New Flights to Anguilla and the British Virgin Islands!

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We are thrilled to announce that scheduled service flights to Anguilla, Virgin Gorda, and a new route to Tortola are now available for booking!

Flights to Virgin Gorda and Tortola in the British Virgin Islands will depart from San Juan, Puerto Rico and operate from November 21st, 2024 to April 21st, 2025.

Flights to Anguilla are available from San Juan, Antigua, and St Barths, and will operate from December 19th, 2024 to April 14th, 2025.

Seats are on sale now!
Booking is available at flytradewind.com, through our reservations team, in all major GDS systems (TJ), and with our interline partners United Airlines, American Airlines, and British Airways.

SEARCH AND BOOK FLIGHTS

Why Tradewind is the Best Choice for Flights to Anguilla and the British Virgin Islands:

  • Modern Aircraft Comfort and Safety: All flights are flown in the Tradewind-operated fleet of Pilatus PC-12 aircraft with two pilots, air-conditioning, and a pressurized cabin. Enjoy complimentary snacks and refreshments, including wine and beer during your flight.
  • Convenient Transfer Hubs: Fly from the U.S. through San Juan and easily connect with virtually all major airlines, or fly from London to Antigua on British Airways or Virgin Atlantic and connect with Tradewind to Anguilla.
  • Private Lounge: All Tradewind guests connecting through San Juan can relax and enjoy complimentary WiFi, snacks, and refreshments in our private lounge. Once ready for boarding, guests are escorted through expedited security screening and directly out to the awaiting aircraft.
  • VIP Experience: Opt for our popular VIP Experience in San Juan for your transfer between flights. A Tradewind representative will meet you at the arriving airline gate and escort you to the Tradewind private lounge. Luggage is retrieved by a Tradewind representative and checked in while you relax in comfort and style.
  • Flexible Ticket Terms: Enjoy complimentary itinerary changes, interchangeability between family and friends, and full credit on account for cancellations made up to 24 hours prior to departure.


Private Charter

Looking for more flexibility? Fly to Anguilla and the British Virgin Islands on your schedule with Tradewind private service. Private flights are available year-round from nearby connection hubs at San Juan, St Thomas, and Antigua, or from the mainland U.S. with a brief wing-to-wing transfer. Click below to request a quote from our charter team.




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