Trails & Sails 2025

Saugus Iron Works Tours

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

Join the National Park staff at Saugus Iron Works National Historic Site for a tour of the colonial industrial site. On select days, you may be able to stick around and witness pop-up molten iron pour, blacksmithing, waterwheel demonstrations, and take part in hands-on river stewardship activities.

When: 
Wednesday-Sunday, June 4 - October 31, 2025 2pm

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.

When: 
Daily, September 13-28, 2025

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails

Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water, and the gorgeous Head Lands property. This is your only chance to kayak/SUP for free!! Come join us any day Sept. 13-28 at 10:30am.

When: 
Daily, September 13-28, 2025 10:30-11am

Climb Up Gloucester City Hall Tower

Take a Free tour of Gloucester Massachusetts City Hall's renovated tower as part of Trails and Sails 2024!

Experience the WOW factor when you climb up Gloucester’s City Hall clock and bell tower and emerge at the bell level. Views, weather permitting, are awesome. Members of Gloucester’s City Hall Restoration Commission will be on hand to inform you of the history of this architecturally significant building that had graced Gloucester’s skyline for more than 150 years. Please note that while the tower is not handicapped accessible the WPA Murals in City Hall are accessible and are one, if not, the best collection of WPA murals in the Commonwealth.

When: 
Saturday, September 27, 2025 Noon-3pm

Hands on History Day: The American Revolution

Learn about the American Revolution at the Cabot House in Histoirc Beverly Massachusetts

Explore the American Revolution through immersive, hands-on stations highlighting the era’s diverse people and experiences. In the “Molly Pitcher Room,” learn about women’s roles by crafting toilet roll cannons and herbal tea sachets. The “Black Soldiers & Spies Room” features spy ciphers and artifacts tied to Black patriots. In “The Armory,” students handle replica muskets and explore 18th-century weapons. At the “Colonial Treasury,” they’ll learn about colonial economics and design their own currency.

When: 
Saturday, September 27, 2025 9:30am-4pm
Location: 

Maritime Adventure Days

Maritime Adventure Free Days at Custom House Maritime Museum Newburyport Massachusetts

Maritime Adventure Free Days offers families and kids a unique opportunity to explore maritime history through interactive activities, guided tours, and hands-on workshops. A day of fun and discovery at the Custom House Maritime Museum for the family. These free Saturday events include experiencing a traditional Wampanoag dugout canoe being made by a team of craftsmen. Part of Trails & Sails

When: 
Saturday, September 13, 2025 9am-1pm
Saturday, September 20, 2025 9am-1pm
Saturday, September 27, 2025 9am-1pm

Carriagetown Car Show

Hundred of Classic Cars will be at the Carriagetown Car Show in downtown Amesbury Massachusetts, a Trails and Sails Event

One of the premier car shows of the summer season, be sure to attend the Carriagetown Car Show where all types of vehicles are parked on the closed streets of downtown Amesbury. Come see antiques, hot rods, custom cars, motorcycles and trucks of all makes and models. There is a huge 50/50 raffle with great music supplied by a live DJ. There will also be kids judging with Bruce McBrien. All proceeds are gifted to the Amesbury Carriage Museum and Opportunity Works. Rain date: 9.28.2025. Part of Trails & Sails

When: 
Saturday, September 27, 2025 9am-2pm

Fairy House Festival at Veasey Park

Fairy House Festival at Veasey Park Groveland Massachusetts Trails and Sails 2023

Walk the trails to see the handcrafted houses at this year’s enchanted Fairy House Festival. Cast your People’s Choice Award vote for your favorite Fairy House. Stay awhile for magical fun, arts and crafts, food, raffles, live music, and more. Rain or shine. Anyone is welcome to submit a house. Donations collected at the Festival are reinvested back into the Park. Part of Trails & Sails

When: 
Saturday, September 20, 2025 10am – 4pm
Sunday, September 21, 2025 10am – 4pm
Location: 

Step Aboard the Friendship of Salem

Permission to come aboard the Friendship of Salem is granted at Derby Wharf in Salem Massachusetts!

Explore the FRIENDSHIP OF SALEM, a replica tall ship based on a 1796 Salem vessel at Salem Maritime National Historic Site. Learn about the voyages of the original FRIENDSHIP and the lives of the crewmembers onboard. The two-decked, three-masted, square-rigged, 342-ton vessel represents New England’s influential role in the development of global and domestic maritime trade. Ongoing repair work is taking place on the FRIENDSHIP, so capacity limits are in place on deck.

When: 
Wednesday - Sunday, September 13-28, 2025 1:30-4:30pm

Family Day at the Industrial History Center!

Open House at the Amesbury Carriage Museum and Industrial History Center Massachusetts - a Trails and Sails Event

Join Amesbury Carriage Museum for a hands-on fun-filled day for the whole family at our Open House! Try out our hand-powered machines – test your skills at drilling or winding a bobbin, just like workers did in the mills! Check out our Children’s Corner, designed especially for young visitors, featuring a weaving wall, a hand-powered conveyor belt, and an Amesbury-themed train table. Our exhibits are always changing – discover something new as you explore the people, stories, and innovations that shaped our community.

When: 
Saturday, September 13 & 20, 2025 Noon-4pm

Pages

Shore School in Beverly Massachusetts offers a host of Summer programs for kids aged 5-12

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

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm

Chess Club at Salem Public Library

Salem Public Library hosts a weekly chess club for all ages on Tuesday evenings.
Salem Public Library the library is hosting weekly chess nights where players of all ages can play and learn from each other.  Whether you're new to the game or a veteran player, all skill levels welcome, and basic instruction
6:30 pm to 7:30 pm

Wednesday, February 25

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

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! Read to a dog to help improve reading skills and get comfortable with reading aloud with only a very cuddly dog to hear you! This program will have Gus, a certified reading dog, and his caretaker at the library in our...
3:45 pm to 4:30 pm

Dungeons & Dragons at the G.A.R. Library

Dungeons and Dragons at the GAR Memorial Library in West Newbury Massachusetts
Come to this ongoing campaign using The Dragon of IceSpire Peak. Bring your own character, play one of ours,  or we can help you create one. All are welcome.
4:30 pm to 5:30 pm

Stargazing at Mendel Observatory

Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
7:00 pm

Thursday, February 26

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

Afterschool Chess Club at Abbot Library

Kids can play clocked chess matches against each other each Wednesday at the Abbot Public Library in Marblehead Massachusetts
Students in grades 2-5 are welcome to come to this informal chess club to practice by playing with others also interested in developing their skills and sharing an interest in chess. The class will be held on Thursdays from 3:30 p.m. to 4:30 p.m. with facilitator Ben Konoff and his daughter,...
3:30 pm to 4:30 pm

LEGO Club at Danvers Library

LEGO club at Danvers Library Massachusetts
Peabody Institute Library - Danvers invites kids to an afternoon of building and fun! Activities will include free build, themes and instructional design. All structures will remain on display in the Children’s Room till the following weeks's session
3:30 pm to 4:30 pm

Friday, February 27

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm
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