Airline of the Year: Tradewind Aviation With all of the flights that come into San Juan every day, it’s easy to forget that San Juan isn’t just a destination — it’s a leading aviation hub for the entire Caribbean region. And that position has only solidified thanks to the work of Tradewind Aviation, the luxury airline and charter operator that bases its Caribbean operations in Puerto Rico, flying to destinations including the US Virgin Islands, St Barth, Antigua, Anguilla and Nevis. Tradewind continues to set a standard for service and quality, returning glamor to air travel.