Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.

Essex National Heritage Area sites will offer over 150 free family fun events from September 15-24, 2023 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

Enjoy a variety of guided walks, sails, historical tours and other adventures for all ages, skill levels and interests, that will 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. It’s all free and it’s all located within the 34 cities and towns of Essex County including the communities of Beverly, Salem, Gloucester, Newburyport, Lawrence, Saugus and more.

Most events will accommodate between 12 and 50 participants on a first-come, first-served basis, with the exception of a few reservation-required events. Here is the lineup of all 2023 events

Watch our site for our favorite upcoming Trails & Sails 2023 events!

When: 
Daily, September 15-24, 2023
Prices: 
Free
Phone: 
978.740.0444
Glen Urquhart School Pre-K through 8th grade in Beverly MA

We Walk the Woods!

Walk the trails in a group at Harold Parker State Forest Every Wednesday at 10am
Walk the trails with a group at Harold Parker State Forest every Wednesday at 10:00 a.m. – Meeting location varies weekly. Email trek.reef@mass.gov for location.
10:00 am to 12:00 pm

MPL: Mother Goose Storytime

Manchester Public Library Storytime with Miss Audrey Manchester by the Sea Massachusetts
Join Miss Audrey for Storytime for children ages 0-5 and their caregivers! We'll share books, songs, and games. Registration is required each week as space is limited.
10:30 am

School Vacation Week Fun in Salisbury!

Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
11:30 am to 3:00 pm

Salisbury Beach Carousel - School Vacation

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: February Vacation Hours (MA and NH) February 16 – March 3 Open Daily Noon – 5:00pm Non Vacation Hours
12:00 pm to 5:00 pm

Thursday, February 29

School Vacation Week Fun in Salisbury!

Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
11:30 am to 3:00 pm

Salisbury Beach Carousel - School Vacation

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: February Vacation Hours (MA and NH) February 16 – March 3 Open Daily Noon – 5:00pm Non Vacation Hours
12:00 pm to 5:00 pm

Read to a Dog at APL

Kids are invited to read to a dog at Amesbury Massachusetts Public Library. Image generated with AI.
The Amesbury Public Library invites kids to come read to a dog at the Library! Gus, a mixed lab and certified reading partner dog, would love to hear you read aloud!
3:30 pm to 4:30 pm

Sea Glass Art at Sawyer Free

Sea Glass Art workshop at Sawyer Free Library in Gloucester Massachusetts
Come to the library for an evening of coastal creations. Bring your own sea glass to make sea glass art. Picture frames, shells, and some crushed glass will be provided as well as step-by-step instructions to create designs that will keep the beach in your heart and your home.
5:00 pm to 6:30 pm

Friday, March 1

Kidleidoscope at Breakheart Reservation

Kidleidoscope is a program designed for preschoolers at Bradley Palmer State Park
Come join our park interpreter for a story time and nature walk! Complete a small craft and explore the woods! Walks are gently paced and approximately 1 mile, though not accessible for strollers. Appropriate for families with children 3-5 years old. Meet at the Visitor Center.
10:30 am to 11:30 am

School Vacation Week Fun in Salisbury!

Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
Seaglass Restaurant, Joes Playland Arcade and the Salisbury Beach Carousel team up to bring affordable vacation week fun to North Shore Massachusetts families!
11:30 am to 3:00 pm

Salisbury Beach Carousel - School Vacation

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: February Vacation Hours (MA and NH) February 16 – March 3 Open Daily Noon – 5:00pm Non Vacation Hours
12:00 pm to 5:00 pm

Homeschool Meet Up at North Shore Children's Museum

Homeschool meetup North Shore Childrens Museum in Peabody Massachusetts
North Shore Children's Museum is hosting a monthly homeschool meet-up. It takes place during the 1-4 PM play session. A private party room will be reserved for homeschoolers to gather for self-directed lessons.
1:00 pm to 4:00 pm

Friday Family Farm Chores at Appleton Farms

Join The Trustees of Reservations at Appleton Farms for our special, hands-on Family Farm Chores program held on Fridays, Saturdays & Sundays
Every day has a full list of barnyard chores we need to accomplish to make sure our farmyard friends are happy and healthy. Let’s get to work! Join us for our special, hands-on Family Farm Chores program held on Fridays and Saturdays! Get on your muck boots – your whole family will get to be...
3:30 pm to 4:30 pm

Salisbury Beach Carousel - Free Friday Hours

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: Friday: 4 pm to 8 pm Saturday: 12 pm to 8 pm Sunday: 12 pm to 6 pm Hours of operation are to change.
4:00 pm to 8:00 pm