Winter Escape at Four Seasons Anguilla Resort & Residences

The Four Seasons Resort and Residences Anguilla will reopen its celebrated doors on Oct. 22 to begin its fifth and most ambitious season. The resort is introducing expanded programming across culinary, fitness and music offerings to enhance the guest experience.

Settled between the pristine Barnes Bay and Meads Bay beaches, Four Seasons Resort Anguilla is an ideal winter escape, combining warm sunshine with refreshing sea breezes. The property showcases panoramic ocean views and contemporary, thoughtfully designed accommodations that range from family-friendly guestrooms to intimate suites with private plunge pools and spacious villas.

Four Seasons Anguilla

Courtesy of Four Seasons Anguilla

With the holidays approaching, the resort has seen increased bookings across all guestroom and residence categories. Of the 20 private villas in the Four Seasons Anguilla Residences collection, four remain available for purchase, offering the chance to secure a long-term retreat on the island.

This winter’s calendar begins with a week-long culinary residency at the resort’s signature restaurant SALT. From Nov. 12–18, acclaimed Anguillian chef Kerth Gumbs will present a special menu and dining experiences that showcase his island-inspired approach and refined techniques.

Four Seasons Anguilla

Courtesy of Four Seasons Anguilla

For guests seeking focused fitness and wellness programming, the resort will host two-time Golden Gloves boxing champion and celebrity trainer Ngo Okafor from Dec. 23–Jan. 3. He will offer transformational training sessions in both group and private formats tailored to different ability levels and goals.

To conclude the season and welcome the new year, the resort will present a special New Year’s Eve DJ set by Ahmir “Questlove” Thompson, the five-time Grammy Award–winning musician and member of The Roots, known for his performances with The Tonight Show Starring Jimmy Fallon house band.

With a mix of curated culinary events, elevated fitness programming and distinctive entertainment, Four Seasons Resort Anguilla aims to deliver a memorable winter season for returning guests and newcomers alike.