Tradewind Aviation's 2026 to 2027 flight schedule is now available for booking, including direct flights to Anguilla from San Juan, Puerto Rico. 

TRADEWIND ANGUILLA SERVICE UPDATED FACTSHEET

Tradewind Aviation offers first-class private charter and scheduled flights to Anguilla.

Scheduled flights offer the comfort and convenience of a private charter for the cost of a single seat. All flights are operated in modern, turbine-powered, and air-conditioned Pilatus PC-12 aircraft flown by two pilots with complimentary snacks and refreshments, including wine and beer onboard.

SCHEDULED FLIGHTS FROM SAN JUAN, PUERTO RICO TO ANGUILLA ON TRADEWIND AVIATION:

• Scheduled flights depart from the Luis Muñoz Marín International Airport in San Juan, Puerto Rico (SJU/TJSJ) and land directly at the Clayton J. Lloyd International Airport in Anguilla (AXA/TQPF)

• Flights are 1 hour long and operate daily from December 10, 2026 through April 12, 2027

• Flight times are designed for convenient connections with major airlines to and from the United States and beyond.

• Pricing for scheduled flights from San Juan start at $385 one-way plus taxes.

TRADEWIND EXPERIENCE

In San Juan, relax between flights in the exclusive Tradewind lounge, which offers Tradewind guests complimentary WiFi, refreshments, snacks, and more. Once the flight is ready for boarding, depart through an expedited security screening, then directly to the aircraft.

VIP Experience is available for purchase for scheduled service guests at a rate of $300 per arriving commercial flight party. Tradewind private charter guests receive VIP Experience complimentary. Guests are met at their commercial arrival gate by a Tradewind representative and escorted through the airport to the Tradewind lounge, where they can relax while the representative retrieves their luggage and checks them in.

CHANGES AND CANCELLATIONS:

Itinerary changes can be made without penalty. Cancellation outside of 24 hours before departure results in full credit on account for one year.

INTERLINE PARTNERS:

Tradewind scheduled flights may be booked with American Airlines, United Airlines, or JetBlue to enjoy single-ticket booking and automatic luggage transfer

PRIVATE CHARTERS:

Tradewind offers private charter flights to Anguilla year-round. Popular charter routing to Anguilla includes Puerto Rico, Antigua, the USVI, and all points in the United States. Pricing for private charter is available upon request.

All private charter guests receive complimentary VIP Experience when transiting through San Juan. Guests transferring from another private jet can experience a “wing to wing” transfer directly from their arriving aircraft onto the awaiting Tradewind Pilatus PC-12.

HOW TO BOOK FLIGHTS TO ANGUILLA ON TRADWIND AVIATION - EMAILS AND PHONE NUMBERS: 

Scheduled Service: scheduledservice@flytradewind.com | +1 203-267-3305 option 1

Private Charter: sales@flytradewind.com | +1 203-267-3305 then option 3

Tradewind Aviation Website

Agencies: SABRE, Amadeus, Travelport