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
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

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

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

Music Together - Friday

Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
10:30 am to 11:15 am

Marblehead Junior Class Carnival

The Marblehead Carnival is a fundraiser for the Marblehead High School junior class in Massachusetts!
Come join the annual Marblehead Carnival sponsored by Junior Class at Devereaux Beach. Each year this carnival serves as a major fundraiser.  You'll find rides, games, and great food!
6:00 pm to 10:00 pm

Saturday, May 10

Stamp Out Hunger Food Drive

The Second Saturday in May is the day to help stamp out hunger! Be the Change...
Participate in the Stamp Out Hunger® Food Drive, an impactful initiative recognized as the largest one-day food drive in the country. This program offers residents a simple and convenient method to contribute food to those facing food insecurity. All you have to do is place your donation of non-...
7:00 am to 5:00 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

ECTA Spring for the Trails

Annual Spring for the Trails Essex County Trail Association ECTAat Willowdale State Forest in Ipswich Massachusetts
Join ECTA for the 11th Annual Spring for the Trails on Saturday, May 10th! The race begins at 8:00 AM sharp on the beautiful trails, both single and double track, of Willowdale State Forest. This course is 100% on trails!
8:00 am

Tulip Festival at Cider Hill Farm

Come cut your own tulips at Cider Hill Farm in Amesbury Massachusetts
A gorgeous, fan-favorite variety of 100k tulips are scheduled to bloom in early May. Welcome spring with this multi-weekend festival featuring free live music, self-guided blooming orchard walks, outdoor hard cider bars, food trucks, fitness n' family activities and cut-your-tulips. General...
8:30 am to 4:30 pm

Annual Long Hill Plant Sale

The Trustees of Reservations Long Hill Plant Sale - a North Shore tradition in Beverly Massachusetts
The Trustees of Reservations invites you to Long Hill and Sedgwick Gardens for their annual Long Hill Plant Sale. Enjoy this local tradition in it's 32nd year! Look through a wide selection of plants, from old favorites to rare and unusual species all grown here at Long Hill.
9:00 am to 1:00 pm

Beverly Library Spring Book Sale

Beverly Library in Massachusetts hosts hosts their annual book sale and fundraiser. Image is AI generated.
Our annual Friends' Spring Book Sale takes place daily at the main library from Saturday, Saturday May 10 through May 17. The sale will be open daily during regular library hours: Mon.-Thurs., 9AM-9PM; Fri.
9:00 am to 5:00 pm

Music Together - Saturday

Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
9:15 am to 11:15 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

2025 Salem Living Green Expo

Salem Living Green Expo at Derby Square in Salem Massachusetts
The Salem Chamber of Commerce and City of Salem Department of Sustainability and Resiliency are collaborating to co-host a Living Green Expo downtown! Come explore the Living Green Expo at Old Town Hall on Sat, May 10th (10AM - 1PM)!! Lots of great North Shore businesses and community organizations...
10:00 am to 1:00 pm