Caribbean yacht charter season loading: Superyacht rentals make their way across the Atlantic

Migrating for the 2025/2026 Caribbean yacht charter season, many superyachts will be spotted heading towards Antigua or the Virgin Islands, with yacht rentals generally making the crossing between late September and early November.

Laden with seemingly endless hours of sunshine, palm-fringed beaches, and ample space for immersive watersports yacht charters, the Caribbean continues to be the ultimate winter sun destination.

YachtCharterFleet takes a closer look at some of the yacht rentals already embarking on their voyage to paradise.

A dazzling showcase of Dutch craftsmanship, LADY S is a 305.1ft (93m) Feadship yacht for charter who was delivered in 2019. She boasts exterior styling by Michael Leach and interiors by Reymond Langton, with key features that rival a private resort. Standout amenities onboard include a certified IMAX cinema, a sports court that doubles as a helipad, and a chic beach club with sea-level terraces.

The expansive deck spaces of charter yacht LADY S offer a sun deck Jacuzzi, a swimming pool, and glamorous dining areas, while 12 charter guests are accommodated in seven opulent cabins. Designed for those seeking the extraordinary, LADY S is perfectly suited to glamorous Caribbean or Mediterranean yacht charters in some of the most exclusive anchorages.

Launched in 2019, EXCELLENCE is a 262.6ft (79.95m) Abeking & Rasmussen superyacht charter defined by her futuristic exterior profile and award-winning design. With a striking glass structure wrapping around her upper decks, she offers uninterrupted panoramic views from her lavish interiors. She was crowned Best Motor Yacht 500GT and Above at the 2020 World Superyacht Awards, underscoring her pedigree.

Those onboard charter yacht EXCELLENCE enjoy premium amenities such as a pool, Jacuzzi, wellness centre, and a fully equipped gym, along with a beach club that provides direct access to the water. With accommodation for 12 charter guests across seven cabins, EXCELLENCE is tailor-made for cruising iconic regions such as the French Riviera or charter routes in the Bahamas in ultimate style.

American-built LAUREL is a 240.2ft (73.2m) Delta Marine yacht rental that offers a blend of robust craftsmanship and family-friendly design. Extensively refitted in 2015, she accommodates up to 12 guests in seven cabins, making her a versatile choice for both private ownership and charter. Her interiors are light and welcoming, with expansive lounges and a master suite that includes a private office.

On deck, charter yacht LAUREL impresses with a sun deck Jacuzzi, multiple alfresco dining areas, and generous relaxation zones that make her ideal for extended cruising. Suited for yacht charters in New England in the summer to the Caribbean in winter, she remains one of the most adaptable yachts in her size range.

Originally launched in 1971 and completely transformed by a major rebuild in 2022, 224.9ft (68.5m) yacht rental ARGUS is an expedition yacht charter designed for adventurous spirits. With her rugged exterior and contemporary interiors, she offers the best of both worlds, proven oceangoing capability and modern superyacht luxury.

Onboard amenities feature a helipad, expansive sun decks, a gym, and a dedicated wellness space, while 12 charter guests are accommodated in beautifully styled cabins. Built for long-range voyages, ARGUS is an ideal platform for discovering destinations beyond the beaten track, from the fjords of Norway to the remote islands of French Polynesia yacht charters.

Delivered in 2023, 196.1ft (59.99m) superyacht rental ENTOURAGE is an Amels 60 charter yacht that combines elegant exterior lines by Espen Øino with contemporary interiors by Burdifilek. Accommodation is offered for 12 charter guests across six cabins, including a full-beam owner’s suite with a private terrace.

Amenities onboard this Amels charter yacht are designed for optimal indulgence and wellness, with a sun deck Jacuzzi, gym, spa, and a spacious beach club that opens onto the sea. Offering the latest in modern comfort and technology, ENTOURAGE is perfectly suited for exploring the azure waters of the Mediterranean in summer or luxury yacht charters in St Barts for winter sun.

With an abundance of beautiful islands and points of interest to explore, every visit to the Caribbean is different; from exploring Dean's Blue Hole in the Bahamas to the invigorating firework displays at the St Barts New Year's Eve festivities. 

To find out more about securing your next charter vacation among some of the world's most beautiful islands, contact your preferred yacht charter broker for the latest availability and information surrounding yacht charter costs.

Alternatively, start searching for your ideal yacht by viewing over 4,000 yacht rentals on YachtCharterFleet, the largest collection of luxury yacht charters.