Four Seasons Resort & Residences Anguilla Unveils Its Ultra-Luxe Holiday Programming

The Four Seasons Resort and Residences Anguilla is one of the hautest destinations for holiday travel. This festive season, Four Seasons Resort and Residences Anguilla transforms into the Caribbean’s premier holiday destination, offering an unparalleled blend of world-class dining, vibrant entertainment, rejuvenating wellness, and family-friendly activities. From December 19, 2025, to January 2, 2026, the Resort promises an unforgettable escape that balances Anguilla’s barefoot charm with Four Seasons’ signature sophistication. “Our curated line-up ensures that whether you are here for relaxation, adventure, or celebration, every day will be unforgettable,” says Diego Stembert, General Manager.

Photo Credit: Christian Horan

The festive season kicks off with Jet Tila at Sunset Lounge from December 19 to 22, 2025. The acclaimed chef and TV personality teams up with Executive Chef Manu Calderon to deliver Asian-inspired dishes with a global twist, served against the backdrop of stunning ocean views. Expect bold flavors and inventive plates in an intimate pop-up setting.

From December 25, 2025, to January 1, 2026, Pony Line Bar from Buenos Aires takes over Bamboo Bar & Grill, infusing the beachfront with Argentine energy. Guests can savor imaginative cocktails and indulgent burgers, known for their bold flavors, in a vibrant atmosphere that captures the spirit of South America.

Closing out the season, Michael Bagale, formerly of three-Michelin-starred Alinea, headlines at Sunset Lounge from December 29, 2025, to January 2, 2026. His bespoke menu, inspired by Anguilla’s tropical locale, pairs innovative dishes with creative cocktails for a dining experience designed to surprise and delight.

Photo Credit: Christian Horan

For those seeking rejuvenation, Isaac Boots brings his high-energy TORCHD workout to the Resort’s open-air gym from December 20, 2025, to January 1, 2026. Complimentary daily classes in the Caribbean breeze offer an invigorating fitness experience, with private sessions available for a tailored approach.

From December 26, 2025, to January 1, 2026, Stefanie DiLibero of Gotham Wellness offers her signature acupuncture facials. Blending Eastern techniques with modern skincare, these 60- and 90-minute treatments promote radiance and relaxation, earning her recognition as one of New York’s top acupuncturists by New York Magazine.

The Resort’s vibrant music scene comes alive with BELLOSOUND on December 26 and 27, 2025, at Sunset Lounge. Led by DJ Daniel Buckman, the performances fuse coastal vibes with high-energy beats, creating the perfect holiday soundtrack. On New Year’s Eve, DJ Ruckus, one of the world’s most sought-after DJs, spins from 11:00 pm to 2:00 am on December 31, 2025, delivering an electrifying countdown against the Caribbean Sea.

Photo Credit: Courtesy

Families are in for a treat with the return of The Craft Studio pop-up at the Kids For All Seasons program, running from December 23, 2025, to January 1, 2026. This hands-on creative space, inspired by the beloved New York City studio, offers festive art and craft activities for toddlers to teens, sparking imagination and holiday cheer.

With its star-studded line-up and vibrant offerings, Four Seasons Resort and Residences Anguilla redefines festive luxury, inviting guests to create unforgettable memories in paradise.

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