Gloucester

Santa at Sea Cruise

Sail with Santa aboard the Beauport Princess on the water of Gloucester Harbor in Massachusetts

Enjoy a holiday harbor cruise aboard Beauport Cruiselines with Santa! Take in the beautiful views of Gloucester Harbor, all while singing holiday carols with elves, enjoying hot cocoa and cookies, and listening to a reading of “The Night Before Christmas.” Plus, a visit from Santa himself! Tickets include hot cocoa, cookies, and a picture with Santa. A Cash bar will be available. Two 90 Minute cruises are offered.

When: 
Sunday, December 15, 2024 11am or 2pm

Deck the Docks at Maritime Gloucester

Deck the Docks at on the Gloucester Massachusetts Waterfront and join the holiday cheer!

Come to Maritime Gloucester for fun holiday happenings on the waterfront in Gloucester Massachusetts! Find unique maritime themed gifts and stick around for kids events including kids holiday crafts with Cape Ann Art Haven, free hot cocoa, story time in the classroom, Musical Performance by The Gloucester Student Band, Santa's arrival by schooner and more during Gloucester's Middle Street Walk 2025.

When: 
Saturday, December 14, 2024 10am-7pm

Fishtown Horribles Parade of Trees

Fishtown Horribles Parade Trees, a holiday fundraiser in Gloucester Massachusetts

Gloucester's Fishtown Parade of of Trees is a community holiday fundraiser for the annual Fishtown Horribles Parade in July! Take a stroll the the Parade of Trees and find your favorites! All trees are donated and decorated by community members, businesses and organizations.

When: 
Saturday, December 7, 2024 10am-8pm
Sunday, December 8, 2024 11am-5pm

Gloucester Community Safety Day 2024

Come to Harbor Loop for a kid friendly day of public safety demonstrations by the US Coast GaurdGloucester Fire Department and Police.

United States Coast Guard Station Gloucester is having an open house and safe boating day! 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, tours of Coast Guard vessels, and more. Free to the public. Recreational boaters, commercial boaters, loads of fun for the kids!

When: 
Saturday, September 28, 2024 10am-2pm

It’s a Hard Dock Life at Maritime Gloucester

Finding and Identifying Marine Invasive Species at Maritime Gloucester in Massachusetts as partof Trails& Sails

Maritime Gloucester invites participants to pull up dock lines on the pier and see what marine creatures we can find! Using magnifying glasses, microscopes, and identification cards, we’ll discover as many marine invasive critters as we can. After investigating the dock, we encourage families to explore the Maritime Gloucester Campus, including the Seapocket Aquarium, the Marine Science & Education Center, and Gorton’s Seafood Gallery of Maritime Heritage in Gloucester, all free of charge.

When: 
Saturday, September 15, 2024 10am-3pm

Falconry & The Medieval World | Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts for a live falconry presentation

Falconry is the sport of hunting with a trained bird of prey. It is also the demanding art of training a predatory bird that is by nature wary of people to hunt cooperatively with a human partner. Although the sport has a 4,000 – year history, its glory days were indisputably the medieval period.  While this presentation centers around live birds used in falconry, it is not a flight demonstration but a history-rich look at an ancient sport. Focusing on the medieval period, it explains the characteristics of the birds of prey used, how the sport reflected the lifestyle of the time, and the historical reasons behind falconry’s rise and fall.

When: 
Sunday, August 20, 2023 10am-2:00pm

Ocean Views Walk from Ravenswood to Rafe's Chasm

Take a hike along the newly created trail links the southern edge of the Trustees of Reservation's Ravenswood Park with the City of Gloucester's Rafe's Chasm Park.

Join us for a hike across Magnolia Woods to the oceanside cliffs of Rafe’s Chasm! This 3-mile round trip hike takes us through a 300-acre area of woodlands owned by the City of Gloucester (across the street from Ravenswood Park), out to Rafe’s Chasm, which features spectacular views of the ocean from rocky cliffs.

When: 
Saturday, September 21, 2024 10am-12:30pm
Location: 

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Landmark Skills+ Summer Course at Landmark School in Beverly 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

Nice n' Easy Hike at Breakheart Reservation

Nice and Easy winter hike at Breakheart Reservation in Saugus Massachusetts
Join the Park Interpreter for this weekly guided hike! Each trip will highlight natural and historic features unique to Breakheart. Hikes are moderately paced and range from 2-3 miles over sometimes uneven and rocky terrain. Best for ages 8 years and up. Meet at the Visitor Center.
9:30 am to 11:30 am

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

Gloucester's So Salty 2026

Celebrate Gloucester Massachusetts recognizably salty character with local cultural institutions in the heart of downtown.
Celebrate the fish city’s recognizably salty character with local cultural institutions and businesses during the 5th Annual Gloucester’s So Salty festival sponsored by the Cape Ann Museum in partnership with Discover Gloucester! This annual event brings over 2,000 people to the downtown area each...
10:00 am to 4:00 pm

Native Seed Sowing at Long Hill

Seed Sowing Workshop at The Trustess of Reservations' Long Hill Gardens in Beverly Massachusetts
Join Cole Campbell, production horticulturist at Native Plant Trust, for this native seed-sowing workshop at Long Hill Public Garden in Beverly, MA. Learn about our native plant seeds, and then get your hands in the soil to sow some seeds that you can take home with you.
11:00 am to 12:30 pm

Sunday, February 8

Amesbury Winter Market

Amesbury Winter Market Daze at Barewolf Brewing January 11-February 8, 2026
Amesbury Market Daze is your friendly local community marketplace. We take pride in curating a marketplace that showcases local art and food from talented local artisans, chefs, farmers, creators and curators of surrounding Amesbury, Massachusetts. Join us throughout the year to curate and foster a...
12:00 pm to 4:00 pm

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
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, 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...
2:30 pm to 4:00 pm

Monday, February 9

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

Tuesday, February 10

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

Wednesday, February 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!
7:00 am to 6:00 pm

Thursday, February 12

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

Friday, February 13

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

Kidleidoscope at Breakheart Reservation

Kidleidoscope is a program designed for preschoolers at Breakheart Reservation in Saugus Massachusetts
Come join our park interpreter for a story time and nature walk! Complete a small craft and explore the woods! Walks are gently paced and approximately 1 mile, though not accessible for strollers. Appropriate for families with children 3-5 years old. Meet at the Visitor Center.
10:30 am to 11:30 am

Saturday, February 14

Valentine's Day

12:00 am to 11:59 pm
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