Caribbean STAY

Established in 2000 Windward Express Airways has become a leader in the private charter travel industry. With our visionary technology and world class service Windward Express Airways is The Private Aviation Marketplace of the Caribbean.

With the introduction of our online reservation system, Windward Express Airways has revolutionized the private charter industry. As, always our proprietary technology automatically sends your trip request/itinerary to our reservation department to locate every available aircraft. Our professional staff has the expertise to help you in every way, and we are available 24/7. Our first-class Express Concierge Service and guaranteed fixed pricing will suit your every need.

Safety is our priority. All Windward Express Airways approved operators meet extensive safety, training, and inspection requirements. These operators have FAA and DCA-NA approval and certification.


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