Set sail from Gloucester Harbor aboard the classic schooners Ardelle and Isabella with Maritime Heritage Charters. These traditional wooden sailing vessels offer a unique way to experience the beauty, history, and working waterfront of Cape Ann. Guests can choose from a variety of experiences, including relaxing two-hour public sails, romantic sunset sails, lively music sails, and seasonal special events throughout the year. Private charters are also available and can accommodate both small gatherings and larger groups, making them ideal for celebrations, corporate outings, or family adventures on the water. Every sailing ticket also includes admission to Maritime Gloucester, allowing visitors to explore exhibits and learn more about the region’s rich maritime history.