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
Sports Camps, Speciality Camps, Day Camps in Danvers MA

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

Spring Blooms at the Stevens-Coolidge Estate

Spring Blooms at the Trustees Stevens Coolidge Estate in North Andover!
Join The Trustees of Reservations at our new entrance location showcasing contemporary gardens, historical gardens, and our Garden Gateway visitor orientation center at 153 Chickering Road, North Andover MA.
10:00 am to 5:00 pm

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 pm

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, Thursday and Saturday mornings at 10am for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician,...
10:00 am to 10:45 am

Tuesday, April 30

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

Spring Blooms at the Stevens-Coolidge Estate

Spring Blooms at the Trustees Stevens Coolidge Estate in North Andover!
Join The Trustees of Reservations at our new entrance location showcasing contemporary gardens, historical gardens, and our Garden Gateway visitor orientation center at 153 Chickering Road, North Andover MA.
10:00 am to 5:00 pm

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Barnyard stories really come alive when you get to see the main characters in real life! Bring the kids down to Appleton Farms for our farm-fresh version of story time. Explore the farmstead, visit our learning garden, see our cows and rabbits, and find a spot to play under a shady tree in our...
10:30 am to 11:30 am

Wednesday, May 1

Fiddleheads | Preschool Drop-Off Series

The Fiddlehead program at Appleton Farms encourages kids 3-5 to explore their environment in Ipswich Massachusetts
Spring has sprung! It is an excellent time of year for exploring and learning on the farm. We will be planting and harvesting in our garden, taking care of our animals and finding all the signs of spring that nature divulges. Join us on Wednesday mornings from 9:30AM to 12:30PM for a preschool drop...
9:30 am to 12:30 pm

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 pm

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

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

Spring Blooms at the Stevens-Coolidge Estate

Spring Blooms at the Trustees Stevens Coolidge Estate in North Andover!
Join The Trustees of Reservations at our new entrance location showcasing contemporary gardens, historical gardens, and our Garden Gateway visitor orientation center at 153 Chickering Road, North Andover MA.
10:00 am to 5:00 pm

Mini Movers at North Shore Children's Museum

Things to do for children in Peabody MA
Mini Movers is an engaging dance and movement class for young children at the North Shore Children's Museum. Led by experienced instructors, the program introduces young children to the world of dance in a safe and nurturing environment.
10:00 am to 11:00 am