Sailing

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 14-29, 2024

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

Schooner Ardelle Date Night

Schooner Ardelle turns into the love boat for date night sailing out of Gloucester Massachusetts!

Maritime Gloucester and  Schooner Ardelle have teamed up to create Date Night! Schooner Ardelle becomes the 'Love Boat' for moms and dads, while kids (ages 5-11) enjoy the care of the staff at Maritime Gloucester, the aquarium and lots of fun activities. You'll have a nice romantic sail around Gloucester with a cocktail, and can rest easy knowing that your child is happy and engaged with a trusted team of professionals!

When: 
Friday, June 21, 2024 6-8pm
Friday, July 26, 2024 6-8pm
Friday, August 23, 2024 6-8pm

Kids Sail Free on Schooner Adventure!

Schooner Adventure in Gloucester Massachusetts announces free sailing for kids in 2022!

Schooner Adventure in Gloucester Massachusetts offers free sailing for kids in 2024!* Sail into history on Gloucester's flagship vessel, a National Historic Landmark and icon of the American fisheries. Enjoy an engaging sail on historic Gloucester Harbor, America's oldest fishing port.  Help the crew raise the sails, take a turn at the helm, learn about Adventure's legacy and restoration, or sit back and enjoy the iconic sites of Gloucester Harbor.

When: 
Fridays July 5, 12 & 19, 2024 Times Vary - Check Calendar
Sundays through June 30 - July 21, 2024 Times Vary - Check Calendar

Gloucester Maritime Rendezvous

The Gloucester Maritime Rendezvous celebrates its combined heritage with Lunenburg Nova Scotia

The Gloucester Maritime Rendezvous celebrates the combined heritage of two great fishing towns and their connection to the sea. Gloucester, Massachusetts and Luneburg, Nova Scotia. In this annual tradition, once more the Gloucester International Dory Racing Committee hosts the Canadian Dory Rowing Association from Nova Scotia to compete against the best dory rowers from Gloucester, going head-to-head on Gloucester's historic harbor.  Boat tours and deck tours happen daily and there are many opportunities available to sail aboard the particitpating vessels!

When: 
July 6-9, 2023

War of 1812 Bicentennial

Come to Salem Maritime to celebrate the Bicentennial of the War of 1812!

War of 1812 Day at Salem Maritime National Historic Site! Salem Maritime will be celebrating the Bicentennial of the War of 1812 with living history programming throughout the day. Meet some of Salem's 19th century citizens, and hear their views on this controversial war. Family activities and Junior Ranger programs will be offered all day.

When: 
Saturday, September 29, 2012 10am-4pm

Schooner Sail on the Thomas E. Lannon

Schooner Lannon is offering a free sail - first come first served - during Trails and Sails 2019

Picture yourself relaxing on the deck of this beautiful 65- foot schooner as she sails out of Gloucester harbor on a light southwesterly breeze. Join us for a sail and get a taste for what it was like to sail on a fishing schooner a hundred years ago. Help the crew raise the sails, or just sit back and take in the sights and sounds of Gloucester’s coastline.

When: 
Saturday, September 28, 2019 11:30-1pm

USCG Tall Ship Eagle Comes to Salem!

USCG United States Coast Gaurd Cutter Barque Eagle comes to Salem Massachusetts!

The Coast Guard Barque EAGLE is making a port call in Salem, MA this August - arriving August 9 and staying through August 11!  The ship was built in 1936 in Germany, and commissioned as Horst Wessel, one of three sail training ships operated by the pre-World War II German navy. At the close of World War II, Horst Wessel was taken as a war reparation by the United States, recommissioned as the U.S. Coast Guard Cutter Eagle and sailed to New London, Connecticut. Eagle provides an unparalleled at-sea leadership and professional development experience for future officers of the U.S. Coast Guard.

When: 
Friday, August 9, 2019 Noon-7pm
Saturday, August 10, 2019 10am-2pm
Sunday, August 11, 2019 10am-7pm

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Brookwood School Summer Program for kids Pre-K through 9 in Manchester 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

Teen Naturalist Club at IRWS: Spring/Summer Series

Join Mass Audubon for their Teen Naturalist Club at Ipswich River Wildlife Sanctuary in Topsfield Massachusetts!
Explore a variety of local ecosystems, learn more about a wide range of natural history topics, and do real wildlife data collection and conservation projects in this exciting club for teens!
8:00 am to 5:00 pm

Family Day at the Bird Banding Station

Kids will learn about local and migrating birds at Joppa Flats Education Center in Newburyport Massachusetts
There's nothing like a visit to Parker River National Wildlife Refuge for wonderful family nature experiences, and seeing the bird banding station in operation is at the top of the list. See Mass Audubon scientists evaluate and release migrant songbirds while you learn about migration and habitat...
9:00 am to 11:30 am

Annual ECTA Equine Expo & Tack Sale

Essex County Trail Association is hosting the annual Equine EXPO at Topsfield Fairgrounds
Don't miss the 30th annual Equine EXPO & Tack Sale, Saturday, April 26th 2025 from 9-3 in the Arena Building at the Topsfield Fairgrounds on Route 1, Topsfield, MA. Individuals, groups & businesses will make up our booths offering new and used items as well as services for the horse and...
9:00 am to 3:00 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

