Now Booking: Flights to Anguilla, the British Virgin Islands, and the Bahamas! New: Shop the Tradewind Store!
An elevated travel experience in the Caribbean.
Flights are operated by Tradewind in a modern fleet of Pilatus PC-12 aircraft flown by two pilots from convenient transfer hubs. In San Juan, enjoy the Tradewind private lounges and VIP Experience available for purchase.
Visit our Know Before You Go page for important travel tips and information to help make your trip with Tradewind seamless and stress-free.
Scheduled Connections
Tradewind offers scheduled connections throughout the Eastern Caribbean. Fly with confidence to your next destination.
Flights are now available for booking through May 2025.
VIP Experience in San Juan
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. ($250 per group if all arriving on the same commercial flight.)
While we are unable to offer a VIP Experience for return flights to San Juan, all Tradewind guests are met by our team in immigrations and customs and directed to their connecting airline check-in areas.
VIP Experience is only available in the San Juan Airport.