For over 25 years, Tradewind Aviation has been redefining personal air travel throughout North America and the Caribbean. Since 2001, they’ve operated with one guiding principle: every flight deserves the highest quality aircraft, crew, and service. The result is an experience that’s less stressful than flying commercial and more personal than flying private — it’s truly flying personal.
Comfort & Safety First
Tradewind operates a modern fleet of Pilatus PC-12 aircraft, each with two pilots, luxurious air-conditioned and pressurized cabins, and plenty of space for luggage. Passengers enjoy complimentary snacks and beverages on every flight, including wine and beer. Friends, families, colleagues — even pets — are welcome aboard.
Seamless Travel Experience
Caribbean VIP Travel – Private lounges and a first-class experience from start to finish.
Direct BVI Access – Convenient connections from San Juan, Puerto Rico to Tortola and Virgin Gorda.
Customs Made Simple – U.S. travelers clear customs and immigration only upon arrival at their final destination.
Exclusive San Juan Lounge – Complimentary snacks, refreshments, and WiFi while you wait.
Always Here for You
The Tradewind Reservations team is available 7 days a week to assist with bookings and answer any questions.
Committed to Sustainability
Since January 2022, Tradewind has offset 100% of its flights to achieve a Level 1 Carbon Neutral rating through its partnership with 4Air. As of May 2025, they’ve purchased carbon offsets totaling 57,496mT.
New in 2025 – Bahamas Expansion
Launching December 11, 2025, Tradewind will significantly expand its Bahamas network with new scheduled service:
Stuart, FL → Nassau
Fort Lauderdale, FL → Marsh Harbour & North Eleuthera
This expansion will triple Tradewind’s flight capacity in the region, offering year-round, premium access to top Bahamian destinations aboard its Pilatus PC-12 fleet.
Contact Information and Booking Links:
Special Offer – Rosewood Little Dix Bay & Tradewind Aviation
Valid through April 8, 2026
Discover Virgin Gorda with this exclusive package from Tradewind Aviation and Rosewood Little Dix Bay.
Fly Tradewind from San Juan to Virgin Gorda and enjoy a complimentary VIP Experience at San Juan Airport (a $300 value).
Or book a private Tradewind charter to Virgin Gorda and receive 5% off airfare.
Stay 3+ nights at Rosewood Little Dix Bay and receive:
$150 resort credit for rooms and suites
$400 resort credit for villas
Credits may be used for dining and spa services during your stay.
Book Your Stay:
📧 littledixbay.reservations@rosewoodhotels.com
Book Your Flights:
✈️ Scheduled service – scheduledservice@flytradewind.com | +1 203-267-3305 (option 1)
✈️ Private charter – sales@flytradewind.com | +1 203-267-3305 (option 2)
Valid for new bookings only. Subject to availability and blackout dates. Private charters must be operated within the Tradewind fleet to qualify.
