Fly Tradewind Aviation to Anguilla from San Juan, Puerto Rico

Scheduled flights from San Juan depart from the Luis Muñoz Marín International Airport in San Juan and will operate from December 19, 2024 to April 14, 2025. Service from San Juan will operate Thursday-Monday, with daily flights for New Year’s week, beginning at $355 one way. Flight schedules are designed for convenient connections with major airlines to and from the United States and beyond!

Visit flytradewind.com for real-time availability. Tradewind also offers flights from St. Barth’s and Antigua.

Fly Charter Air Direct or Cape Air Direct to Anguilla from San Juan, Puerto Rico

Newcomer Charter Air Direct and long-time, award-winning Cape Air also fly direct to Anguilla from San Juan, Puerto Rico.

The Perks You Get Flying Tradewind Aviation to Anguilla

All Tradewind guests connecting through San Juan can relax and enjoy complimentary WiFi, snacks, and refreshments in Tradewind’s private lounge. Or upgrade to Tradewind’s enhanced, VIP Experience.

How Much it Costs to Fly Tradewind Aviation to Anguilla

Tickets between Anguilla and San Juan start at $355 USD plus taxes and fees (subject to change at any time, please check with the airline). Booking is available at www.flytradewind.com, directly with Tradewind Aviation’s reservation team, in all major GDS systems (TJ), and with the airline’s interline partners.

Private Charter Flights to Anguilla via Tradewind Aviation

Private charter flights are also available at any time from Puerto Rico, Antigua, the USVI, and from the mainland United States. Choose from their industry leading fleet of Pilatus PC-12s and Citation CJ3 Jets.

More Ways to Fly Direct to Anguilla

Book your stay at Villa Alegria Anguilla and consider flying on Tradewind Aviation. Or read about more ways to get to Anguilla.