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 in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

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 →

Saturday, June 20

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 →

The Legacies of Long Hill: House & Garden Tour
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. Step inside the beauty and layered history of Long Hill with a guided tour of its breathtaking gardens and historic house. Once the...
Where: Long Hill and Sedgwick Gardens
10:30 am to 12:00 pm
♦ Read More →

Low-Sensory Play at North Shore Children's Museum
Low-Sensory Play at NorthShore Children's Museum in Peabody Massachusetts
Join us for a low-sensory play session. For some children, visiting places like NSCM can be over-stimulating. This special play session will have reduced noise, crowds, and stimulation. While medical diagnosis is not required, we encourage that these limited tickets be used for families with a...
Where: North Shore Children's Museum
2:00 pm to 4:00 pm
♦ Read More →

Family Dusk Paddles

Join us as we look for elusive river mammals at Ipswich River Wildlife Sanctuary. Photo: American Beaver ©Scott Santino
Have you ever seen a muskrat swimming or a beaver slapping its tail in alarm? We'll look for these elusive mammals while canoeing along the Ipswich River at dusk. Discover some of the clues—such as chewed trees, lodges, or burrows on the riverbank--that they leave behind as we paddle.
Where: Ipswich River Wildlife Sanctuary
5:30 pm to 8:30 pm
♦ Read More →

Sunday, June 21

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 →

The Legacies of Long Hill: House & Garden Tour
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. Step inside the beauty and layered history of Long Hill with a guided tour of its breathtaking gardens and historic house. Once the...
Where: Long Hill and Sedgwick Gardens
10:30 am to 12:00 pm
♦ Read More →

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...
Where: North Shore Children's Museum
2:30 pm to 4:00 pm
♦ Read More →

Monday, June 22

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 →

Tuesday, June 23

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 →

Barnyard Story Hour at Appleton Farms
Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Bring your little ones to Appleton Farms for our farm-fresh story hour. We will read books about animals and nature, maybe sing a song or two, then head up to the carriage barn to visit our Nubian goats, Angora rabbits and see what other animals are out and about on the farm. We will engage in...
Where: Appleton Farms
10:30 am to 11:30 am
♦ Read More →
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