Comfort, Convenience, Confidence

1 Passenger

Passengers

Infants (Under 2)

From

1 Passenger

Passengers

Infants (Under 2)

Since 2001, Tradewind has operated on the premise that every flight deserves the highest quality aircraft, crew, and service.

Elevating Private Air Travel

Unrivaled Service Comfort & Convenience Confidence in Every Flight

Unrivaled Service

From our US-based call center to our ground teams in the US and Caribbean to our rigorously trained pilots, we are here to get you there—as comfortably, quickly and safely as is possible.

Comfort & Convenience

The Tradewind-operated fleet of Pilatus PC-12 aircraft feature luxurious cabins for your family, friends, colleagues, or pets. Flights are available on-demand at your time, or choose scheduled service for by-the-seat booking.

Confidence in Every Flight

Your safety and the safety of our team members are our number one priority. Operating continuously and without incident since our founding in 2001, Tradewind exceeds the FAA, ICAO, and industry standards for aircraft equipment, pilot training, and maintenance.

Providing personal air travel throughout North America and the Caribbean.

PRIVATE

Travel on your schedule and to any destination throughout North America and the Caribbean.

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SCHEDULED

Offering the comfort and convenience of private service for the cost of a single seat.

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A propeller aircraft labeled 'TRADEWIND' flying against a clear blue sky with wispy clouds.

Modern Aircraft Comfort & Safety

The Tradewind-operated fleet of Pilatus PC-12 aircraft provide the highest standard in safety and comfort. Choose the versatile Pilatus PC-12 for short-range trips and smaller airports.

Access our trusted network of partner operators for medium or long-range flights.

Travel Experience

Reserve a seat or submit a charter request on the Tradewind app or website, or discuss your travel needs with our friendly and knowledgeable customer service team.

Domestic charter and scheduled service flights depart from private jet terminals with no TSA or other airline terminal headaches. Caribbean flights offer a first-class experience with a private lounge in San Juan and VIP experience available.

Enjoy complimentary drinks, snacks, wine, and beer onboard every flight. Champagne is provided onboard every private charter. All aircraft feature an air-conditioned and pressurized cabin for the ultimate comfort.

Expertise You Can Count On

Tradewind has been operating flights and providing solutions to complex travel needs for over 20 years, and continues to build on this history to provide a superior experience for our guests.

About us

OUR GUESTS

"The entire experience was unbelievable from start to finish - gate agent, pilot, flight and arrival!"

- St Barths Scheduled Service Guest, May 2023

"Worked out perfectly. Customer service was always available and friendly. The pilots were fantastic. Very professional and great to interact with. They helped make the trip!"

- Private Charter Guest, April 2022

"Tradewind is by far the best - from the booking, customer service, and flight experience - a luxury experience."

– St Barths Scheduled Service Guest, January 2023

"Tradewind makes it feel like you have your own private plane. Very courteous and professional staff."

- St Barths Scheduled Service Guest, May 2023

"The ONLY way to travel to St Barths!"

– St Barths Scheduled Service Guest, October 2021

"Tradewind is always a first-class operation. The service and equipment were outstanding, and far above your competitors."

- Private Charter Guest, April 2022

"Best experience ever for us. We have been going to St Barths since 1992 & this was by far the best experience!!!"

– St Barths Private Charter Guest, January 2021

"I have been traveling to St. Barths for over 27 years on vacation. Due to an emergency in St. Martin, I booked Tradewind through San Juan to go home. It was the best flying experience I have ever had in my 27 years."

- St Barths Scheduled Service Guest, February 2021

"Tradewind has the best, most helpful, and most proactive, “can do” airline staff I’ve ever experienced."

– St Barths Scheduled Service Guest, November 2020

"Your team has made it easy for us to travel to ACK – providing great advice and counsel. KUDOS! I’m the CEO of an organization with >19K employees and I know just how hard it is to create the kind of culture you have at your company. I am so very impressed."

- Nantucket Ticket Book Member, July 2020

"The entire team, from booking agents to pilots, are all high quality, friendly, and professional. The Tradewind team is the best!"

– Private Charter Guest, September 2021

"The pilots on our flight from SBH to SJU were some of the most impressive pilots I have ever experienced. True professionals, great service and staff."

– St Barths Scheduled Service Guest, August 2019

"Almost as good as having your own plane! Top notch through and through."

– Private Charter Guest, February 2020

Voted Top U.S. Airline

Readers’ Choice Awards

Condé Nast Traveler

For the past four years, Tradewind has been named in the Top 5 Best Airlines in the United States. Find out more here. Thank you to all who have taken the time to vote and support Tradewind over the years!

Voting for 2025 is now live! Click here to vote for Tradewind for Top US Airline. We appreciate your support!