Haute Retreats Names Anguilla a Signature Caribbean Destination for Winter 2026-27
News related to:Haute Retreats · 1 min read
MIAMI, Oct. 20, 2026 /CourierPR/ -- Haute Retreats has named Anguilla as one of its signature Caribbean destinations for the winter of 2026-27, alongside Turks and Caicos, St. Barts, Barbados, the Dominican Republic, and St. Martin. This designation comes as Anguilla experiences a record first half of 2026 with a 19.9% increase in stayover visitors, with 73.8% of them coming from the United States.
Anguilla, known for its pristine beaches and luxurious villas, has seen a significant boost in festive travel, ranking third worldwide and first in the Caribbean for travel between December 15 and January 7 according to Virtuoso's festive travel rankings. The island's West End, specifically Meads Bay and Barnes Bay, ranks eighth among individual destinations.
Haute Retreats operates 56 villas across six of Anguilla's beaches, including Nevaeh, a nine-bedroom estate on Long Bay beachfront, and Villa Le Bleu, a fully staffed villa on Little Harbour. The company advises booking Christmas, New Year, and Easter nine to 12 months ahead, with minimum stays typically running 10 to 14 nights. Most guests arrive through St. Maarten or a 25-minute private boat, with new nonstop flights from Boston, Newark, and Baltimore-Washington via BermudAir starting mid-December.
Anguilla's appeal lies in its quiet, family-friendly atmosphere, with no cruise port and beaches long enough to accommodate large groups. The island's festive ranking is a testament to its growing popularity as a luxury holiday destination. According to the Global Travel Collection's 2026 trends report, the Caribbean leads in luxury holiday bookings, with Anguilla among its top destinations.
The island's visitor numbers have surged, with 81,907 stayover visitors in the first half of 2026, up 19.9% from the same period in 2025. Haute Retreats' collection of villas offers a range of experiences, from beachfront family houses to multi-generational estates, all equipped with private chefs, butlers, and daily housekeeping. The company's 24/7 concierge service ensures guests have a seamless experience.