Trails & Sails

Trails & Sails: Two Weekends Of Walks and Water

Log In or Register to create a customized itinerary of YOUR favorite Trails & Sails events! It’s a great way to help navigate your Trails & Sails weekends and you’ll receive email notifications if there is a change to any event on your itinerary.

THANK YOU to all Trails & Sails event hosts, participants, volunteers and our sponsors for making the 16th annual Trails & Sails such a terrific success!

The 2017 event line-up offered 150+ FREE event opportunities to connect you to the spectacular places, history and heritage that define the Essex National Heritage Area—the 34 cities and towns of Boston’s legendary North Shore. We thank the 100+ event hosts for opening their doors and scheduling such an awesome line-up of Trails & Sails experiences. We could not present this event without your enthusiasm! Visit Essex Heritage's Facebook page to see and post photos from the weekend festivities.

How was your Trails & Sails?

As planning begins for next year, we want to know what you thought. Please help us make Trails & Sails better and better by taking this brief online surveyBy completing this survey you will have a chance to vote for your favorite event to win a "Trails & Sails People's Choice Award," AND you can enter your name into the drawing to win $150 in gift certificates to Dick’s Sporting Goods! Plus, 2 lucky winners will be selected to win a Bakers Island Light Station baseball hat, and 3 lucky winners will be selected to win Bakers Island Light drawstring bags! Winners will be determined by November 18.

Make Trails & Sails Last All Year Long! Become a Member.

There are many reasons why your Essex Heritage membership matters. While support from our members is put to immediate use to reinforce many programs and initiatives in Essex County, let's talk about the two BIG reasons why your membership matters to Trails & Sails:

  1. Become a member of Essex Heritage to make Trails & Sails last all year long! As a member, you will be invited to events planned for YOU throughout the year. Members receive discounts to attend Essex Heritage Events and Featured Partner Events across the region, discounted tickets to take the trip to Bakers Island Light Station, a free Trails & Sails guide in September, and more. But more importantly...
  2. Membership support helps to keep Trails & Sails a FREE public outreach event! Now is the time to join -- show your support for Trails & Sails and assist us in keeping open the doors of discovery to the exceptional cultural, historic and natural sites in the Essex National Heritage Area. Join today

Trails & Sails 2018

Already looking forward to next year? So are we! Trails & Sails 2018 will be held September 21-23 & 28-30.