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Private Aviation with Comfort, Convenience, Confidence

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Infants (Under 2)
From
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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

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.

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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.

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Providing personal air travel throughout North America and the Caribbean.

Tradewind Aviation connects travelers to destinations across the Northeast, Southeast, and Caribbean through scheduled flights and private charter. Whether you prefer a scheduled route or flying on your own terms, Tradewind delivers a seamless experience that has been recognized for five consecutive years by the Condé Nast Traveler Readers’ Choice Awards as a top U.S. airline.

A man seated comfortably on a private charter, showcasing the refined comfort of premium air travel.
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 private 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 terminals with no TSA or other airline terminal headaches. Scheduled and private flights to the Caribbean 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.
A woman in a white dress and sunglasses descending the stairs of a private plane on a clear day.

Expertise You Can Count On

Tradewind has been operating flights and providing private aviation 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

Corporate & Executive Group Travel

Tradewind offers charter flights for corporate retreats, executive off-sites, and team events. Our Pilatus PC-12 aircraft seat up to 8 guests in a comfortable, pressurized cabin, making them well-suited for small executive groups traveling together. For larger parties, our team coordinates multi-aircraft arrangements to keep your group on the same schedule.

Whether you’re organizing a corporate retreat to St Barths or moving your executive team between New York and Washington D.C., Tradewind’s client services team handles the logistics from start to finish. Contact us to discuss group booking details, aircraft options, and travel coordination for your next trip.

OUR GUESTS

"We’ve been traveling to the Abacos for 30 years and this was by far the best flight experience we’ve ever had. It was so well-organized, staff were friendly and helpful, and everything was spotless. We love being able to fly from Stuart — very convenient for us."
- Marsh Harbour Scheduled Service Guest, March 2025
"My husband and I had the greatest experience this past week on our first travels with Tradewind! The planes are wonderful. The lounge was fabulous and every one of your employees were professional and engaging! I cannot praise Tradewind enough!"
- Caribbean Scheduled Service Guest, January 2025
"The entire process, from booking to checkout, was seamless. Their communication throughout the process was excellent, keeping us updated every step of the way. Their service was professional and reliable, making the entire experience smooth for both myself and the client."
- Private Charter Guest, October 2024
"Your team at Tradewind is the best! Quick, easy and someone is always right there to help me whenever I need it. I can't say enough good things about your company and I will certainly recommend you to anyone!"
- Private Charter Guest, February 2024
"The entire experience was unbelievable from start to finish - gate agent, pilot, flight and arrival!"
- St Barths Scheduled Service Guest, May 2023
"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
"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 always a first-class operation. The service and equipment were outstanding, and far above your competitors."
- Private Charter Guest, April 2022
"The ONLY way to travel to St Barths!"
– St Barths Scheduled Service Guest, October 2021
"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

Condé Nast Traveler

Readers’ Choice Awards

For the past five 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 2026 is now open! You can vote by clicking the button below, selecting the ‘Airlines’ category, and typing Tradewind Aviation into the search bar. Voting is open until June 30, 2026. Thank you in advance for your support!

VOTE NOW

Frequently Asked Questions

You can submit a charter request through our booking widget, call our team at +1 203-267-3305 option 3, or email sales@flytradewind.com. We’ll provide a quote based on your route, schedule, and group size.

Scheduled flights follow set routes and departure times with by-the-seat booking. A private charter is reserved exclusively for your group, with the flexibility to choose your route, timing, and destinations.

Yes. Tradewind provides private charter flights for corporate retreats, executive off-sites, incentive trips, and team events. Our team can coordinate multi-aircraft logistics for larger groups and assist with travel planning.

Tradewind operates a fleet of Pilatus PC-12 aircraft, which seat up to 8 guests in a pressurized, air-conditioned cabin. For medium or long-range flights, we connect you with our trusted network of partner operators.

Tradewind flies throughout the Northeast and Southeast U.S., Bahamas, and Caribbean. Our charter service can reach hundreds of airports beyond our published routes. Visit our destinations page to explore popular routes, or contact our client services team to discuss any specific airport pair.

Every flight includes complimentary refreshments, snacks, wine, and beer. Private charters also include champagne. All flights depart from private terminals, so there are no TSA lines or crowded airport terminals.

A charter aircraft parked on the tarmac beneath a clear sky, with a visible propeller and open boarding stairs.

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