Aleppo Shriners Circus

Aleppo Shriners Circus in Wilmington Massachusetts is a great time for the whole family!
Fun for the whole family! Let us help you make memories this April Vacation with a show they won't forget!The all-new Aleppo Shriners Circus thrills during April school vacation week. Enjoy elephant rides, clown photos, and all sorts of exciting acts - right up close.
10:00 am to 10:00 pm

April Vacation Week at MFA - Boston

April Vacation Week at the Museum of Fine Arts in Boston Massachusetts
All are invited to April Vacation Week for free activities exploring connections between the people, places, and art made in Massachusetts. All ages and abilities are welcome; children must be accompanied by an adult. No registration required. See Visiting with Kids and Family for more information.
10:00 am to 4:00 pm

April Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during April Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities and pop-up surprises planned for the week of April 17-23. See our week-at-glance calendar to view the extended hours and additions for our drop-in...
Where: MIT Museum
10:00 am to 5:00 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

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
The annual Topsfield Home & Food Truck Show is ALL INDOORS with FREE admission and FREE parking. Come speak to leading home industry professionals about your spring home projects. Don't Forget to Enjoy the Food Trucks!
10:00 am to 6:00 pm

LEGO Club at Salem Public Library

Come to the Salem Massachusetts Public Library for an afternoon of LEGO and fun!
Salem Public Library hosts a morning session of LEGO fun! We provide the LEGO, you provide the imagination.  Stop by the library on Saturday mornings (every other Saturday) to play and build.
10:30 am to 11:30 am

April Vacation at CAM

Cape Ann Museum in Gloucester Massachusetts has some great April Vacation programs for school aged kids!
This April Vacation, young visitors are invited to discover the art and history of Cape Ann at the CAM Green!  Explore the newest exhibition, Breath of Life – C.B. Fisk, Designers & Builders of Pipe Organs to learn about these incredible instruments. View intricate models of the architectural...
10:30 am to 12:30 pm

Fairy Gnome Discovery Walk at Pettengill Farm

Pettengill Farm and Salisbury PTA in Salisbury is hosting a gnome and fairy discovery walk
Come to the tenth annual Fairy Gnome Discovery Walk at Pettengill Farm. The gems of the event are the near 200 Fairy and Gnome Homes peppered throughout a 1 mile wooded path that leads to the salt marsh and back. Homes are created by very talented professionals, families, school children, and local...
11:00 am to 3:00 pm

Live Animal Presentation at Halibut Point

Come to Halibut Point State Park for a live animal presentation featuring turtles, frogs and salamanders.
Come to a Cape Ann Vernal Pond Team presentation at Halibut Point State Park to get an up-close view and learn all about vernal pond creat
11:00 am to 12:30 pm

Earth Day Live Animal Demo at Halibut Point

Earthday Frog Turtle and Salamander Demo at Halibut Point State Park in Rockport, Massachusetts
DCR hosts a live animal demonstration at Halibut Point State Park to celebrate Earth Day! Live frogs, turtles, and salamanders, our vernal pond ambassadors, will visit Halibut Point with Cape Ann Vernal Pond Team.
11:00 am to 12:30 pm

YMCAs Healthy Kids Day in Danvers

The Danvers YMCA is holding a free community event to inspire more kids to keep their minds and bodies active all summer long. Healthy Kids Day®, the Y’s national initiative to improve families’ health and well-being. Free community event on Saturday, April 26 (12:30-3:00) with fun for the whole...
12:30 pm to 2:30 pm

Sunday, April 27

Todd Farm Market

Come to Todd Farm on Sunday - A classic New England Fleas Market in Rowley Massachusetts!
From early Spring to late Fall, Todd Farm is a great Sunday destination for families!  Head to the farm and explore the outdoor award-winning Market featuring up to 240 vendors from all over New England and New York!
5:00 am to 3:00 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

Beverly YMCA Rhino Run 10k

North Shore Beverly YMCA 'Rhino Run' 10k Beverly Massachusetts.
Join North Shore YMCA and the Beverly YMCA host the 'Rhino Run 10k'. North Shore YMCA reinvests millions of dollars each year through financial assistance and scholarships to ensure thousands of families and individuals in the 25 communities we serve have access to programming, services and the...
Where: Lynch Park
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

April Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during April Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities and pop-up surprises planned for the week of April 17-23. See our week-at-glance calendar to view the extended hours and additions for our drop-in...
Where: MIT Museum
10:00 am to 5:00 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
The annual Topsfield Home & Food Truck Show is ALL INDOORS with FREE admission and FREE parking. Come speak to leading home industry professionals about your spring home projects. Don't Forget to Enjoy the Food Trucks!
10:00 am to 6:00 pm

Aleppo Shriners Circus

Aleppo Shriners Circus in Wilmington Massachusetts is a great time for the whole family!
Fun for the whole family! Let us help you make memories this April Vacation with a show they won't forget!The all-new Aleppo Shriners Circus thrills during April school vacation week. Enjoy elephant rides, clown photos, and all sorts of exciting acts - right up close.
10:00 am to 10:00 pm

Monday, April 28

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

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
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