Travelers heading to Anguilla this winter will have more flight choices as BermudAir’s AnguillAir brand expands its Caribbean network with a new Canadian gateway and additional services from several key U.S. markets.
The airline’s enhanced winter schedule introduces Toronto Pearson International Airport as a new source market while increasing frequencies from Boston, Newark, Baltimore-Washington, and Tampa/St. Petersburg.
The expansion is designed to improve access to Anguilla, a British Overseas Territory in the Caribbean, known for its 33 white-sand beaches, upscale culinary scene, and luxury boutique resorts.
The biggest addition is a weekly Saturday service from Toronto beginning December 19, 2026. The flight will operate via Providenciales in the Turks and Caicos Islands through May 1, 2027. Southbound departures leave Toronto at 10:30 a.m. and arrive in Anguilla at 6:05 p.m., while return flights land back in Toronto at 3 p.m.
BermudAir is also increasing service from the United States starting in mid-December.
Boston will receive twice-weekly nonstop flights on Mondays and Fridays. Newark will also see twice-weekly nonstop service on Mondays and Fridays, along with a Saturday direct flight via Providenciales. Baltimore-Washington gains a weekly Monday nonstop service plus an additional Thursday direct flight. Tampa/St. Petersburg joins the network with twice-weekly Thursday and Saturday flights operating via Providenciales.
All services will be operated with Embraer E190 aircraft featuring a two-class cabin configuration and no middle seats.
The additional airlift comes as Anguilla continues to enjoy strong recognition among luxury travelers. The island has been named the Caribbean’s top island by Travel + Leisure readers five times in recent years and has earned a place in the publication’s Hall of Fame after consistently ranking among the World’s Best destinations.
“This expansion by BermudAir strengthens regional and international air connectivity, enhances access to Anguilla, and reinforces ties across the British Overseas Territories,” said José Vanterpool, Anguilla’s Minister of Infrastructure.
Tourism Minister Cardigan Connor said the expanded schedule would make it easier for visitors from North America’s largest source markets to experience the island while generating additional business for local tourism operators.
BermudAir Founder and CEO Adam Scott said the airline is continuing to position itself as a premium leisure carrier linking North America with high-end Caribbean destinations. He added that the expanded Anguilla schedule builds on the success of the carrier’s inaugural season and supports its strategy of developing a broader multi-island Caribbean network.
