Four Seasons Anguilla is shaping its 2026 festive season around chef residencies, wellness experts, tennis, live entertainment and family experiences.
Four Seasons Resort and Residences Anguilla is treating the 2026 festive period as a full-season programme rather than a handful of holiday dinners. From Thanksgiving through New Year, the Caribbean resort will combine visiting chefs, wellness practitioners, tennis professionals, music and family activities across a broad schedule.
The season begins before Christmas
The programme starts in November with tennis and pickleball clinics led by former ATP professionals Nick Monroe and Donald Young, followed by a residency from wellness practitioner Miss Lymph. That early schedule gives guests reasons to visit before the traditional Christmas rush and spreads the resort’s holiday programming across several weeks.
Thanksgiving is anchored by a dinner at Salt, but the wider emphasis is on participation rather than a single formal meal. Sport, recovery and time outdoors are positioned alongside food, reflecting the way many luxury resorts now build festive travel around a complete daily rhythm.
Private dining becomes part of the stay
One of the most distinctive elements is Uchi at Home, where a dedicated chef will prepare a private multi-course omakase inside selected villas, penthouses and townhomes. Only two parties per evening will be offered the experience, giving the residency a deliberately limited and residential character.
Other visiting names include Esther Choi with contemporary Korean dishes, Mika Leon with Latin and Caribbean influences, and mixologist Valentino Longo from Miami’s ViceVersa. Together they turn the resort into a temporary collection of guest kitchens and bars rather than relying entirely on its permanent restaurant concepts.
Wellness and entertainment run in parallel
Fitness expert Isaac Boots returns with his TORCH’D programme, while Monroe also leads additional tennis clinics in the days before Christmas. The resort combines those structured sessions with its existing spa, fitness centre, reformer Pilates studio and outdoor activity facilities.
New Year’s Eve shifts the mood toward performance, with A-Trak scheduled to headline at Sunset Lounge and trumpeter Spencer Ludwig appearing before the midnight countdown. That blend of movement, music and dining allows guests to choose between high-energy celebration and quieter wellness experiences within the same stay.
Families remain central to the programme
Children and multigenerational groups are not treated as an afterthought. Craft workshops, Santa visits, stargazing, a Boxing Day pool party and a dedicated family New Year’s Eve celebration create a parallel calendar designed for guests travelling with younger family members.
The result is a model of festive resort travel built around choice. Guests can move between omakase, beaches, tennis, workouts, music and family activities without leaving the property, while Anguilla’s scale and coastal setting keep the programme connected to the island rather than turning it into an enclosed resort-only experience.
Official sources: press.fourseasons.com.