[1] The company currently operates the second largest passenger ferry service between mainland Cape Cod and the islands of Martha's Vineyard and Nantucket (after the Steamship Authority).

Hy-Line Cruises began operations in 1962 as Hyannis Harbor Tours run by Richard Scudder and his brother Robert.

The company added deep-sea fishing charters in 1966 and started running seasonal passenger-ferry services in 1970, first to Martha's Vineyard and then to Nantucket in 1972 when Hyannis Harbor Tours bought out The Nantucket Boat Company, which at that time was doing business as Hi-line.

[5] Another high-speed catamaran, Grey Lady IV, was delivered in 2016 to replace Hy-Line's monohull vessel, the Great Point on the Nantucket route.

Out of Hyannis, Hy-Line operates seasonal half-day deep sea fishing trips in Nantucket Sound.