Providing personal air travel throughout North America and the Caribbean.
Travel on your schedule and to any destination throughout North America and the Caribbean.
Offering the comfort and convenience of private service for the cost of a single seat.
The Tradewind Difference
Tradewind was founded on the premise that every flight deserves the highest quality crew, aircraft, and service. Learn more about how Tradewind is elevating the standard for air travel.
Enjoy seamless scheduled and private travel to some of the more luxurious destinations throughout North America, the Caribbean, and beyond. Discover our most popular destinations and the most convenient ways to get there.
In the news
Guests who fly Tradewind scheduled service to Anguilla and stay at Cap Juluca, a Belmond Hotel, will enjoy complimentary VIP Experience for their transfer in San Juan, while scheduled service transfers through Antigua and St Barths enjoy a 5% discount. Tradewind private charter guestss will receive a 5% discount on their travel. Once at Cap Juluca, Tradewind guests will enjoy an exclusive discount on their hotel accommodation.
Unwind on Anguilla’s Shoal Bay West with this offer from Tradewind and Altamer Luxury Villas. Receive a 5% discount on your round-trip private charter, as well as personalize your stay at Altamer by choosing amenities from either the Island Bliss Package or the Island Explorer Package.
Guests who fly Tradewind private service to Anguilla and stay four nights at Zemi Beach House will enjoy a 5% discount. Once at Zemi Beach, redeem a complimentary 5th night, a 10% discount at Zemi’s Thai House Spa, and a $200 resort credit per room.
The Romance Package at Fairmont El San Juan Hotel includes everything couples need for a romantic weekend to set the stage for an unforgettable proposal.
Guests who book this offer and stay at a WIMCO St Barth Properties villa will receive 24/7 concierge service, a complimentary rental car during their stay, and gourmet food and wine pre-stocked in their villa.
This Elite Elopment package is the idyllic way to celebrate everlasting love with the Quintessence Hotel and Tradewind Aviation.
Visitors who book this offer and stay at Le Barthélemy in the Suite Ocean Lux Piscine Priveé for 5 nights or more will enjoy a 2 hour sunset cruise on a private yacht with champagne.
Visitors who book this offer and stay at Le Sereno will enjoy a complimentary 45 minute massage at Valmont Spa and an in-room amenity kit containing a beach bag and bottle of champagne.
Visitors who book this experience and check into a luxury one bedroom suite at Hotel Le Toiny will enjoy a private pool, VIP amenities including full daily breakfast, access to a full mini bar, and a special bottle of champagne.
Visitors who book this offer and stay at Hôtel Manapany will receive a complimentary dinner for two with Grilled Lobster or Black Angus Sirloin steak served with a bottle of champagne at the On the Rocks restaurant.
Visitors who book and stay at Gyp Sea St Barth will receive a $100 bar or spa credit and complimentary sun loungers at Gyp Sea Beach Club.
Guests who book this offer and stay at Villa Nanne will enjoy one welcome bottle of champagne per occupied room and two one-hour long massages per occupied room.
Guests who book this package will receive a 5% discount on their private charter, and between 10-15% off their accommodation depending on booking dates.
Journey to Newport to explore glamour within a historic setting at The Vanderbilt, an Auberge Resorts Collection. Fly Tradewind Newport and stay at The Vanderbilt to receive 10% off your flight. Enjoy round-trip ground transportation to and from the Newport State Airport, daily breakfast for two, a round of complimentary cocktails, and more.
Fly Tradewind’s scheduled service or private charter to Newport and enjoy a 10% discount on your air transportation. At The Chanler, receive chauffeur service and in-room welcome amenities, with private charter guests also receiving one dinner in The Café and daily breakfast for two.
Fly private with Tradewind to the Chatham Bars Inn for a night of luxury. At Chatham Airport, enjoy a complimentary Lexus shuttle stocked with chilled champagne to the Inn, then bypass check-in and be escorted directly to your room or suite.
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