Sail

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

Kids Sail Free on the Schooner Lannon

Kids ride free on the 10:30am an Noon Saturday Cruise on the Schooner Lannon through Summer

Schooner Thomas E. Lannon is a fixture on the Gloucester Harbor vista throughout the day in the warm months, but to really experience the Lannon, you need to come aboard and go for a cruise!  Sail and see lighthouses, castles, scenic beaches, and magnificent waterfront homes.

When: 
Saturdays through July and August 2023, 10:30am or Noon

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

Kay Ellis Scholarship Fundraiser

The Kay Ellis Scholarship Fundraiser Sail and Dock Party August 20, 2018

Come to the Kay Ellis Memorial Fundraiser for a night of fun in Gloucester! Enjoy a sunset schooner cruise aboard the Lannon or Ardelle, followed by dinner, dessert, local music, and a pirate raffle. In 2017 & 2018, $9,000 was awarded each year to students studying Hospitality and Tourism. Join us to help support the future youth of our Cape Ann industry.

When: 
Monday, August 19, 2019 6-10pm

Spring Launch of the Schooner Ardelle

Schooner Ardelle will be launched at Maritime Gloucester on April 27 at 12:30!

Maritime Gloucester invites boating enthusiasts of all ages to the Spring launching of the Schooner Ardelle! Harold Burnham and his volunteer crew have been getting his beautiful Pinky Schooner Ardelle ready for another exciting season sailing form Maritime Gloucester and she's ready to launch! The launching will take place at the Maritime Gloucester Marine Railway, the oldest continuously operating marine railway in the United States.

When: 
Saturday, April 27, 2013 12:30pm

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

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

Wenham Museum Spring/Summer Sports Sale

Spring & Summer Sports Sale at Wenham Musseum in Massachusetts
Back by popular demand! After a successful inaugural sale in 2024, Wenham Museum’s Spring & Summer Sports Sale returns for its second year. In keeping with the Museum’s former Attic Treasures Sale tradition, the Spring & Summer Sports Sale brings the community together for a fun and...
10:00 am to 6:00 pm

Gloucester Education Foundation's Power of Play Festival

Gloucester Education Foundation is proud to host Power of Play Festival, a day of play for Gloucester Massachusetts families and kids of all ages. Gloucester Education Foundation's Power of Play Festival
Gloucester Education Foundation hosts the annual Power of Play Festival in Gloucester Massachusetts. A day of hands-on, low-tech play for all ages, hosted by Gloucester Education Foundation and run by a powerhouse team of community and student volunteers.
11:00 am to 2:00 pm

Amesbury Winter Market

The Amesbury Winter Market happens every other Sunday indoors at Barewolf Brewing in Amesbury, Massachusetts.
Welcome to Amesbury Market Daze at BareWolf Brewing, a bi-weekly vendor market where local surrounding Amesbury talent and community spirit converge. We take pride in curating a consistent marketplace that showcases local art and food from talented local artisans, chefs, farmers, creators and...
12:00 pm to 4:00 pm

Monday, March 24

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

Wenham Museum Spring/Summer Sports Sale

Spring & Summer Sports Sale at Wenham Musseum in Massachusetts
Back by popular demand! After a successful inaugural sale in 2024, Wenham Museum’s Spring & Summer Sports Sale returns for its second year. In keeping with the Museum’s former Attic Treasures Sale tradition, the Spring & Summer Sports Sale brings the community together for a fun and...
10:00 am to 6:00 pm

Tuesday, March 25

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

Wenham Museum Spring/Summer Sports Sale

Spring & Summer Sports Sale at Wenham Musseum in Massachusetts
Back by popular demand! After a successful inaugural sale in 2024, Wenham Museum’s Spring & Summer Sports Sale returns for its second year. In keeping with the Museum’s former Attic Treasures Sale tradition, the Spring & Summer Sports Sale brings the community together for a fun and...
10:00 am to 6:00 pm

Music Together - Tuesday in Marblehead

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® of Salem classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45...
10:00 am to 10:45 am

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Barnyard stories really come alive when you get to see the main characters in real life! Bring the kids down to Appleton Farms for our farm-fresh version of story time. Explore the farmstead, visit our learning garden, see our cows and rabbits, and find a spot to play under a shady tree in our...
10:30 am to 11:30 am

Guided Tour | When Granite Was King!

Find out the story behind the history of granite quarrying at Halibut Point State Park in Rockport, Massachusetts!
Halibut Point State Park is also a granite quarry with a history that goes back billions of years! Over one hundred years ago, the Rockport Granite Company quarried granite stone here.
11:00 am to 12:30 pm

Wednesday, March 26

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

Music Together - Wednesday

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...
9:30 am to 11:15 am

Wenham Museum Spring/Summer Sports Sale

Spring & Summer Sports Sale at Wenham Musseum in Massachusetts
Back by popular demand! After a successful inaugural sale in 2024, Wenham Museum’s Spring & Summer Sports Sale returns for its second year. In keeping with the Museum’s former Attic Treasures Sale tradition, the Spring & Summer Sports Sale brings the community together for a fun and...
10:00 am to 6:00 pm
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