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

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

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

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

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

Crane Outdoors: Kayak Adventure on the Castle Neck River

Take a guided kayak paddle adventure on the Castle Neck River with the Trustees of Reservations!
One of the best was to enjoy the natural beauty of the Massachusetts North Shore is kayaking the placid waters of the Great Marsh—the largest continuous stretch of salt marsh in New England, extending from Cape Ann to New Hampshire. The Castle Neck peninsula on the Crane Estate is a vast barrier...
9:00 am to 5:00 pm

Marblehead Festival of the Arts

There's plenty to see and do for kids and families at the Marblehead Festival of the Arts in Massachusetts!
Marblehead, Massachusetts has a long-standing tradition of hosting an annual summer arts festival during the week of July 4th. This highly esteemed festival showcases a diverse range of artistic expressions that include: painting, drawing, sculpture, mixed media, printmaking, photography, crafts,...
9:00 am to 9:00 pm

Newburyport Farmers' Market

Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
9:00 am to 1:00 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

North Andover Farmers' Market

North Andover Farmers Market every Sunday Through October 2, 2022
The North Andover Farmers Market is the perfect destination for anyone living in the Merrimack Valley or the North Shore to shop and enjoy locally-sourced products. The market will take place in the center of town at the intersection of First Street and Main Street. The market has become known for...
10:00 am to 1:00 pm

Saugus Iron Works House Tours

Free Ranger guided tours of the Saugus Iron Works House in Massachusetts
Join National Park staff at Saugus Iron Works National Historic Site for a 30-minute tour of The Iron Works House.
11:00 am

Marblehead Lobster Lunch

Enjoy a lobster lunch on the lawn in Marblehead over July 4th Weekend!
St. Michael's holds its famous Lobster Luncheon during the Marblehead Festival of Arts over the Fourth of July weekend. All proceeds from the luncheon, after expenses, support local and global ministries. Tours of St. Michael's historic building and a free organ concert are typically offered during...
11:00 am to 3:00 pm

Long Hill Garden Tours

Tour the Gardens at the Trustees of Reservations Long Hill Gardens in Beverly, Massachusetts!
The Trustees of Reservations invite you to join our expert guides for a tour around Long Hill’s stunning Sedgwick Gardens and learn more about the special plants. Visit Long Hill’s breathtaking gardens and stately historic house for a guided tour. Enjoy the rich history of this grand country estate...
11:00 am to 12:00 pm

Sand Sculpture Competition

Marblehead FoA Sand Sculpture Competition on Devereaux Beach in Marblehead
Register to build a sandcastle or sculpture together! Entry is free and open to all ages and families at the start of the event. Please bring your own buckets, shovels, and building tools! Entries will be judged by a small team of local children, and prizes given for 1st, 2nd, and 3rd place, as...
12:30 pm to 3:00 pm

Kite Festival in Marblehead

The Kite Festival at Devereaux Beach is just one event of many in the Marblehead
Head over to Devereaux Beach for one of the most eclectic and ascendent events of the Festival! Join Three Moons Rising  and create your own flying art! Buy a kite kit on site or BYO Kite! Whether flying a kite or just attending for the fun, the multitude of kites in the sky are a spectacular sight...
12:30 pm to 3:00 pm

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Take a guided kayak paddle and hike to Choate Island with the Trustees of Reservations!
Join The Trustees of Reservations for a paddle and a hike – what better way to spend an afternoon? Kayaking the pristine, sheltered waters of the Essex River Basin offers one of the top on-the-water experiences to be had in Northeast. Add to that a hike on the area’s largest island and you have the...
1:00 pm to 4:30 pm

Art on the Avenue

Marblehead Festival of the Arts Art on the Avenue July 4th weekend in Marblehead MA
Young in Age or Young at Heart - All ages welcomed to Art on The Avenue located on Atlantic Avenue part of the Marblehead Festival of Arts. ​ Paint your own pottery with Hestia Creations, make jewelry with EOS studio, learn about plants from Marblehead Garden Center or connecting with mini horses...
1:00 pm to 4:00 pm

Saugus Iron Works Tours

Free Ranger guided tours at Saugus Iron Works Colonial Industrial Site in Massachusetts
Join the National Park staff at Saugus Iron Works National Historic Site for a tour of the colonial industrial site. On select days, you may be able to stick around and witness pop-up molten iron pour, blacksmithing, waterwheel demonstrations, and take part in hands-on river stewardship activities.
2:00 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Sundays in Patton Park

North Shore Free Concerts for North Shore Families at Patton Park in Hamilton Massachusetts
Come enjoy community and music each Sunday in Patton Park! Dust off your lawn chairs and bring your picnic down to the park on Sunday evenings. We have a fantastic line up of bands this summer ---presented by Institution for Savings Bank and sponsored by The Community House, Town of Hamilton, HW...
5:00 pm to 7:00 pm

Summer Concert Series at Lynch Park

Free Summer Concerts hosted by Bev Rec at Lynch Park in Beverly Massachusetts
Enjoy free concerts this Summer at Lynch Park in Beverly, Massachusetts!  Families are encourages to grab a chair and a blank and head to the park for a free concert at Lynch Park's ampitheater.
Where: Lynch Park
6:00 pm to 8:00 pm

4th of July Celebration at Salisbury Beach

Fourth of July Fireworks at Salisbury Beach include a campfire and marshmallow roast on the beach.
Get ready for four fantastic days of family fun at Salisbury Beach! From patriotic pet parades and live music to Independence Day fireworks, here’s what’s in store:
6:00 pm to 11:00 pm

Summer Concert Series at Stage Fort Park

Compaq Big Band is just one of the perfromers in the Summer Concert Series at Stage Fort Park in Gloucester Massachusetts!
Come enjoy a Summer evening sea-side concert at Stage Fort Park in Gloucester Massachusetts! The Cape Ann Community Band under the direction of David Benjamin, plays their annual summer concerts Sundays at the at the Antonio Gentile Bandstand, Stage Fort Park, Hough Avenue, Gloucester MA.
6:30 pm

Monday, July 7

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

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

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

Tuesday, July 8

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
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