The little startup that could.

Less than two years ago, BermudAir launched service between Bermuda and Boston, with a fleet of two ex-Flybe Embraer E175 jets. The carrier now serves 10 destinations across the U.S. east coast, operating two E175s and two E190s.

The Bermudan carrier has since announced the launch of its subsidiary carrier, AnguillAir, which will operate seasonal flights from Anguilla (AXA) to both Baltimore (BWI) and Boston (BOS). Flights will operate twice weekly, starting on December 19 and 20, 2025, respectively. The winter service is expected to wrap up in early April 2026.

AnguillAir will have their own branded aircraft and respective marketing identity, but will still be part of BermudAir’s operations, rather than operating entirely as a separate airline. I’m no expert at aviation law, but I suspect it might be easier for them to keep operations streamlined, and maybe the fact that both Anguilla and Bermuda being U.K. overseas territories might make it easier for them to climb any regulatory hurdles.  

“This is more than a new route – it’s a reflection of what BermudAir was built to do: strengthen island connections, deliver extraordinary service, and create lasting economic value for Bermuda and beyond,” said Adam Scott, Founder and CEO of BermudAir. “We’re proud that, because of the support of Bermudians and the growth in tourism demand, we are now able to extend our reach and share our island hospitality with Anguilla.”

On the flip side, BermudAir also announced that its Providence (PVD) and Ft. Lauderdale (FLL) flights will be suspended. It’s unclear if they will return to PVD, but plan to resume Ft. Lauderdale service only in the winter periods.

While Anguilla currently has some connectivity throughout the Caribbean, they only have two daily flights between the island and Miami (MIA), Florida. This will be a great boost for Anguilla’s travel market, but could also open the possibility of offering more non-U.S. connectivity to Anguilla in the long run.

It’s not clear either if they plan to acquire more aircraft, or if they will rebrand one of their current BermudAir jets for the period.

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