Schooner

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

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 2025, 10:30am or Noon

Marine Society Outings on the Schooner FAME

Schooner Fame's Marine Society Outings are designed for children ages 8-14 out of Salem Massachusetts

Marine Society Outings are designed for children ages 8-14. Each outing is five hours on the water, 9:00-2:00, usually with a stop at the islands to swim off the boat (swimming is optional). Participants raise and trim the sails, learn knots, steer the boat, and play silly camp games. We accept 16 kids per session. Cost is $85. For Salem residents the cost is just $55, thanks to the Marine Society! In the event of bad weather, Outings may be postponed to the next day, or cancelled, in which case you will receive a refund.

When: 
Wednesday, August 6, 2025 9am-2pm
Location: 

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

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

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

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

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Brookwood School Summer Program for kids Pre-K through 9 in Manchester Massachusetts

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

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm

February Vacation Programs for Kids at Danvers YMCA

February vacation week programs at the Danvers YMCA in Massachusetts
Looking for fun plans during February vacation week? The Danvers YMCA is hosting Vacation Break Adventures from February 16–20, offering a full week of engaging, hands-on activities for kids. There are themed days full of arts & crafts, science fun, gym games, swimming, and more. Highlights...
9:00 am to 4:00 pm

February Vacation Week at Appleton Farms

Appleton Farm's February Vacation Week Program is perfect for kids who want to explore the winterscapes of our extensive property!
In the winter, many people hunker down to stay indoors, but at Appleton Farms, we make the most of the cold, quiet season. There is no better place to spend winter farm days than in exploring in the snow and learning to love the outdoors in all seasons! This program is for kids who are looking to...
9:00 am to 3:00 pm

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...
Where: MIT Museum
10:00 am to 5:00 pm

Tuesday, February 17

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

February Vacation Programs for Kids at Danvers YMCA

February vacation week programs at the Danvers YMCA in Massachusetts
Looking for fun plans during February vacation week? The Danvers YMCA is hosting Vacation Break Adventures from February 16–20, offering a full week of engaging, hands-on activities for kids. There are themed days full of arts & crafts, science fun, gym games, swimming, and more. Highlights...
9:00 am to 4:00 pm

February Vacation Week at Appleton Farms

Appleton Farm's February Vacation Week Program is perfect for kids who want to explore the winterscapes of our extensive property!
In the winter, many people hunker down to stay indoors, but at Appleton Farms, we make the most of the cold, quiet season. There is no better place to spend winter farm days than in exploring in the snow and learning to love the outdoors in all seasons! This program is for kids who are looking to...
9:00 am to 3:00 pm

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...
Where: MIT Museum
10:00 am to 5:00 pm

Bruins PJ Pep Rally

Dome to Sawyer Free Library in Gloucester Massachusetts for a Boston Bruins PJ Pep Rally!
Boston Bruins Mascot Blades is coming to The Sawyer Free Library, Gloucester to get the community involved in the Boston Bruins Annual Pajama Drive to benefit DCF Kids and Cradles to Crayons.
2:00 pm to 3:30 pm

Chess Club at Salem Public Library

Salem Public Library hosts a weekly chess club for all ages on Tuesday evenings.
Salem Public Library the library is hosting weekly chess nights where players of all ages can play and learn from each other.  Whether you're new to the game or a veteran player, all skill levels welcome, and basic instruc
6:30 pm to 7:30 pm

Wednesday, February 18

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm
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