Anguilla Announces Additional Winter Air Service from US and Canada

Image: Beach in Anguilla (Photo Credit: Anguilla Tourist Board)
Image: Beach in Anguilla (Photo Credit: Anguilla Tourist Board)
Noreen Kompanik
by Noreen Kompanik
Last updated: 7:40 AM ET, Tue July 14, 2026

The Anguilla Tourist Board has announced that Winter 2026 will bring more options to the destination as BermudAir’s AnguillaAir brand has expanded their schedules with new service from Canada and additional flights from the U.S. The winter schedule adds a new Canadian getaway and increased nonstop flights from multiple U.S. cities.

Beginning December 19, 2026, BermudAir will launch weekly Saturday service to Anguilla from Toronto Pearson International Airport via Providenciales, Turks and Caicos Islands. Southbound flights depart Toronto at 10:30 a.m. and arrive in Anguilla at 6:05 p.m. Return flights arrive in Toronto at 3 p.m. Service will continue through May 1, 2027.

The U.S. expansion will increase flight frequencies from core U.S. gateways from mid-December and includes:

  • Boston: Twice-weekly nonstop flights (Mondays and Fridays).
  • Newark, New Jersey: Twice-weekly nonstop flights (Mondays and Fridays) and one direct service via Providenciales on Saturdays.
  • Baltimore-Washington: Weekly nonstop service (Mondays) with additional direct service on Thursdays.
  • Tampa/St. Petersburg: New twice-weekly service via Providenciales (Thursdays and Saturdays).

Flights to Anguilla will operate on modern Embraer E190 aircraft in a two-class configuration with no middle seats.

“This expansion by BermudAir strengthens regional and international air connectivity, enhances access to Anguilla, and reinforces ties across the British Overseas Territories,” said Hon. José Vanterpool, Minister of Infrastructure in a statement. “We welcome BermudAir’s continued investment in expanding its network and look forward to the benefits this will bring to Anguilla and its people.”

Hon, Cardigan Connor, Minister of Health, Tourism and Sport added, “The significant increase in flights this winter from North America means more visitors from our most important markets can easily experience why Anguilla remains one of the Caribbean’s premier destinations. Enhanced air service translates directly into more opportunities for our tourism sector, supporting local businesses while offering travelers greater choice and convenience to enjoy our unmatched beaches, culinary scene and authentic island charm.”


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