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 14-29, 2024 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 2024 events

Watch our site for our favorite upcoming Trails & Sails 2024 events!

When: 
Daily, September 14-29, 2024
Prices: 
Free
Phone: 
978.740.0444
A Landmark Summer Experience at Landmark School in Beverly Massachusetts prepare students for success in the fall and beyond.

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 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

Shore Country Day School Open House

Shore Country Day School in Beverly Massachusetts. Independent school for grades pre-k to 8
At Shore Country Day School, joyful learning is the foundation for children’s intellectual and personal transformation. We empower young people to take charge of their own education, and we nurture their commitment to equity and social justice in the world around them. Exceptionally well prepared...
6:30 pm

Saturday, November 16

CraneOutdoors: King Tide Hike

Come learn about how the moon isonly part of the king tide puzzle at the Crane Estate in Ipswich Massachusetts
This high tide is royalty! Here’s your chance to see the king….tide that is. Join us for a hike to learn about extreme high tides, known as king tides, which are happening more often due to environmental change. These extreme tides have a variety of impacts on coastal infrastructure, including...
10:00 am to 1:00 pm

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

Sunday, November 17

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

Newburyport Farmers' Market

Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
9:00 am to 1:00 pm

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

Amesbury Market Daze

Amesbury Market Daze happens every Sunday indoors at Barewolf Brewing in Amesbury, Massachusetts.
Welcome to Amesbury Market Daze at BareWolf Brewing, a vendor market where local surrounding Amesbury talent and community spirit converge.
12:00 pm to 4:00 pm

Monday, November 18

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm