Yacht Charter Itinerary Leeward Islands


Leeward Islands

An emblematic tour of the Caribbean offering an island experience to suit every passion

Known as one of the most popular cruising destinations in the world, a Leeward Islands yacht charter provides the elite traveler with a captivating blend of pure extravagance and true relaxation. As the northernmost chain of islands in the West Indies, the Leewards are situated downwind of the area’s prevailing trade winds, offering generally calm sailing waters along with a breezy respite from the sun’s warmth.

The Leeward Islands are composed of Anguilla, St. MartinSt. BarthsAntigua, St. Kitts and Nevis, Montserrat, and Guadeloupe, and despite their close proximity, each port is distinctly different. Without question, one of the prime hotspots is the legendary island of St. Barths, a favorite among upscale clientele and Hollywood A-listers, promising everything from serenity and luxury to nightlife and boutique shopping.

Unparalleled in variety, this lavish itinerary transports you like no other, where one day you’ll overlook Nelson’s Dockyard from atop Shirley Heights in Antigua, and the next you’ll find yourself immersed in charming local culture of St. Kitts and Nevis. Throughout your travels, you’ll experience everything from palm-fringed beaches, stunning volcanic formations, and pristine dive reserves to exquisite dining, high-end shopping, and leisurely sojourns.

This excursion is the preeminent way to sample the best of what a Caribbean yacht charter has to offer. Island life in its absolute purest form.

St. Maarten/St. Martin

Your charter begins on the French/Dutch island of St. Maarten/St. Martin, where superyacht marinas abound and adventure awaits. For the full experience of both cultures, visit one of the most exceptional beaches in the Caribbean, Orient Bay, located in the French half of the island. Then head over to Sunset Bar and Grill in the Dutch southwest, and sip rum punch as you watch incoming flights approach the runway as they land. Wind down with a chef-prepared meal aboard your yacht.

Saint Marten beach on yacht charter itinerary Leeward Islands

Anguilla

Enjoy the scenery as you take a relaxed jaunt to Anguilla and drop anchor in Sandy Ground, a crescent bay with a sheltered beach lined with lively bars and restaurants.  Visit Scilly Cay, a restaurant known for its divine barbecued lobster. Dine at your leisure and sip cocktails, all while surrounded by white sandy beaches and palm trees in this tiny, idyllic cay in Island Harbor.

Beach in Anguilla on a yacht charter itinerary Leeward Islands

Anguilla to St. Barths

A favored spot of socialites, moguls, and Hollywood royals, there is no island in the Caribbean that can match the exclusivity and lavishness of St. Barths. In Gustavia, the island’s capital and main port, high-end shopping, world-class dining, and quaint cafes line the superyacht-filled harbor. But with dozens of stunning, shimmery beaches, make sure you save time to experience the island’s natural beauty. Enjoy fine dining at Eden Rock or Bonito for a delightful culinary experience.

View of St Barths on a yacht charter itinerary Leeward Islands

St. Barths to Antigua

As you head for Antigua, sit back and prepare to experience the bluest of blues and the greenest of greens as you cruise the magnificent Caribbean. Upon your arrival, plan to spend some time sightseeing at Nelson’s Dockyard or exploring Fort Berkley for striking picturesque views. Top it all off with drink on deck and dream of the adventures to come.

Antigua coast on a yacht charter itinerary Leeward Islands

Antigua

The adventure begins when you take the tender out to Antigua. With 365 beaches to choose from, the south coast is a mecca for sun worshipers and beach enthusiasts, offering the ultimate beach-hopping experience. To indulge a more laid-back desire, choose one of the many secluded anchorages. For the most stunning sunsets, have a car take you up to Shirley Heights – the view is simply unmatched.

Mountains in Antigua on a yacht charter itinerary Leeward Islands

Antigua to St. Kitts and Nevis

Cruise to the verdant islands of St. Kitts and Nevis, where old-world style is everywhere you look. This Caribbean spot is known for its breezy, tranquil surroundings, and despite the lack of a shopping center, there is plenty to do. From volcano hikes and scuba diving, to sipping cocktails in the new Christophe Harbour, your visit will be filled with a style and spirit that’s vintage Caribbean.

Mountains in St Kitts on yacht charter itinerary Leeward Islands

St. Kitts to St. Martin

As you cruise back to St. Martin, commit to memory the glistening water as it passes beneath your yacht. Before catching your flight home, take in some duty-free shopping or simply spend your last moments immersed in island life, for the perfect ending to your Caribbean holiday.

Waterfall on Leewards Islands yacht charter itinerary


LEEWARD ISLANDS OVERVIEW

TIME ZONE: UTC/GMT -4 time zone, which corresponds with Eastern Standard Time

CURRENCY: East Caribbean Dollar (EC) : Anguilla, St. Kitts, Nevis, Anigua

USD ($) : St. Maarten/Martin, St. Eustatius

Euro (€) : Colombier, St. Barths, Gustavia, Guadeloupe Netherlands Antillen Guilder (NAF) : St. Maarten/Martin

CLIMATE: The Leeward Islands enjoy a tropical climate, tempered by the northeasterly trade winds. There is little seasonal variation, although the second half of the year, the wet season, is rainier and slightly warmer. The best time to travel on a Caribbean cruise is the first half of the year. Temperatures usually range between 81°F and 95°F (27°C and 35°C).

yachts for charter

BOLD
BOLD
Cabins: 8
Guests: 12
Length: 279ft 10in / 85.3m
Price: $993,956
AQUILA
AQUILA
Cabins: 6
Guests: 12
Length: 280ft 10in / 85.6m
Price: $945,000
WHEELS
WHEELS
Cabins: 6
Guests: 12
Length: 247ft 8in / 75.5m
Price: $900,000
LUNASEA
LUNASEA
Cabins: 6
Guests: 12
Length: 239ft 6in / 73m
Price: $800,000
AMARYLLIS
AMARYLLIS
Cabins: 6
Guests: 12
Length: 257ft 3in / 78.4m
Price: $770,000
LADY JORGIA
LADY JORGIA
Cabins: 6
Guests: 12
Length: 242ft 9in / 74m
Price: $765,072
CHRISTINA O
CHRISTINA O
Cabins: 17
Guests: 34
Length: 325ft 2in / 99.1m
Price: $714,067
SOARING
SOARING
Cabins: 6
Guests: 12
Length: 223ft 9in / 68.2m
Price: $714,067
TRIUMPH
TRIUMPH
Cabins: 6
Guests: 12
Length: 214ft 7in / 65.4m
Price: $663,062
BELLA VITA
BELLA VITA
Cabins: 6
Guests: 12
Length: 248ft 0in / 75.6m
Price: $650,000
PLANET NINE
PLANET NINE
Cabins: 6
Guests: 12
Length: 240ft 2in / 73.2m
Price: $650,000
RIO
RIO
Cabins: 6
Guests: 12
Length: 203ft 5in / 62m
Price: $600,000
TITANIA
TITANIA
Cabins: 6
Guests: 12
Length: 239ft 6in / 73m
Price: $585,000
QUANTUM OF SOLACE
QUANTUM OF SOLACE
Cabins: 6
Guests: 12
Length: 238ft 2in / 72.6m
Price: $560,000
INVICTUS
INVICTUS
Cabins: 6
Guests: 12
Length: 216ft 6in / 66m
Price: $550,000
LAUREL
LAUREL
Cabins: 6
Guests: 12
Length: 240ft 2in / 73.2m
Price: $525,000
SYCARA V
SYCARA V
Cabins: 6
Guests: 12
Length: 223ft 9in / 68.2m
Price: $525,000
CHAKRA
CHAKRA
Cabins: 21
Guests: 12
Length: 282ft 2in / 86m
Price: $504,947
TOP FIVE II
TOP FIVE II
Cabins: 6
Guests: 12
Length: 200ft 2in / 61m
Price: $500,000
FREEDOM
FREEDOM
Cabins: 6
Guests: 12
Length: 230ft 0in / 70.1m
Price: $500,000
SHERAKHAN
SHERAKHAN
Cabins: 13
Guests: 26
Length: 228ft 8in / 69.7m
Price: $494,747
PARTY GIRL
PARTY GIRL
Cabins: 6
Guests: 12
Length: 205ft 1in / 62.5m
Price: $490,000
YERSIN
YERSIN
Cabins: 8
Guests: 18
Length: 251ft 4in / 76.6m
Price: $489,646
MOCA
MOCA
Cabins: 7
Guests: 12
Length: 208ft 4in / 63.5m
Price: $475,000