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First-Class Island Hopping – Caribbean Charter Flights

Scheduled connections throughout the eastern Caribbean

>Download a full schedule of flights

Major Airline Hub Convenience

With hubs in San Juan, Puerto Rico, Antigua and the U.S. Virgin Island of St. Thomas, passengers can easily connect with virtually all major airlines from the U.S., Canada, Europe and South America. Better yet, the customs and immigration process for Americans traveling through Puerto Rico is vastly eased given Puerto Rico is a U.S. Territory.

Additionally, at San Juan we operate our own private lounge where Tradewind passengers may relax and enjoy the refreshments and WIFI before flight time. Also available at San Juan is our “VIP meet and greet” service for smooth and stress-free transfers between flights ($150 per group arriving on the same airline flight).

Modern Aircraft Comfort and Safety

Shuttle flights are operated in Swiss-built Pilatus PC-12 jet-prop aircraft flown by two pilots with air-conditioning, a pressurized cabin and plenty of room for luggage. Enjoy complimentary snacks and refreshments including wine and beer onboard.

Flexible Ticket Terms

Shuttle tickets are interchangeable with family and friends. Itinerary changes are free and the value from cancellations and unused tickets does not expire. Pets are also welcome at no charge (limit one family of pets per flight).

Private Jet Connections

Connecting from your private jet? Our local team will meet your aircraft arrival for a smooth transfer to the your local Tradewind connection.

Airline Connections

SAN JUAN AIRPORT (SJU)

+ View San Juan Domestic Airline Service

  • New York – American Airlines, Delta, Jetblue, United
  • Chicago – American Airlines, Jetblue, United
  • Atlanta – Delta
  • Boston – Jetblue
  • Miami – American Airlines
  • Detroit – Delta
  • Philadelphia – American Airlines
  • Charlotte – American Airlines
  • Houston – American Airlines
  • Dallas – American Airlines
  • Toronto – Westjet, Air Canada
  • Baltimore – Southwest
  • Hartford – Jetblue
  • Orlando – Jetblue, Southwest
  • Tampa – Jetblue
  • Jacksonville – Jetblue
  • Fort Lauderdale – Jetblue
  • West Palm Beach – Jetblue
  • Washington DC – Jetblue, United
  • Los Angeles – Dynamic

+ View San Juan International Airline Service

  • Bogota, Colombia – Avianca
  • Cancun, Mexico (Connecting from Mexico City) – Volaris
  • Copenhagen, Denmark – Norwegian Airlines
  • Frankfurt, Germany – Condor
  • London, England – Norwegian Airlines
  • Madrid, Spain – Air Europa
  • Oslo, Norway –Norwegian Airlines
  • Panama City, Panama – Copa Airlines
  • Stockholm, Sweden – Norwegian Airlines
ANTIGUA AIRPORT (ANU)

+ View Antigua Airline Service

  • London, England – British Airways, Virgin Atlantic
  • Frankfurt, Germany – Condor
  • New York – American Airlines, Delta, Jetblue, United
  • Miami – American Airlines
  • Atlanta – Delta
  • Charlotte – American Airlines
ST THOMAS AIRPORT (STT)

+ View St Thomas Airline Service

  • New York – American Airlines, Delta, Jetblue, United
  • Chicago – United
  • Atlanta – Delta
  • Boston – Jetblue
  • Miami – American Airlines
  • Philadelphia – American Airlines
  • Charlotte – American Airlines
  • Washington DC – United