BermudAir Embraer 175

BermudAir Launching Anguilla Flights Under New “AnguillAir” Subsidiary

BermudAir Embraer 175

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BermudAir is expanding beyond Bermuda for the first time with the creation of AnguillAir, a new seasonal subsidiary that will launch direct flights between the U.S. and Anguilla this winter. This move marks a significant pivot in BermudAir’s strategy, as the airline seeks to scale its Caribbean presence and broaden its connectivity model.

New U.S.-Anguilla Routes via AnguillAir

Beginning December 2025, BermudAir will launch twice-weekly flights from both Baltimore (BWI) and Boston (BOS) to Anguilla (AXA). These flights will operate through early April 2026 and represent BermudAir’s first-ever scheduled service that doesn’t touch Bermuda.

Though operated under the BermudAir umbrella, the new subsidiary will be branded separately as AnguillAir, complete with its own aircraft livery and visual identity. The airline calls this venture “a powerful new era in Caribbean connectivity,” citing plans to bring its brand of island-focused service and hospitality to underserved regional markets.

According to BermudAir CEO Adam Scott:

“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.”

An Interesting Strategy Shift for BermudAir

At launch, BermudAir marketed itself as an all-business-class airline with premium ambitions. But the model was quickly revised to include economy seating. Since then, the airline has slowly added destinations and now operates four Embraer jets across a dozen or so routes.

Now with Providence (PVD) flights being suspended entirely and Fort Lauderdale (FLL) service moving to seasonal, the carrier is clearly reevaluating demand and rebalancing its route network. While AnguillAir will also be a winter-only operation (for now), BermudAir sees long-term potential in connecting underserved Caribbean markets to the U.S.

Anguilla’s Minister of Infrastructure, Jose Vanterpool, welcomed the announcement cautiously, saying:

“Our agreement with BermudAir to launch nonstop service from the U.S. Northeast is a crucial first step… To support long-term, sustainable growth, we are pursuing a phased, demand-driven expansion plan.”

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Is There a Path Forward for BermudAir’s Expansion?

There are a few factors working in BermudAir’s favor:

However, the plan isn’t without complications. The branding of a whole new subsidiary for just two seasonal routes raises efficiency questions. And as a Bermuda-registered carrier, launching non-Bermuda international routes could face regulatory hurdles in the U.S.

Bottom Line

BermudAir is forming a new subsidiary, AnguillAir, which will operate twice-weekly flights from Boston and Baltimore to Anguilla starting in December 2025. While it’s a seasonal, small-scale start, the move marks a bold shift in strategy as the airline seeks relevance beyond Bermuda. With a lean fleet and underserved markets in sight, this may be a smart next step—provided regulatory and branding challenges don’t slow the momentum.