Four Seasons Resort and Residences Anguilla Unveils an Extraordinary Thanksgiving and Festive Season Lineup
This holiday season, Four Seasons Resort and Residences Anguilla invites guests to celebrate amidst the beauty of the Caribbean with an unparalleled collection of culinary collaborations, wellness experiences, festive traditions and New Year's Eve festivities. From Thanksgiving through the start of 2027, the Forbes Five-Star resort will welcome acclaimed chefs, celebrated mixologists, Grammy-nominated DJs, renowned wellness practitioners, elite athletes and world-class entertainers, creating a vibrant calendar of experiences designed to inspire connection, discovery and celebration.
"At Four Seasons Resort and Residences Anguilla, the festive season is about creating unforgettable moments that bring people together," says Diego Stembert, General Manager. "This year's exceptional lineup of programming reflects the incredible warmth and energy of the island while introducing exciting new experiences across dining, entertainment and family activities. Whether guests are seeking relaxation, adventure, culinary discovery or meaningful time with loved ones, there is truly something for everyone."
A Season of Gratitude
The holiday season begins in November with a series of exclusive wellness and sports experiences available to resort guests and island residents alike.
Returning to Anguilla from November 16 to 22, 2026, former ATP Tour professional Nick Monroe is joined by former ATP World Tour standout Donald Young for a week of tennis and pickleball clinics, instructional sessions and on-court experiences designed for players of all skill levels.
Wellness takes center stage with a special residency from Miss Lymph, whose sought-after lymphatic drainage treatments have garnered an international following. From November 26 through December 1, guests will have the opportunity to experience customized therapies designed to promote recovery, rejuvenation and overall wellbeing ahead of the festive season.
The Thanksgiving weekend experience is complemented by Salt's annual Thanksgiving Dinner, where guests can gather with family and friends to enjoy holiday favorites alongside locally inspired specialties in the Resort's oceanfront setting.
A Celebration of Global Flavours
This festive season, Four Seasons Resort and Residences Anguilla welcomes an exceptional lineup of culinary talent, immersive dining experiences and destination-inspired celebrations.
- Uchi at Home: A Private Omakase Experience
Among the Resort's most exclusive offerings, Uchi at Home transforms our luxury villas, penthouses and townhomes into intimate dining destinations. A dedicated Uchi chef prepares and presents a bespoke multi-course omakase experience inspired by the freshest seasonal seafood and ingredients. Available to only two parties per evening, guests can enjoy one of the world's most celebrated Japanese dining concepts in the comfort and privacy of their residence. For those seeking a more casual way to experience Uchi, a specially curated takeaway menu will also be available via room service.
December 23, 2026 - January 1, 2027 - Seoul Meets Sunset with Esther Choi
Acclaimed chef, restaurateur and television personality Esther Choi brings her celebrated approach to contemporary Korean cuisine to Sunset Lounge. Guests can enjoy specially curated dishes that blend bold flavours, modern techniques and Korean culinary traditions against the backdrop of Anguilla's spectacular sunsets.
December 19, 2026 – December 23, 2026 - Festive Flavours with Chef Mika Leon
Returning chef and author Mika Leon introduces a series of exclusive Latin-inspired dishes at Salt, showcasing fresh seafood, vibrant flavours and culinary influences from across Latin America and the Caribbean.
December 27, 2026 – January 1, 2027 - ViceVersa Comes to Anguilla
Award-winning mixologist Valentino Longo takes over Sunset Lounge with an exclusive cocktail residency. Founder of Miami's acclaimed ViceVersa, recently recognized among North America's most celebrated bar experiences, Longo will present a curated menu of inventive cocktails inspired by his global career and modern aperitivo culture.
December 21, 2026 -January 1, 2027 - The festive culinary calendar also celebrates Anguilla's rich heritage through Fire & Flavor on December 27, an immersive market-style experience showcasing local chefs and artisans, as well as the resorts popular Fish Market Experience on Wednesdays and Saturdays, which invites guests to select the freshest local catch before having it expertly prepared by the culinary team in a customized sea-to-table dining experience on Meads Bay Beach.
