All Ages

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!

Get a bird’s eye view of Gloucester and Cape Ann! Experience the WOW factor by climbing up the interior of City Hall’s clock and bell tower. Weather permitting, the views over Gloucester and Cape Ann are spectacular. Your guides will also tell you about the history of Gloucester’s most significant architectural building that has defined our skyline for over 150 years.

When: 
Saturday, September 28, 2024 Noon-3pm

Coastal Farming Walking Tour - Essex

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

Cogswell’s Grant is a coastal farm of 165 acres located along the banks of the Essex River, just two miles inland from the Atlantic Ocean. On this walking tour, explore Cogswell’s Grant’s landscape history, 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. This is a rain-or-shine walk; please wear weather-appropriate clothing and footwear. Limited capacity, registration is required.

When: 
Saturday, September 21, 2024 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 22, 2024 11AM-4PM
Saturday, September 28, 2024 11AM-4PM

Pumpkin Dash 5k

The Revere Beach Pumpkin Dash is an exciting and festive community event that combines fitness, fun, and the spirit of the fall season. Participants of all ages come together to dash along the scenic Revere Beach, adorned with vibrant autumn decorations and the unmistakable charm of pumpkins. This family-friendly run features a lively and inclusive atmosphere, encouraging both seasoned runners and casual participants to join in the celebration.

When: 
Sunday, October 19, 2024 11am-1pm
Registration opens at 8:30am
Location: 

Plumfest 2024

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 14, 2024 12-6pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a guided walking tour with Essex Heritage

Essex Hertiage invites you to learn the true causes and events behind the Salem Witch Trials in our documentary film, then discover the myths during our walking tour. The Salem Witch Trials happened over 300 years ago, and it has been dramatized in books, documentaries, movies, and even TV shows. Over the years it has been presented so many times in so many ways that the line between fact and fiction gets blurred.

When: 
Thursday-Sunday through September 29, 2024 11:45am & 1:45pm
Location: 

Gloucester Schooner Festival 2024

The Gloucester Schooner Festival celebrates maritime, sailing and fishing heritage of Cape Ann Massachusetts

The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and beyond. There will be both large and small vessels—ranging from 19 feet to over 100 feet in length. You will see new boats and old boats, from newly built (Ardelle - launched 2011) to over 100 years old!

When: 
Labor Day Weekend, August 28-September 1, 2024

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Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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

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

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

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

Newburyport Yankee Homecoming Marketplace

Shop to your heart’s content in our open air bazaar-like market place right in the heart of historic Newburyport’s center. Covering two square blocks, this extravaganza of food and great finds is sure to tantalize all your senses.
10:00 am to 8:00 pm

Newburyport Kids' Talent Show

Children ages 6-18 are invited to enter the Newburyport Yankee Homecoming Kid's Talent Showcase in Massachusetts.
Get ready to cheer on the incredible youth of our community at the 2025 Yankee Homecoming Kids Talent Show! This beloved family-friendly event returns to the Newburyport waterfront stage on Monday, July 28th, from 11 AM to 1 PM, bringing an exciting showcase of music, dance, magic, poetry, and more...
11:00 am to 2:00 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

Yankee Homecoming Waiter/Waitress Race

Yankeee Homecoming Waiter Waitress Race - a Homecoming event in Downtown Newburyport Massachusetts
The Newburyport Yankee Homecoming is a chance for folks to cheer the servers from their favorite Newburyport establishment as they race in a test of skill and speed while carrying a loaded tray. Check out participating restaurant's coupons/incentives for the week! Join the fun following the race...
3:30 pm to 5:00 pm

Tuesday, August 5

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

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

BEV REC Lip Sync Extravaganza

The Beverly Massachusetts Recreation Department hosts the annual Lip Sync Extravaganza at Lynch Park!
One of the most anticipated events of the year returns to Lynch Park! Every park and camp will display their dance and music routines in front of friends, family, and more! ACME SR is looking to defend their Grand Prize, as the other parks and camps will do their very best to be the 2025 Lip Sync...
Where: Lynch Park
5:30 pm to 8:30 pm

Ipswich Downtown Tuesdays

Ipswich Downtown Tuesdays includes great dining live music, dancing & extended shopping hours for shopping Downtown Ipswich Massachusetts Tuesday evenings!
Ipswich Downtown Tuesdays includes great dining, live music, dancing at the Take-Out Terrace Stage on the Riverwalk  & extended shopping hours for shopping Downtown Ipswich Tuesday evenings!  Each week will feature live entertainment on the Riverwalk, making for a fun evening out for the whole...
6:00 pm to 8:00 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

Wednesday, August 6

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
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