. This necklace of enchanting jewels also presents the ultimate in diverse Caribbean atmosphere and culture.

Yacht Charter Itinerary Antigua – 8 days

Enjoy an 8-day yacht charter itinerary around Antigua, discovering the island’s stunning beaches, lively ports, and vibrant marine life. Experience the perfect mix of relaxation, exploration, and adventure on this beautiful Caribbean island.

Yacht Charter Itinerary Leeward Islands

Discover the charm of the Leeward Islands with a yacht charter itinerary that takes you through beautiful beaches, lush landscapes, and vibrant cultures. Enjoy an unforgettable voyage through some of the Caribbean’s most picturesque and welcoming destinations.

St. Maarten to St. Lucia

Embark on a captivating journey from St. Maarten to St. Lucia, exploring vibrant islands, stunning beaches, and diverse marine environments. This itinerary offers a seamless blend of adventure and relaxation across the beautiful Caribbean Sea.

The Best Yachts Available to Charter in Leeward Islands

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.

TOP FIVE II

View yacht TOP FIVE II, available for charter

TOP FIVE II, yacht for charter
Cabins: 7
Guests: 12
Length: 200ft / 61m
Price: $550,000
MISS STEPHANIE

View yacht MISS STEPHANIE, available for charter

MISS STEPHANIE, yacht for charter
Cabins: 6
Guests: 12
Length: 138ft / 42.1m
Price: $135,000
CUPCAKE

View yacht CUPCAKE, available for charter

CUPCAKE, yacht for charter
Cabins: 5
Guests: 12
Length: 132ft / 40.3m
Price: $132,000
GRAND ILLUSION

View yacht GRAND ILLUSION, available for charter

GRAND ILLUSION, yacht for charter
Cabins: 5
Guests: 10
Length: 144ft / 43.9m
Price: $100,000
BEYOND BEYOND

View yacht BEYOND BEYOND, available for charter

BEYOND BEYOND, yacht for charter
Cabins: 4
Guests: 6
Length: 94ft / 28.5m
Price: $95,000
NAMASTAY

View yacht NAMASTAY, available for charter

NAMASTAY, yacht for charter
Cabins: 5
Guests: 10
Length: 116ft / 35.4m
Price: $75,000
HOOKED HER

View yacht HOOKED HER, available for charter

HOOKED HER, yacht for charter
Cabins: 3
Guests: 6
Length: 78ft / 23.8m
Price: $45,000
WINDWARD

View yacht WINDWARD, available for charter

WINDWARD, yacht for charter
Cabins: 3
Guests: 6
Length: 90ft / 27.4m
Price: $39,000

Motor Yachts Available to Charter in Leeward Islands

MADSUMMER

View yacht MADSUMMER, available for charter

MADSUMMER, yacht for charter
Cabins: 10
Guests: 12
Length: 312ft / 95m
Price: $1,600,000
CHRISTINA O

View yacht CHRISTINA O, available for charter

CHRISTINA O, yacht for charter
Cabins: 17
Guests: 34
Length: 325ft / 99.1m
Price: $730,000
TRIUMPH

View yacht TRIUMPH, available for charter

TRIUMPH, yacht for charter
Cabins: 6
Guests: 12
Length: 215ft / 65.4m
Price: $650,000
BELLA VITA

View yacht BELLA VITA, available for charter

BELLA VITA, yacht for charter
Cabins: 6
Guests: 12
Length: 248ft / 75.6m
Price: $650,000
QUANTUM OF SOLACE

View yacht QUANTUM OF SOLACE, available for charter

QUANTUM OF SOLACE, yacht for charter
Cabins: 7
Guests: 12
Length: 238ft / 72.6m
Price: $574,000
BELLA VITA

View yacht BELLA VITA, available for charter

BELLA VITA, yacht for charter
Cabins: 5
Guests: 12
Length: 197ft / 60m
Price: $550,000
TOP FIVE II

View yacht TOP FIVE II, available for charter

TOP FIVE II, yacht for charter
Cabins: 7
Guests: 12
Length: 200ft / 61m
Price: $550,000
LOON

