Tour

Marbleheaders in the American Revolution

Glovers Regiment in Marblehead Massachusetts is just one stop on this Trails & Sails tour.

Pick up a program book and experience Revolutionary War-era Marblehead at various sites in the Historic District. Meet the wife of war hero, James Mugford; explore Fort Sewall with Glover’s Regiment; meet diarist Ashley Bowen portrayed by Donald Friary and experience an Anglican service at St. Michael’s church; participate in a recreated town meeting and decide whether or not to support the Patriot cause at the Old Town House; visit the Powder House; see the Spirit of ’76 painting; tour the Jeremiah Lee Mansion; and learn about the town’s Tory population at the “King” Hooper Mansion; among other opportunities. Learn more here!

When: 
Saturday, September 20, 2025 11am-4pm
Sunday, September 21, 2025 11am-4pm

Northern Strand Community Path Ride

Ride the Northern Strand Path as a group starting in Lynn Massachusetts! Part of Trails & Sails

This low-stress ride will be led by Dave Read of the Border to Boston Trail Coalition. We’ll start in the Market Basket parking lot next to the trail in Lynn, go over the Saugus River and past the Rumney Marsh in Revere. Meet next to the trail at the Market Basket in Lynn. There will be two options: one to Malden line (12 miles round trip) and a bit longer to the Everett line (16 miles round trip). This is a paved trail. Part of Trails & Sails.

When: 
Sunday, September 14, 2025 10am-Noon

Historic Port of Ipswich Tour

Ipswich Museum hosts a Trails and Sails Historic Tour of the Town of Ipswich Massachusetts as a port.

Join local history buff, Scott Jewell, on a walk around the town of Ipswich and learn about the fascinating history of its former bustling port. Once a hub of maritime trade and commerce, the fate of the port was intricately tied to the rise and fall of the town’s 18th century economy, and the fortunes (and misfortunes) of many of its residents. Part of Trails & Sails.

When: 
Saturday, September 20, 2025 1-3pm

Overlooking the Essex River Tour

Tour Cogswell's Grant Coastal Farm in Essex Massachusetts as part of Trails & Sails

On this walking tour, explore the landscape history at Cogswell’s Grant in Essex, Massachusetts, from the presence of indigenous people through the colonial period to the present. Walk through hayfields down to the salt marsh and the Essex River, discover the rich history of the people and families who lived and farmed here, and learn how coastal farming has evolved over the centuries. Part of Trails & Sails. Reservations Required

When: 
Saturday, September 27, 2025 11am-12:30pm

Hospital Point Lighthouse Open House

Take a tour of this historic Beverly landmark thats usually closed to the public as part of Trials and Sails!

One of Beverly's most familiar landmarks, this lighthouse commands a spectacular view of Salem Sound, and 3 other lighthouses. An enduring monument to Beverly's nautical heritage, it is one of 5 Massachusetts lighthouses that still retains its original Fresnel lens.

When: 
Sunday, September 14, 2025 10AM-4PM
Saturday, September 27, 2025 10AM-4PM

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. Since much of Salem has changed drastically since 1692, very little remains with direct ties to these historical events. However, this tour will use the Heritage Trail as a guide and will point out original locations, help debunk persistent legends, and reveal the true history that has been obscured over the centuries. 

When: 
Daily, 9-5
Location: 

Farm Days Festival

Farm Days is a family event held at Appleton Farms in Ipswich Massachusetts

Join us for our Annual Fall Celebration at Appleton – Farm Days! Spend the afternoon exploring the farm, listening to music, enjoying great food & beer, hiking our trails, entertaining the kids and more. Please Note: Tickets are per vehicle, not per person, and include access to the farm and all of the events and activities listed below. Food, drink, and hayrides are purchased separately.

When: 
Saturday, September 13, 2025 12-5PM
Sunday, September 14, 2025 12-5PM
Location: 

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Landmark Summer Experience at Landmark School in Beverly Massachusetts

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

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

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts is a fun and unique charity event!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and...
10:00 am

SeaFestival of Trees in Salisbury | Saturdays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 8:00 pm

SeaFestival of Trees in Salisbury

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 8:00 pm

Salem Holiday Tree Lighting

Come to the Holiday Tree Lighting in Salem to kick off the holiday season!
Join Salem Main Streets and the City of Salem as we combine two of our most beloved annual traditions – Greet Santa at the Hawthorne Hotel and the lighting of Salem’s Holiday Tree – into one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00...
5:45 pm to 6:30 pm

Greet Santa at the Hawthorne Hotel

Salem Main Streets, SalemMainStreets.org, Visit Salem MA for the holidays
Join Salem Main Streets and the City of Salem as we celebrate two of our most beloved annual traditions – Santa’s Arrival and the lighting of Salem’s Holiday Tree – all in one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00 p.m. on Friday...
5:45 pm to 8:00 pm

Beverly Tree Lighting

Beverly Massachusetts holiday tree lighting on the Common is a favorite community event!
Come to the Beverly Tree Lighting!  Gather with your neighbors and enjoy cocoa, cookies, music and Santa, as we light the town Holiday Tree!
7:00 pm

Saturday, November 29

Cape Ann Symphony Holiday Pops

Cape Ann Symphony Holiday Pops Concert in Ipswich and Manchester Massachsusetts
Celebrate the Holidays on Thanksgiving weekend with the Cape Ann Symphony conducted by Yoichi Udagawa. The annual Holiday Pops is a musical celebration of the season.
2:00 pm

Sunday, November 30

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

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

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts is a fun and unique charity event!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and...
10:00 am

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

SeaFestival of Trees | Sundays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 5:00 pm

SeaFestival of Trees | Elf Day

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, Elves, Santa, Candy Canes and more!
Don’t be a cotton headed ninny muggins! Spread some Christmas cheer with Buddy the Elf, have a snowball fight, make paper snowflakes, test toys at Santa’s Workshop and more! FREE with admission.
12:00 pm to 2:00 pm

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
1:00 pm to 3:30 pm
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