Haute Retreats selects Anguilla as primary Caribbean destination for 2026–27 winter season
Travel company Haute Retreats has designated Anguilla as a core destination for the 2026–2027 winter season, citing increased accessibility and strong visitor numbers.

Haute Retreats has expanded its presence on Anguilla, now managing 56 villas across six of the island's beaches. The move aligns the firm with current travel trends, as the Caribbean destination experiences record visitor numbers throughout the first half of the year.
The strategic focus on Anguilla follows its recognition by Virtuoso as a premier destination for festive travel. This uptick in interest is supported by improvements in infrastructure, specifically the introduction of new nonstop flight routes from the U.S. Northeast, which are expected to bolster accessibility for the upcoming winter season.
By centering its winter strategy on the island, the company aims to accommodate the growing demand from travelers seeking luxury villa accommodations. The move reflects broader efforts by regional operators to capitalize on Anguilla’s recent gains in tourism market share.