Save the Dates
Trails & Sails will return in 2026 taking place September 12-27!
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Celebrating 25 Years
Celebrating its 25th year in 2026, Trails & Sails is your ticket to discovering extraordinary places in your own backyard. Be guided through unique experiences on land and sea, explore historic properties, and take part in all kinds of cultural activities.
Find what makes Essex County like nowhere else.
Featured Events
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Mon
14
Ice Cream & Conservation Hike on the Bay Circuit Trail
at – 
Join the Appalachian Mountain Club’s Bay Circuit Trail Assistant, Ipswich Open Space Program, and Ipswich River Watershed Association for a guided 2-mile walk through Dow Brook Conservation Area in Ipswich. Learn about local conservation, watershed protection, and the Bay Circuit Trail while enjoying easy, family-friendly trails. After the hike, gather at White Farms Ice Cream…
* Reservations Required
Sat
26
Trailblazing Women in the American Revolution
at –
Travel through time with the Jeremiah Lee Mansion! Meghan Boehmer, a historical interpreter from the Boston Tea Party Museum, will portray Sarah Griste Mugford, the wife of Revolutionary naval hero James Mugford. Boehmer will illustrate the role of women during the Revolution. Visitors will discover how Sarah took charge of her life as a young…
Sat
26
Old South Burying Ground Walking Tour
at –
Discover some of the secrets of the Old South Burying Ground on Boston Street in Peabody! Join us on a guided tour of the Old South Burying Ground on Boston Street. Guests will have a chance to hear the stories of individuals interred at the cemetery that had influence in the early days of Peabody…
* Reservations Required
Our 2026 Sponsors
