New Direct Flights to Anguilla from Boston and Baltimore This Winter
Quick Summary
This December, travelers to Anguilla will enjoy a new level of accessibility and comfort, thanks to the launch of AnguillAir - a bold new venture from BermudAir. This marks the airline’s first major expansion beyond Bermuda and introduces direct winter-season flights from Boston (BOS) and Baltimore (BWI) to Anguilla (AXA).
More than a new route, AnguillAir reflects BermudAir’s commitment to deepening connections between island communities, offering its signature hospitality and premium in-flight experience to one of the Caribbean’s most serene and luxurious destinations.
AnguillAir
Launching on December 19, 2025, this milestone also signifies the debut of a dedicated aircraft and branded identity under the AnguillAir name. It represents a thoughtful step toward enhancing regional connectivity while supporting tourism growth and economic development in both Bermuda and Anguilla.
“This expansion is about more than convenience, it’s about purpose,” said Adam Scott, Founder and CEO of BermudAir. “We’re proud to bring our service to Anguilla, sharing the same hospitality and vision that have earned us the trust of Bermudians and visitors alike.”
Anguilla officials have welcomed the new service as a critical move toward sustainable tourism and infrastructure growth. With plans to extend the runway at Clayton J. Lloyd International Airport, the island is preparing for increased airlift, cargo capacity, and global visibility.
“With growing demand from the U.S. Northeast, these new direct flights are a game-changer,” said Hon. Cardigan Connor, Anguilla’s Minister of Tourism. “Reliable access from key markets like Boston and Baltimore is essential to elevating Anguilla’s position as a premier Caribbean destination.”
Known for its powder-white beaches, boutique resorts, and understated elegance, Anguilla is a natural complement to BermudAir’s elevated travel offering. The new route will run seasonally during the winter months, ideal for discerning travelers seeking sun, space, and exclusivity.
Flight connections
Flights begin December 19, 2025, with service from:
- Boston (BOS) → Anguilla (AXA)
- Baltimore (BWI) → Anguilla (AXA)
For details and reservations, visit www.flybermudair.com.
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