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
Art Academy Summer Program at Montserrat College of Art in Beverly MA

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

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
7:00 am to 7:00 pm

StoryWalk Series at Maudslay

“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
7:00 am to 8:00 pm

Amesbury Days Celebration

Amesbury Days is a celebration of the onset of Summer and community.
Amesbury Days is a a 8-day celebration of all things Amesbury that kicks off the summer with fun and exciting community events in Amesbury, Massachusetts. Fireworks, a block party and a 5k walk/run will be just some of the highlights of this years' Amesbury Days celebration. There will be events...
9:00 am to 9:00 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

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 4:00 pm

Beverly Farmers' Market

Get fresh local produce at the Beverly Farmers Market in downtown Beverly Massac
The Beverly Farmers’ Market supports local agriculture while making healthy food available to all members of the Beverly community at affordable prices; the market promotes sustainable living practices and fosters community connections through our vendors, free activities and events. The market...
Where: Odell Park
3:00 pm to 7:00 pm

Music in the Millyard: Studio Two Beatles Tribute

Studio Two is a Beatles cover band that will play at Amesbury Town Park.
Studio Two is a headlining Beatles band that pays tribute to the early Beatles years, choosing songs from the pre-Sgt. Pepper era. Featuring graduates from Berklee College of Music and Beatles devotees, Studio Two band mates met in a “cellar full of noise” in a town slightly west of Liverpool (...
7:00 pm to 8:30 pm

Tuesday, July 1

StoryWalk Series at Maudslay

“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
7:00 am to 8:00 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

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

Amesbury Days Celebration

Amesbury Days is a celebration of the onset of Summer and community.
Amesbury Days is a a 8-day celebration of all things Amesbury that kicks off the summer with fun and exciting community events in Amesbury, Massachusetts. Fireworks, a block party and a 5k walk/run will be just some of the highlights of this years' Amesbury Days celebration. There will be events...
9:00 am to 9:00 pm

Powow Scenic Vista Hike

Take a Trails & Sails hike to the top of Powow Hill in Amesbury Massachusetts!
Come join the Lake Gardener Improvement Association for a guided up Powow Hill, at the summit of the highest peak on the Essex County Seacoast! This short, slow paced hike will take us from the shores of Lake Gardner through the Powow Conservation Area, to the park, created 100 years ago!
9:00 am

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 4:00 pm

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

Kids Night at the Millyard

Amesbury Days hosts a night of fun for kids of all ages in the Upper Millyard in downtown Amesbury
Amesbury Days hosts a night of fun for kids of all ages! DJ Dance Party, Magician, Photo Booth, Games, Food & More. Join us for a magic show from 5:30-6:15 followed by a DJ Dance Party from 6:15-7:30, food, ice cream, games, balloons, face painting, and much more! 
5:30 pm to 7:30 pm

Manchester by the Sea Summer Concert Series

Summer Concerts happen at Masconomo Park in Manchester by the Sea every Tuesday through the Summer!
Come to Manchester Tuesday nights all summer for the annual Music in Masconomo Summer Concert Series. Each week from 6:00 - 8:00 pm a variety of Oldies, Swing, Rhythm & Blues & Classic Rock music will fill the air! Bring your family and friends, blankets and chairs, and dinner to enjoy a...
6:00 pm to 8:00 pm