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 15-24, 2023 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 15-24, 2023

Gloucester Schooner Festival 2023

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 31-September 4, 2023

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 2023!* 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: 
Friday, June 29, 2023 11am & 5pm
Sundays through July, 2023 Times Vary - Check Calendar
Fridays July 7, 14 & 21, 2023 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

Sailbot 2013

Robots come in all shapes and sizes, but in Gloucester this June you'll be able to see demonstrations of one-of-a-kind sail boat robots! SailBot 2013 is an international robotic sailing regatta open to student teams wishing to design, build and compete robotic sailboats. SailBot 2013, the North American competition for robotic sailboats will be held in Gloucester Harbor, Massachusetts. This year's event is hosted by Olin College and the City of Gloucester and includes 19 teams, including Gloucester High School, seven other high school teams and teams from several universities.

When: 
June 9-13, 2013

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A Landmark Summer Experience at Landmark School in Beverly Massachusetts prepare students for success in the fall and beyond.

Annual ECTA Equine Expo & Tack Sale

Essex County Trail Association is hosting the annual Equine EXPO at Topsfield Fairgrounds
Essex County Trail Association is hosting the 29th annual Equine Expo & Tack Sale to be held on Saturday, April 20, 2024 from 9-3 in the Arena Building at the Topsfield Fairgrounds on Route 1, Topsfield, MA.  Individuals, groups & businesses make up our booths offering new and used items...
9:00 am to 3:00 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 3:59 pm

Early Spring Birds at IRWS

Come learn what birds are returning to the North Shore at the Ipswich River Wildlife Sanctuary! Image: Mass Audubon
Come learn what birds are returning after spending the winter months in the warm south. Equipped with binoculars, let's see how many different colors, sizes and sounds of birds we can find. We'll observe nests and attempt to build one of our own!
10:00 am to 11:30 am

Earth Day Volunteer Clean Up at Appleton Farms

Kids and familiers are encourage to volunteer on Earth Day at Appleton Farms in Ipswich Massachusetts!!
Join the Trustees on Saturday April 20th to celebrate Earth Day on the farm! Neighbors, families, and community members will work together to clean up the farm, complete barnyard projects, restore the chicken enclosure, clean up trails, split and stack wood, assist with property enhancements, and...
10:00 am to 1:00 pm

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 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

Earth Day Program with IRWA at NSCM

Celebrate Earth Day with the Ipswich River Watershed Association
Celebrate with art, conversation, and water! This is the biggest holiday of the year for IRWA, and we’re ready to celebrate.
10:00 am to 11:00 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

Family LEGO Fun

Families are invited to come build using LEGOs at the Danvers MA Public Library
Come to the Danvers Library for a LEGO Family Build. We’ll provide the LEGOs; you provide the family and the building ideas. Ages 4 and up -- join us for inter-generational LEGO building! 
10:00 am to 12:00 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

The Wetu and the White-Ellery House

Visit the Native American WETU at White Ellery House in Gloucester Massachusetts
Visit the Cape Ann Museum (CAM) Green, the Museum’s second campus off Grant Circle and Route 128, for a tour of the historic White Ellery House (1710) and the indigenous wetu. These two structures provide an important opportunity to explore the early colonization of Gloucester and the impact on the...
10:30 am to 1:00 pm

Dads & Donuts Storytime at NTL

Dads & Donuts Storytime at Newbury Town Library in Massachusetts
Come to our Dads and Donuts monthly event to get quality bonding time with your child, listen to some stories, and eat donuts! You don't have to be a dad to come- all family members are welcome.
10:30 am to 11:30 am

Monserrat Renaissance Fair & Market

Monserrat College of Art hosts a Renaissance Fair and Market on Beverly Common in Massachusetts
Have you heard of Montserrat College of Art’s Renaissance Fair and Art Market ? This event is completely student ran and we hope you are able to come. We encourage you to dress up in your best Renaissance attire.
11:00 am to 6:00 pm

Salisbury Beach Carousel - Saturday Hours

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: Friday: 4 pm to 8 pm Saturday: 12 pm to 8 pm Sunday: 12 pm to 6 pm Hours of operation are to change.
12:00 pm to 8:00 pm

North Shore Nature Fair & Wicked Kidz Fun Race at Glen Urquhart School

oin us on Earth Day at GUS for hands-on activities & nature-based projects in Beverly Farms Massachusetts
Celebrate Earth Week at GUS with a variety of hands-on activities and nature-based projects led by GUS educators and partners from across the North Shore. This is a free, family-friendly event, open to the public.
1:00 pm to 3:00 pm

Cow Connection at Appleton Farms

Join The Trustees of Reservations at Appleton Farms for Cow Connection in Ipswich Massachusetts
Come and meet, cuddle, brush, scratch, talk, and sit with our hand-raised cows at Appleton Farms! The mild heart rate and warm body temperature of the cows induces a slowing of our own heart rate, as well as the release of Oxytocin, our social bonding hormone. Visit our scenic and historic dairy...
3:00 pm to 4:00 pm

Sunday, April 21

Spring Birding Walk—Symphony of Bird Song!

You and your child can learn the basics of birding at Halibut Point State Park in Rockport Massachusetts
Stroll the trails of this seaside treasure while learning birding basics. Hear the symphony of spring bird song, watch for them in the woodland’s and at water’s edges. Learn about bird sounds, habits, and flight patterns. Enjoy extraordinary views. Bring binoculars if you have them!
8:00 am to 10:00 am

Story Walk |This Is the Nest Robin Built

Kids will enjoy this self-guided story based tour of the Halibut Point State Park in Rockport Massachusetts! Photo by Bill O'Connor
Enjoy a story, fresh air and exercise at Halibut Point State Park ! Join us on the grounds of the for a self-guided StoryWalk® featuring the children’s picture book This is the Nest Robin Built, by Denise Fleming. Follow the path to book pages posted along the route. A wonderful story awaits! For...
8:00 am to 4:00 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 3:59 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 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

Befriend the Barnyard

Befriend the Barnyard is a hands-on barnyard experience at the Trustees of Reservations' Appleton Farms in Ipswich Massachusetts
Discover our special barnyard animals! Our Angora rabbits Violet, Mabel, Oiver and Charles; Nubian goats Maeve, Morgana, and Mordred; dairy cows Gray, Jasmine, their calves Gigi and Joanie and our friendly flock of heritage chickens will take center stage as we learn about what makes them so unique...
11:00 am to 1:00 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 weekly vendor market where local surrounding Amesbury talent and community spirit converge.
12:00 pm to 4:00 pm

Salisbury Beach Carousel - Sunday Hours

Carousel at Salisbury Beach MA. Parties, Family Reunions, Weddings, Showers, Birthday Parties
Salisbury Beach Carousel Hours: Friday: 4 pm to 8 pm Saturday: 12 pm to 8 pm Sunday: 12 pm to 6 pm Hours of operation are to change.
12:00 pm to 6:00 pm

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 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 and arts through hands-on projects and experiments. This program is free with admission to the play session.
2:30 pm to 4:00 pm
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