Trails & Sails 2025

Fair in the Square

Fair in the Square is a Salisbury Days event in the middle of Salisbury Massachusetts

Fair in the Square is a time- honored tradition celebrating each other and showcasing our charming  town. Come shop local vendors and makers offering a wide variety of goods from local honey and bee related products to jewelry to facepainting to artists and more!

When: 
Sunday, September 21, 2025 10am-4pm

The Lady of Salem: Maritime Art

Learn about the history of Salem Massachusetts through this unique public art installation self-guided tour!

Discover Salem’s Golden Age of Sail as you uncover clues! Celebrate America’s Maritime History! The Ladies of Salem will have you looking up at whimsical and beautifully designed figureheads gracing lampposts downtown. “What is a figurehead ?” you may ask? It’s a large carved wooden decorative three dimensional representation of a person, animal or mythical creature located at the bow (forward part) of a sailing ship. They were thought to bring good luck as the “eyes” of the ship. Each “Lady” has a unique story to tell. Just head to Destination Salem Visitors Center on Derby Street to pick up the scavenger hunt, and use QR codes to find the lady locations!

When: 
June-October 2025

Winter Island Tour

Explore the marine creatures that inhabit the tidepool on the rocky shore at Winter Island, Salem Massachusetts

Explore the marine creatures that inhabit the tidepool on the rocky shore! Salem Sound Coastwatch staff will bring buckets, nets, and ID guides and help you identify what we find. We recommend wearing sturdy shoes (no open toes) that can get wet and traverse slippery rocks. Please meet at the Winter Island rain garden (look for the SSCW flag!) and let the gatehouse staff know you’re with us. All ages welcome. Event will be held rain or shine unless there is thunder or lightning. Part of Trails & Sails.

When: 
Saturday, September 13, 2025 9:30-10:30

Blacksmithing Saturday at the Essex Company Forge

Lawrence History Center hosts a day of blacksmithing at the Essex Company Forge in Massachusetts!

Step back in time with us for a day of blacksmithing at the Essex Company forge, the company that built the city of Lawrence! Blacksmith Richard Wright will be demonstrating the craft of traditional blacksmithing methods, forging both iron and mild steel to create items for practical use in our historic courtyard. The forge was first in use in the early 1880’s when the Essex Company complex at 6 Essex Street in Lawrence was constructed.

When: 
Saturday, September 13, 2025 9:30am-1:30pm

Waterpower at the Saugus Iron Works Tour

Free Ranger guided tours at Saugus Iron Works Colonial Industrial Site in Massachusetts

How did water drive early industries in colonial Massachusetts? Join a park ranger for a special tour focused on waterpower at the Saugus Iron Works in Massachusetts. Hear the crash of the hammer and the bang of the bellows as we demonstrate a variety of waterwheels at the Iron Works. Learn how waterwheels were made historically, and how modern carpenters and preservationists repair and rebuild waterwheels.

When: 
Saturday, September 13, 2025 10am-1pm

Kite Day at Cogswell's Grant

Kite Day at Cogswell Grant is a wonderful fall afternoon event for North Shore families

Come fly a kite at Cogswell's Grant in Essex Massachusetts! Bring your own kite or build one of your own, and watch professional kite flyers from Kites Over New England. Kite-building workshops will be held with all materials included, where kids and adults can make their own kites and learn how to fly them.

When: 
Saturday, September 13, 2025 10am-4pm
Rain Date, September 14, 2025

Plumfest 2025

Plumfest is an annual celebration of music and community on Plum Island in Newburyport

PlumFest is a non-profit volunteer-run organization incorporated as a Charitable Foundation to bring local musicians, island residents and visitors together to showcase the natural beauty and artistry that make Plum Island such a special place. As an early participant in the “porch-fest” movement that is gaining popularity nation-wide, PlumFest brings our own unique flavor to the mix, with an event that is sure to please.

When: 
Saturday, September 13, 2025 12-6pm

Discover the Highest Point on the Essex Seacoast!

Take a Trails & Sails hike to the top of Powow Hill in Amesbury Massachusetts!

Come join Amesbury Trails for a guided hikeup Powow Hill, at the summit of the highest peak on the Essex County Seacoast! This narrated hike will include the historical background of the area and descriptions of the features and landscapes encountered along the hike. Enjoy exploring a variety of biomes as we climb from the edge of Lake Gardner, through wetlands, hardwood and pine forest to reach the highest point on the Essex Seacoast – Powow Hill! Views of three states and the Isles of Shoals await us as we visit Batchelder Park on the summit, established 100 years ago!

When: 
Wednesday, September 24, 2025 10-11:30am
Location: 

Lowell's Boat Shop: Boatbuilding in the New Nation

Learn about Lowell's Boat Shop in Amesbury Massachusetts on this guided Trails and Sails Tour

Step back in time with a visit to Lowell’s Boat Shop  in Amesbury Massachusetts during Trails & Sails! Established in 1793, Lowell’s was one of The New Nation’s many boat shops, and is the oldest continuously operating boat shop in the country. Simeon Lowell founded his own business after working as a shipwright in the area; he and other Lowell family shipwrights participated in the build of The Alliance, one of the first frigates built for the Revolutionary Navy.

When: 
Thursday, September 19, 2025 11am-2pm
Friday, September 20, 2025 11am-2pm

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Landmark Summer Experience at Landmark School in Beverly Massachusetts

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Marblehead Farmers' Market

Find fresh local produce and other foods at the Marblehead Farmer's Market!
The Marblehead Farmer's Market boasts 15+ local farms, and booths with an educational spin nutrition, vendors and farms selling homemade prepared goods and craft vendors that are switched up in a rotation basis week to week. Additionally there are entertainers and exhibits by environmentally...
9:00 am to 12:00 pm

Renaissance Faire Day

Return to the Renaissance on the oceanside lawn at Hammond Castle in Gloucester Massachusetts
Step into the world of medieval and Renaissance culture at Hammond Castle Museum, where the castle itself provides a uniquely dramatic backdrop for a magical day steeped in history and fantasy in a stunning setting.  
9:00 am to 5:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.
10:00 am to 12:00 pm

Fall Foliage Cider & Donut Cruises

Take a guided tour of the Essex Massachusetts Marshes with Essex River Cruises this Autumn
Essex River Cruises hosts a narrated sightseeing tour that winds down the beautiful Essex River aboard Essex River Queen, a pontoon boat.
1:00 pm to 3:00 pm

Friday, November 14

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Saturday, November 15

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Marblehead Farmers' Market

Find fresh local produce and other foods at the Marblehead Farmer's Market!
The Marblehead Farmer's Market boasts 15+ local farms, and booths with an educational spin nutrition, vendors and farms selling homemade prepared goods and craft vendors that are switched up in a rotation basis week to week. Additionally there are entertainers and exhibits by environmentally...
9:00 am to 12:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Fall Foliage Cider & Donut Cruises

Take a guided tour of the Essex Massachusetts Marshes with Essex River Cruises this Autumn
Essex River Cruises hosts a narrated sightseeing tour that winds down the beautiful Essex River aboard Essex River Queen, a pontoon boat.
1:00 pm to 3:00 pm

Low-Sensory Play at North Shore Children's Museum

Low-Sensory Play at NorthShore Children's Museum in Peabody Massachusetts
Join us for a low-sensory play session. For some children, visiting places like NSCM can be over-stimulating. This special play session will have reduced noise, crowds, and stimulation. While medical diagnosis is not required, we encourage that these limited tickets be used for families with a...
2:00 pm to 4:00 pm

Sunday, November 16

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
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