The Most Luxurious Sailing Yachts Still Available to Charter This Winter
As northern skies fade to pewter and the chill of winter settles, the tropics issue their siren call. The Lesser Antilles (a constellation of volcanic peaks and pristine shores scattered across the Caribbean's sapphire expanse)present an unrivaled sanctuary for those seeking the ultimate sailing experience. Here, we present a curated selection of the world's most distinguished charter sailing yachts, each offering passage to paradise during the season ahead.
Black Pearl
106.7m | Oceanco, 2018 | 12 guests, 27 crew
A leviathan among sailing vessels, Black Pearl redefined the industry's possibilities upon her 2018 debut, her revolutionary Dynarig capturing imaginations worldwide. Last year's unveiling of her interiors revealed an unexpected homage to Louis XVI opulence, with silk-draped saloons and gold accents creating an atmosphere of palatial grandeur. Her unconventional arrangement prioritizes an expansive private study and magnificent main saloon over the owner's quarters, which occupy a more discreet position on the lower deck.
The yacht's beach club transforms from daytime haven to nocturnal lounge, while a comprehensive wellness sanctuary encompasses a Hammam, sauna, massage rooms, and gymnasium. The pièce de résistance: the largest exterior cinema screen ever conceived for a vessel of any kind.
Available through IYC from €830,000 per week
Maltese Falcon
88m | Perini Navi, 2006 | 12 guests, 18 crew
Few vessels have left such an indelible mark on yachting history. Maltese Falcon's arrival in 2006 heralded a new era, her radical unstayed masts—crafted from weapons-grade carbon fiber—requiring six years of meticulous construction. The computerized sail system that controls her towering spars remains a marvel of marine engineering.
Her recent transformation at Lusben, the refit division of Azimut-Benetti, has injected fresh vitality into this icon. Structural enhancements include a new ten-square-meter pool adorning the flybridge, while comprehensive interior refinements present the 88-meter masterpiece in pristine condition for the coming season.
Available through Burgess from €490,000 per week
Athos
63.2m | Holland Jachtbouw, 2010 | 12 guests, 10 crew
The consummate family sailing yacht, Athos achieves that elusive equilibrium between performance prowess and refined living. As one of the charter fleet's largest two-masted schooners, she delivers genuine racing credentials alongside expansive social spaces—from shaded aft dining areas to the private sanctuary adjoining the master suite.
Recent extensive works included a 1.25-meter stern extension and complete interior reimagining under Hoek Design's discerning eye. The result is a warmer, more sophisticated ambiance that elevates her charter proposition to new heights.
Available through Fraser from $220,000 per week
Spirit of the C's
64m | Perini Navi, 2003 | 10 guests, 11 crew
Italian craftsmanship meets French refinement in this Perini Navi masterwork. Nuvolari Lenard's swift lines, complemented by Ron Holland's naval architecture, house interiors of Parisian sophistication courtesy of Dernier Etage and Rémi Tessier. Her 2016 refit enhanced entertainment spaces, including an extended sundeck and redesigned guest cockpit, while her upper deck bar remains—according to the owner—essential for evening cocktails.
Following a comprehensive 20-year survey with major technical upgrades and new flooring throughout guest accommodations, Spirit of the C's enters the season in exceptional form.
Available through Camper & Nicholsons, price upon application
Perseus
49.8m | Perini Navi, 2001 | 10 guests, 9 crew
This high-performance thoroughbred transitions seamlessly from Caribbean cruising to regatta competition. Christian Liaigre's reassuringly traditional interior centers on a generous saloon appointed with cherry wood cabinetry and sumptuous seating. The full-beam owner's suite offers remarkable flexibility, converting into two cabins when required, and features a private office and full bathing facilities.
Her substantial sundeck hosts sunken seating areas, while an impressive toy collection—including inflatable water furniture and a climbing wall—ensures active days on the water.
Available through Edmiston, price upon application
Rosehearty
56m | Perini Navi, 2006 | 12 guests, 10 crew
A true global explorer, Rosehearty's resume spans the Northwest Passage, Antarctic waters, South American coastlines, Greenland fjords, and the South Pacific. Her striking white hull and tinted wraparound windows cut a sharp silhouette, while Christian Liaigre's high-contrast interiors accommodate twelve guests across seven cabins—a unique configuration among Perini Navi sailing yachts.
The versatile cockpit transforms from al fresco dining venue to open-air cinema, though the foredeck loungers and flybridge—complete with raised Jacuzzi—prove equally compelling for sun worshippers. An 11-meter Hinckley Picnic Boat and well-equipped gym complete the picture.
Available through Edmiston from $225,000 per week
Burrasca
55.7m | Perini Navi, 2003 | 10 guests, 9 crew
One of only two Perini vessels carrying 1,560 square meters of sail, Burrasca represents a pivotal moment in the yard's design evolution, with Ron Holland's optimization delivering exceptional performance. She distinguishes herself as the sole Perini Navi 58M featuring comprehensive wellness facilities: gymnasium, sauna, and steam room, complemented by a spa pool and renowned onboard culinary program.
The owner's domain encompasses a private study, dual dressing rooms, and direct gym access, while a flexible main deck office converts into a sixth guest cabin when required.
Available through Fraser from €215,000 per week
