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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Smileland Pediatric Dental Care Waltham Malden Massachusetts

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

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

Holiday Happenings at ACM

Holiday Happenings at the Carriage Museum in Amesbury Massachusetts for photos, crafting and cocoa with kids at the Amesbury Carriage Museum in Massachusetts!
Get an early start on your holiday checklist with a day full of seasonal activities at the Industrial History Center in Amesbury Massachusetts! Decorate cookies, make a festive craft, and get the perfect photo for your seasonal greeting card.  Please be sure to register for your photo session in...
9:00 am to 4:00 pm

Marblehead Farmers' Market

Find fresh local produce and other foods at the Marblehead Farmer's Market!
The Marblehead Farmer's Market boasts 15+ local farms, and booths with an educational spin nutrition, vendors and farms selling homemade prepared goods and craft vendors that are switched up in a rotation basis week to week. Additionally there are entertainers and exhibits by environmentally...
9:00 am to 12:00 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

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

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Come to Hammond Castle for the 6th annual Deck The Halls holiday celebration. Hammond Castle Museum will be dressed for the holidays inside and out. Delight in the enchanting ambiance of Christmas and White Birch trees, meticulously arranged garlands, festive wreaths, and the warm embrace of...
10:00 am to 4:00 pm

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

SeaFestival of Trees in Salisbury | Saturdays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
As one of New England’s must-see holiday traditions, the 12th Annual SeaFestival of Trees fundraiser opens Saturday, November 23, at the Blue Ocean Event Center in Salisbury, MA. With over 135 extravagantly themed trees, a full-size indoor skating rink, a spectacular giant sand sculpture, and Santa...
11:00 am to 8:00 pm

Winter Hibernation with Hands on Nature at MPL!

Kids will learn about hibernation and animals in winter at the Manchester Massachusetts Public Library!
How do your favorite animals spend the winter?  Join us as we learn how animals survive the coldest months of New England.  We will learn about hibernation, migration, and the amazing adaptations animals have for surviving our harshest temperatures.  Bring a stuffed animal and create a cozy littl
11:00 am

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
1:00 pm to 3:30 pm

Sunday, November 24

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

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

Turkey Trot at Breakheart Reservation

Come to Breakheart Reservation for a pre-Thanksgiving Turkey Trot in Saugus Massachusetts!
Breakheart Reservation invites you to a Thanksgiving run/walk! Join us for the annual Breakheart Turkey Trot, a fun-filled event for runners and walkers of all ages! Lace up your sneakers and get ready to hit the scenic trails of Breakheart Reservation in Saugus, MA, USA. Whether you're a seasoned...
9:30 am to 12:00 pm

Essex Turkey Trot 5K Race & Fun Walk

The Essex Massachusetts Lions host their annual 5k Turkey Trot!
The Essex Lion's Club hosts the annual turkey trot in beautiful Essex Massachusetts!
10:00 am to 1:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Come to Hammond Castle for the 6th annual Deck The Halls holiday celebration. Hammond Castle Museum will be dressed for the holidays inside and out. Delight in the enchanting ambiance of Christmas and White Birch trees, meticulously arranged garlands, festive wreaths, and the warm embrace of...
10:00 am to 4:00 pm

Swampscott Thanksgiving Farmer's Market

The Swampscott Farmers Market hosts a special Thanksgiving market in Massachusetts
The outdoor markets are done for the season but we will have one last indoor Thanksgiving Market on Sunday, November 19th at Swampscott High School Cafe. Stock up with fresh produce for your Thanksgiving table and get your Christmas shopping started early with our crafters!
10:00 am to 1:00 pm

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

Sea Festival of Trees | Sundays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more - Massachusetts
As one of New England’s must-see holiday traditions, the 12th Annual SeaFestival of Trees fundraiser opens Saturday, November 23, at the Blue Ocean Event Center in Salisbury, MA. With over 135 extravagantly themed trees, a full-size indoor skating rink, a spectacular giant sand sculpture, and Santa...
11:00 am to 5:00 pm

Amesbury Market Daze

Amesbury Market Daze happens every Sunday indoors at Barewolf Brewing in Amesbury, Massachusetts.
Welcome to Amesbury Market Daze at BareWolf Brewing, a vendor market where local surrounding Amesbury talent and community spirit converge.
12:00 pm to 4:00 pm
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