Celebrating its 23rd year in 2024, Trails & Sails is an event series that brings awareness and appreciation for heritage resources around Essex County, Massachusetts, which is a federally designated National Heritage Area.

Historically, Trails & Sails has focused on outdoor activities such as guided hikes and excursions on the water, but over the years it has grown to include historic house tours, lectures, community celebrations, special exhibitions, craft demonstrations, and many other diverse activities.