Chief Trunk is a revival of the classic Oshkosh Trunk Company (more on that here), and makes classic high quality luxury travel bags in the USA. Made of leather and canvas, each bag is meticulously crafted with their signature stripe pattern. The bags are truly on that Hampton-Cape-Cod-North-East-Establisment level, and we like that. Seen here is one of the coolest duffel bags we’ve featured, the Journey Duffel. Use your new money to get some of that old-money blue blood class for a measly $650.