Tradewind Aviation Caribbean flights bookable through April 2027

Tradewind Aviation’s Caribbean network spans from Puerto Rico to Antigua, including frequent service to St. Barts and BVI airports.

Posted in: News by Doug Gollan, July 20, 2026

Tradewind Aviation has extended its bookable Caribbean flights through April 2027.

That includes several new flights.

Virgin Gorda is now served daily from San Juan, Puerto Rico, between November 19, 2026, and April 12, 2027.

Tortola is now served daily by San Juan, Puerto Rico, between December 10, 2026, and April 12, 2027.

Anguilla gets daily service from San Juan, Puerto Rico, between December 10, 2026, and April 12, 2027.

The flights operate with two pilots aboard its eight-seat Pilatus PC-12 aircraft.

The by-the-seat flights operate on a scheduled basis using private terminals and lounges.

You can transfer from major airlines via San Juan, arriving from the U.S., or Antigua, arriving from Europe.

Tradewind Aviation also has interline agreements with United Airlines, American Airlines, JetBlue, and British Airways.

That includes automatic luggage transfer on connections via San Juan.

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