Wellness and Renewal
Guests looking to maintain or elevate their wellness routines throughout the holiday season will find a range of restorative and energizing experiences across the resort. From oceanfront spa treatments and personalized training sessions to group fitness classes and self-guided reformer Pilates workouts on Frame equipment, the resort offers countless ways to recharge mind and body during the busiest time of year.
- Get TORCH'D with Isaac Boots
Returning to Four Seasons Resort Anguilla for the second year, internationally recognized fitness expert Isaac Boots, will lead a series of his signature low-impact, high-energy workouts. Named a breakout fitness star by The New York Times, Boots brings his transformative fitness method to the Caribbean, offering guests an inspiring way to move, strengthen and celebrate wellness throughout the holidays.
December 19, 2026 – January 2, 2027 - Nick Monroe Returns
Former ATP Tour professional Nick Monroe returns to Four Seasons Resort Anguilla to lead a series of exclusive 90-minute clinics for players of all skill levels, blending expert instruction, match strategy and engaging on-court drills.
December 21-December 26, 2026
An Unforgettable New Year's Eve
The festive season culminates with an unforgettable New Year's Eve celebration featuring exceptional dining, live entertainment and spectacular oceanfront festivities. Highlights include:
- A-Trak Live at Sunset Lounge
Grammy-nominated DJ, producer and global music icon A-Trak headlines the resort's New Year's Eve celebration with an electrifying performance overlooking the Caribbean Sea. - Live Performance by Spencer Ludwig
The celebrated trumpeter brings his energetic fusion of jazz, pop and contemporary sounds to Sunset Lounge ahead of the midnight countdown. - Salt Signature New Year's Eve Dinner
Guests can indulge in an elevated culinary experience featuring premium seafood, live cooking stations, festive desserts and champagne celebrations. - Countdown at Sunset Lounge
Craft cocktails, live entertainment, VIP experiences and front-row views of the resort's dazzling fireworks display create the ultimate setting to welcome 2027. - Timeless Traditions and Family Celebrations
Designed to bring loved ones together and create lasting holiday memories, Four Seasons Resort and Residences Anguilla offers a thoughtfully curated collection of family-friendly experiences and festive traditions throughout the season. Highlights include: - Craft Studio at Kids For All Seasons
Returning for the festive season, New York City's renowned Craft Studios will offer creative workshops, hands-on holiday projects and artistic activities designed to inspire imagination, connection and fun for younger guests.
December 23, 2026 – January 1, 2027 - Santa is Coming to Town
Celebrate Christmas Day with a special visit from Santa Claus, complete with holiday treats and festive family photo opportunities.
December 25, 2026 - Starlight Evenings
Guests of all ages are invited to gather beneath Anguilla's spectacular night sky for guided stargazing experiences featuring professional telescopes, celestial storytelling and sweet treats under the stars.
Every Thursday, Year Round - Boxing Day Family Pool Party
Families can continue the holiday celebrations poolside with live entertainment, festive refreshments, interactive activities and fun-filled experiences for guests of all ages.
December 26, 2026 - New Year's Eve Family Celebration
The Seven Seas Family Party at Aleta offers an evening of themed entertainment, live music, interactive activities and a spectacular fireworks display designed for families looking to ring in 2027 together.
December 31, 2026
Always Included
Beyond the festive calendar of special events, every stay at Four Seasons Resort and Residences Anguilla includes a collection of complimentary experiences designed to help guests connect with the destination and make the most of their time on the island. Highlights include:
- Complimentary Culinary Experiences including interactive cooking classes, chef demonstrations, wine and spirit tastings, and mixology experiences led by the resort's expert culinary and beverage teams.
- Complimentary Non-Motorized Water Sports such as kayaking, stand-up paddleboarding, sailing and windsurfing, offering countless opportunities to explore Anguilla's crystal-clear waters.
- Sports Pavilion Activities including tennis, basketball, volleyball and rock climbing, with private instruction available upon request.
- Fitness & Wellness Facilities featuring a 24-hour Fitness Centre, dedicated Reformer Pilates Studio, Strength Garden and a variety of group fitness classes.
- Kids For All Seasons, the resort's complimentary children's program featuring daily activities, outdoor adventures, games and creative experiences for guests between 5-12 years old.
For reservations or to learn more about the Festive program, visit the website or call 1(800) 201-9580.
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