Gloucester Schooner Festival

Gloucester Schooner Festival 2025

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 27-31, 2025
Location: 
Downtown Gloucester
Gloucester Harbor
Gloucester Harbor Walk
Ocean Alliance
Gloucester
Concert
Fireworks
Parade
Outdoor Activity
Festival
History
Sailing
Gloucester Schooner Festival
Schooner

Heritage Day in Gloucester

Maritime Gloucester & Ocean Alliance hosts a day of free exciting demonstrations and interactive fun for all ages in Gloucester Massachusetts.

Maritime Gloucester is hosting their annual Heritage Day in honor of the Gloucester Schooner Festival 2025. Step aboard a schooner, learn about traditional shipbuilding and fitting out, watch America’s oldest marine railway in action, or explore the unique biology that makes our oceans so amazing. You can find it all at Maritime Heritage Day! Maritime Gloucester will be hosting a variety of local community organizations with an exciting array of demonstrations and interactive options for all ages.

When: 
Saturday, August 30, 2025 10am-4pm
Location: 
Maritime Gloucester
Gloucester Harbor Walk
Ocean Alliance
Gloucester
Workshop
Food
Demonstration
History
Games
Art
Gloucester Schooner Festival
Activity
Crafts
Heritage

Mayor's Cup Schooner Race

The Mayor's Cup Race at the Gloucester Schooner Festival is just part of the fun

Note: Due to the weather, these events have been postponed to Labor Day Monday. The Mayor's Race is a major part of the Gloucester Schooner Festival 2025, where participating schooners in the weekend activities compete for for the Esperanto Cup, Ned Cameron Trophy and Betty Ramsey Trophy off Eastern Point and East Gloucester.

When: 
Rain Date: Monday September 4, 2017 1pm
Location: 
Gloucester Harbor
Gloucester
Concert
Fireworks
Parade
Outdoor Activity
Festival
History
Sailing
Gloucester Schooner Festival
Schooner

Coast Guard Open House and Tours

Gloucester's US Coast Gaurd Station host an open house at their station in downtown Gloucester!

United States Coast Guard Station Gloucester is having an open house on Saturday, May 14, 2016. Stop by and learn all about the Coast Guard and its important role in Gloucester!  The United States Coast Guard Station Gloucester annual Safe Boating Day Open House will feature local marine vendors, safe boating displays, flare demonstrations, and tours of Coast Guard vessels, and more. Free to the public. Recreational boaters, commercial boaters, Loads of fun for the kids!

When: 
Saturday, May 14, 2016 at 10AM
Location: 
United States Coast Guard Station Gloucester
Gloucester
Tour
Open House
Gloucester Schooner Festival
Coast Guard

Lobster Bake at Maritime Gloucester

Enjoy lLobster on the wharf at Maritime Gloucester duirng the Schooner Festival!

Come to Maritime Gloucester for a community celebration of food, music and Gloucester's Maritime heritage! Enjoy freshly steamed lobster, corn on the cob, and a Virgilio's roll— all for $15 per person!  Where else can you get a boiled lobster for that price?  Relax on the wharf with your dinner or on the slopes of the Fitz Henry Lane lawn while listening to Old Cold Tater & Friends.

When: 
Saturday, August 30, 2014 4:30-7:30pm
Location: 
Maritime Gloucester
Gloucester
Food
Festival
Charity
Gloucester Schooner Festival
Heritage
Lobster
Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
Where: Pingree School
8:00 am to 6:00 pm
♦ Read More →

Salem Witch Hunt Walking Tour
Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
Where: Downtown Salem
9:00 am to 5:00 pm
♦ Read More →

Crescent Farm Corn Maze
Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
Where: Crescent Farm
9:00 am to 9:00 pm
♦ Read More →

Mini Movers at North Shore Children's Museum
Things to do for children in Peabody MA
Mini Movers is an engaging dance and movement class for young children at the North Shore Children's Museum. Led by experienced instructors, the program introduces young children to the world of dance in a safe and nurturing environment.
Where: North Shore Children's Museum
10:00 am to 11:00 am
♦ Read More →

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,...
Where: Community House Of Hamilton & Wenham
10:00 am to 10:45 am
♦ Read More →

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.
Where: Saugus Iron Works National Historic Site
11:00 am
♦ Read More →

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.
Where: Saugus Iron Works National Historic Site
2:00 pm
♦ Read More →

The Backyard Growcery
Join Backyard Growers at Burnham's Field in Gloucester Massachusetts for a weekly Farmer's Market
Stop by Gloucester’s new weekly farmers market, the Backyard Growcery, managed by Backyard Growers. The Backyard Growcery is located at Burnham's Field, an urban park near Gloucester’s thriving waterfront, and features small-scale North Shore farmers, bakers, a seafood vendor, an artisanal pizza...
Where: Burnham's Field
2:30 pm to 6:30 pm
♦ Read More →

Topsfield HomeGrown Market
Come to Topsfield Massachusetts Common for a homegrown market on the Wednesdays through July
The mission of the HomeGrown Market is to provide the Topsfield community with a series of family-friendly events that emphasize supporting local and offer the opportunity for Topsfield and surrounding North Shore farmers, gardeners, artisans, creators, performers, musicians, nonprofits, young...
Where: Topsfield Town Common
4:00 pm to 7:00 pm
♦ Read More →

Stargazing at Mendel Observatory
Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
Where: Mendel Observatory at Merrimack College
7:00 pm
♦ Read More →

Thursday, October 2

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
Where: Pingree School
8:00 am to 6:00 pm
♦ Read More →

Salem Witch Hunt Walking Tour
Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
Where: Downtown Salem
9:00 am to 5:00 pm
♦ Read More →

Crescent Farm Corn Maze
Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
Where: Crescent Farm
9:00 am to 9:00 pm
♦ Read More →

Haunted Happenings Marketplace
The Haunted Happenings Marketplace runs Thursdays-Sundays during October in Salem Massachusetts
The Haunted Happenings Merchant Marketplace is coming this October! Get ready for a one-of-a-kind shopping extravaganza throughout Historic (and some say haunted) Downtown Salem!
Where: Downtown Salem, Where: Salem Common, Where: Derby Square
10:00 am to 6:00 pm
♦ Read More →

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.
Where: Saugus Iron Works National Historic Site
11:00 am
♦ Read More →

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.
Where: Saugus Iron Works National Historic Site
2:00 pm
♦ Read More →

Salem Farmers' Market
The Salem Farmer's Market bring the goodness of local farm to downtown Salem!
The Salem Farmers' Market brings fresh local produce and other foods from North Shore farms and other local resources to downtown Salem every Thursday at  Bentley Academy Charter School!
Where: Derby Square
3:00 pm to 7:00 pm
♦ Read More →

Friday, October 3

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →
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