View yacht LOON, available for charter

LOON, yacht for charter
Cabins: 7
Guests: 14
Length: 221ft / 67.5m
Price: $550,000
LAUREL

View yacht LAUREL, available for charter

LAUREL, yacht for charter
Cabins: 6
Guests: 12
Length: 240ft / 73.2m
Price: $525,000
CHAKRA

View yacht CHAKRA, available for charter

CHAKRA, yacht for charter
Cabins: 21
Guests: 12
Length: 282ft / 86m
Price: $516,000
OKTO

View yacht OKTO, available for charter

OKTO, yacht for charter
Cabins: 6
Guests: 11
Length: 218ft / 66.4m
Price: $480,000
MOCA

View yacht MOCA, available for charter

MOCA, yacht for charter
Cabins: 7
Guests: 12
Length: 208ft / 63.5m
Price: $475,000

Sailing Yachts Available to Charter in Leeward Islands

GOLDEN HORIZON

View yacht GOLDEN HORIZON, available for charter

GOLDEN HORIZON, yacht for charter
Cabins: 140
Guests: 274
Length: 531ft / 162m
Price: $949,000
LE PONANT

View yacht LE PONANT, available for charter

LE PONANT, yacht for charter
Cabins: 16
Guests: 32
Length: 277ft / 84.3m
Price: $475,000
PRANA

View yacht PRANA, available for charter

PRANA, yacht for charter
Cabins: 5
Guests: 12
Length: 170ft / 51.7m
Price: $225,000
MES AMIS

View yacht MES AMIS, available for charter

MES AMIS, yacht for charter
Cabins: 4
Guests: 10
Length: 145ft / 44.3m
Price: $115,000
PERSEVERANCE I

View yacht PERSEVERANCE I, available for charter

PERSEVERANCE I, yacht for charter
Cabins: 4
Guests: 8
Length: 129ft / 39.3m
Price: $99,100
LADY M

View yacht LADY M, available for charter

LADY M, yacht for charter
Cabins: 4
Guests: 10
Length: 128ft / 38.9m
Price: $98,000
ENDLESS HORIZON

View yacht ENDLESS HORIZON, available for charter

ENDLESS HORIZON, yacht for charter
Cabins: 4
Guests: 8
Length: 80ft / 24.4m
Price: $96,000
OHANA

View yacht OHANA, available for charter

OHANA, yacht for charter
Cabins: 5
Guests: 10
Length: 80ft / 24.4m
Price: $94,000
THE IDLER

View yacht THE IDLER, available for charter

THE IDLER, yacht for charter
Cabins: 4
Guests: 8
Length: 80ft / 24.4m
Price: $93,900
SOL

View yacht SOL, available for charter

SOL, yacht for charter
Cabins: 4
Guests: 8
Length: 80ft / 24.4m
Price: $92,500
ABIDE

View yacht ABIDE, available for charter

ABIDE, yacht for charter
Cabins: 4
Guests: 8
Length: 138ft / 42.1m
Price: $90,000

Contact us

Looking for a custom list of yachts available in a specific destination for your preferred dates? Contact us for a tailored presentation today! 

Other Caribbean Areas

Cuba Yacht Charter

Cuba

Worth's Luxury Yacht Charter Cuba vacation takes in a wonderful selection of what this incredible island has to offer. Cuba is a huge island, around 800 miles long by 80 miles wide with a vast array of wonders to explore. Beautiful Spanish colonial architecture, glittering white-sand beaches, hand-rolled cigars, vintage cars, Cuban jazz, clicking dominoes and crackling transistor radios.

Turks and Caicos yacht charter

Turks and Caicos

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US Virgin Islands Worth Avenue Yachts Charter Destination Aerial Shot

US Virgin Islands

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British Virgin Islands

A British Virgin Islands Yacht Charter Vacation is ideal for anyone on charter for the first time. Let Worth create you an amazingly unforgettable vacation.

Windward islands Yacht Charter Destination Photo from Bow overlooking water

Windward Islands

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