We are excited to announce that our Caribbean scheduled flights are now available for booking through October 2026! See what's new: 🌴 St Barths: Flights from San Juan are available for booking through October 31, 2026, and flights from Antigua are available for booking through September 5, 2026. 🌴 Virgin Gorda & Tortola, BVI: Flights to both islands are now available through May 15, 2026! Plus, we are offering special flights to Virgin Gorda during "Xmas in July" from July 19 - 26, 2026! Interested guests may visit https://bit.ly/42sESZm to book their next trip to paradise! ✈️ #flytradewind #stbarths #britishvirginislands #travel #caribbean
About us
Founded in 2001 on the premise that all flights deserve the highest quality aircraft, crew, and service, Tradewind provides personal air travel - both private and scheduled service - throughout North America and the Caribbean. With a fleet of Pilatus PC-12s, Tradewind is the market leader in regional air mobility, servicing luxury destinations including St Barths, The British Virgin Islands, Anguilla, the Bahamas, Nantucket, Martha’s Vineyard, and more. Our bases include the Waterbury-Oxford Airport in Connecticut, Westchester County Airport in White Plains, NY, Witham Field in Stuart, Florida, and San Juan, Puerto Rico. As an industry-leading, ever-growing company, Tradewind provides an exciting career path for all team members.
- Website
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http://www.flytradewind.com
External link for Tradewind Aviation
- Industry
- Airlines and Aviation
- Company size
- 201-500 employees
- Headquarters
- Oxford, Connecticut
- Type
- Privately Held
- Founded
- 2001
- Specialties
- Executive Charter
Locations
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Primary
3 Juliano Dr
Oxford, Connecticut 06478, US
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136 Tower Road
West Harrison, NY 10604, US
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226 East Ramp
Luis Munoz Marin Airport
Carolina, PR 00983, PR
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2315 SE Witham Field Dr
Stuart, Florida 34996, US
Employees at Tradewind Aviation
Updates
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Flying private is a powerful business tool. Our version, flying personal, ensures an elevated flight experience that provides control over your time and confidence in your travels. Fly on your own schedule, skip the crowds and delays of major commercial airports, and hold private meetings on board. Visit https://bit.ly/3Kw73Aw to make your next business trip effortless. #flytradewind #aviation #businessaviation #pilatuspc12
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Tradewind was thrilled to attend ILTM North America last week, hosted at Baha Mar in Nassau, Bahamas! ✈️ The conference provided a wonderful opportunity to connect with leading luxury travel advisors and partners, sharing how Tradewind's flights provide an elevated air experience for guests, including our upcoming Nassau route! #flytradewind #aviation #iltm #traveladvisors #travel
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Reaching paradise just got easier, thanks to Tradewind scheduled service. ✈️ Beginning December 11, 2025, our Bahamas schedule includes: 🌴 Marsh Harbour (MHH): from Stuart (SUA) and Fort Lauderdale (FLL) 🌴 North Eleuthera (ELH): from Stuart (SUA) and Fort Lauderdale (FLL) 🌴 Nassau (NAS): from Stuart (SUA) Flights are available for booking through April 20, 2026. Interested guests may visit https://bit.ly/4322nsm to book their next escape. #flytradewind #bahamas #travel
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For guests who are planning frequent travel to Nantucket or Martha’s Vineyard in 2026, there’s no easier way to travel than with a Ticket Book. ✈️ Guests can buy during our annual sale (Oct 21–Nov 4) to lock in savings and get early access to the full 2026 flight schedule. Stay tuned for our official launch announcement, and visit https://bit.ly/42Y8fTx to learn more about Ticket Books. #flytradewind #nantucket #marthasvineyard #travel
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Last week, Tradewind attended the St Barths Tourism Association’s annual roadshow, held at the Space Gallery SOHO in New York City! Over 120 travel professionals attended, providing Tradewind with an amazing opportunity to reconnect with our closest partners and share our newest developments. We look forward to kicking off another incredible season in St Barths and other islands in the Eastern Caribbean! #flytradewind #stbarths #travel #aviation
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Guests can fly to St Barths with Tradewind for the 2025 Caribbean Rum Awards, the region’s premier celebration of fine rum and island luxury. 🌴 From November 10th to 16th, guests can indulge in an unforgettable escape, savoring world-class cuisine at exquisite restaurants, lounging on pristine white-sand beaches, and sipping premium rum in a private villa. This is more than an event — it's the ultimate Caribbean experience. Interested guests may visit https://bit.ly/4nUYjCs to book their flight! ✈️ #flytradewind #caribbean #stbarths #travel
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Today, Tradewind was thrilled to welcome the newest members of our team at our Caribbean headquarters in San Juan, Puerto Rico! ✈️ We are excited for another successful season ahead in the Caribbean. 🌴 Interested in joining our team in the Northeast, Southeast, or Caribbean? Visit https://bit.ly/34Wws1q to view our open positions and apply! #flytradewind #aviation #aviationcareers #travel
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The results are in, and we're thrilled to announce that Tradewind has been named a Top 5 US Airline by the Condé Nast Traveler Readers' Choice Awards for the fifth year in a row! 🎉 This incredible honor wouldn't be possible without your support. To everyone who voted, shared their travel experiences, and continues to fly with us — thank you. Visit https://bit.ly/48AAbOB to view the full list of Top US Airlines! ✈️ #flytradewind #cnrca2025 #rca2025 #aviation #travel
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This past weekend, Tradewind was proud to be the finish line sponsor of this year's Seymour Pink, Inc. Pounding the Pavement for Pink 5k! The organization supports breast cancer patients and their families in 44 towns and cities in Connecticut through financial and emotional support. Seymour Pink is a 100% volunteer-run organization with all profits going directly to its mission. We were honored to participate in this event as part of our ongoing Breast Cancer Awareness initiatives this October. #flytradewind #philanthropy #breastcancerawareness
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