Now Booking: Nantucket and Martha’s Vineyard Scheduled Flights for 2025!
Private Scheduled Service
Ticket book holders receive the benefit of privatizing a scheduled flight, allowing guests to secure an entire scheduled plane for only their party at a significant discount compared to regular private service.
Group Travel Made Easy
Tradewind is fully equipped to help you travel with large groups. We have successfully coordinated travel for parties of 50+ guests for various events, such as weddings, vow renewals, birthday gatherings, and more.
Contact our team to inquire about large group discounts.
Now Landing: The Tradewind Store!
Explore our collection of Tradewind gear — hats, sweatshirts, t-shirts, bags, and more. Whether for yourself, friends, or family, you can now showcase what it means to ‘fly personal’ with our new merch!