Kayak

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails

Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water, and the gorgeous Head Lands property. This is your only chance to kayak/SUP for free!! Come join us any day Sept. 13-28 at 10:30am.

When: 
Daily, September 13-28, 2025 10:30-11am

Crane Outdoors: Kayak Adventure on the Castle Neck River

Take a guided kayak paddle adventure on the Castle Neck River with the Trustees of Reservations!

One of the best was to enjoy the natural beauty of the Massachusetts North Shore is kayaking the placid waters of the Great Marsh—the largest continuous stretch of salt marsh in New England, extending from Cape Ann to New Hampshire. The Castle Neck peninsula on the Crane Estate is a vast barrier beach that protects the tidal estuary of the Essex River basin. Running along its back side is the Castle Neck River, a superb location for paddlers of all skill levels to explore these sheltered waters.

When: 
Saturday & Sundays through August 31, 2025 Time Varies
Other Dates Available: Memorial Day

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Take a guided kayak paddle and hike to Choate Island with the Trustees of Reservations!

Join The Trustees of Reservations for a paddle and a hike – what better way to spend an afternoon? Kayaking the pristine, sheltered waters of the Essex River Basin offers one of the top on-the-water experiences to be had in Northeast. Add to that a hike on the area’s largest island and you have the makings of an epic adventure. This combined outdoor trip in the Crane Wildlife Refuge—home to myriad birds and mammals including egrets, herons, deer, and coyote—offers an opportunity to fully experience all this beautiful area has to offer.

When: 
Sunday & Monday May 25 & 26, 2025
Saturdays, May 31 - August 30, 2025 1-4:30pm
Sundays, June 15 - August 31, 2025 1-4:30pm
No session: June 14, 21 & 28, July 13 & 27, August 16

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Enjoy a sunset paddle with the Trustees of Reservations at the Crane Wildlife Refuge in Ipswich Massachusetts

Join The Trustees of Reservations for a sunset paddle in Essex Bay! On this outing into the heart of the Crane Wildlife Refuge, we will be paddling in the protected waters of one of the most scenic sections of the Great Marsh—the largest contiguous salt marsh in New England. We’ll either paddle around Choate Island with a landing on Long Island, or down the Castle Neck River, landing on Castle Neck (varies based on wind/tide conditions on the day of the event). Along the way, we’ll observe the wide variety of wildlife found in the marsh, including egrets, herons, and other shore birds. You can count on making an amazing connection with nature and creating enduring memories as we paddle home into the setting sun.

When: 
Saturdays, June 17 & 24, 2023 Time Varies
Wednesdays, Friday-Sunday, June 28-September 17, 2023 Time Varies

Moonlight Paddle on Lake Gardner

BYOB- bring your own boat - to this Trails & Sails twilight paddle at Lake Gardner!

Paddle the quiet waters of the Powow and enjoy the late summer evening air! On this date an afternoon moonrise will progress to 74% of full Harvest Moon illumination at 8:46 PM. Shine on!! This provides the optimum opportunity for a beautiful moonlit paddle along the shores of the Powwow Conservation Area on scenic Lake Gardner. Starting at the recently refurbished Lake Gardner Beach, we will leisurely paddle from the placid waters of the lake into the quiet canopy of the Powow River and back.

When: 
Sunday, September 24, 2023 7:30-9:30pm
Location: 

Kayak & Paddleboard River Races

Yankee Homecoming Kayak & Paddle Board River Race. River kayakers.  Photo: Plum Island Kayak

Newburyport Youth Services

Join the fun of the 3rd Annual Kayak and Paddle Board River Race.   Participants will launch at Cashman Park boat ramp off Merrimac Street. The contestants will paddle up River at low tide/slack tide around Ram Island, Carr Island, Deer Island and back to Cashman Park with the out going tide,  4.6 miles.

When: 
Saturday, July 27, 2019 10am
Race Starts at 11:30am
Location: 

Morning Kayak to Choate Island

Take a guided kayak paddle to Choate Island with the Trustees of Reservations!

Join The Trustees of Reservations for a paddle and a hike – what better way to spend a summer morning? Paddle across Essex Bay from the Trustees of Reservations boat dock to Choate Island. We’ll beach our boats for a tour of the island, stopping in at the Proctor Barn, the White Cottage and the Choate House, then continuing to the highest point on the island where Cornelius and Miné Crane are buried. After the hike, we’ll kayak around the island to get the views from the water (tides permitting).

When: 
Sunday, June 25, 2017 8:30-10:30am

Annual Ectathlon

The Essex County Trail Association ECTAthlon includes horseback riding, kayaking, mountain biking and running!

The ECTA annual ECTAthlon is friendly relay competition held at Bradley Palmer State Park in Topsfield and Hamilton and on private trails in Ipswich where teams or individuals compete in running, mountain biking, horseback riding and kayaking events.  This unique event, which will be held on Saturday, June 4th, was envisioned as a way to bring diverse trail users together in a fun and exciting way, and to highlight the incredible network of trails in our area.  The June 4th date also coincides with American Hiking Society’s National Trails Day, a series of nationwide events celebrating trails and trail access.

When: 
June 4, 2016 9am-2pm
Landmark Summer Experience 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

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.
7:00 am to 7:00 pm

Breakfast with Santa

Kids will enjoy breakfast with Santa at the Hamilton Wenham Community House
Come and enjoy a continental style breakfast and get your picture taken with Santa. We will also have a letter writing station and music entertainment.
8:00 am to 12:30 pm

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....
9:00 am to 5:00 pm

Middle Street Walk 2025

The lighting of the Lobster Trap Tree is part of Middle Street Walk's finale in Gloucester Massachusetts.
The Annual Middle Street Walk is a great way to experience Gloucester's Historic District and waterfront while having Holiday fun with the family.
9:00 am to 5:00 pm

Boot Camp For Birth Support & Beyond

Boot Camp For Birth Support & Beyond for caregivers at Beverly Hospital in Massachusetts
Most education surrounding childbirth focuses on the person carrying the child, as it rightly should. Those in the role of supporting childbirth (spouses, significant others, couples using a surrogate, etc) should be equally as prepared for the joys and challenges in store. In this class you’ll...
9:00 am to 11:00 am

Newburyport Holiday House Tour 2025

Newburyport Holiday House Tour hosted by the Newburyport PTO Kitchen Tour
Enjoy touring private residences and unique spaces throughout Greater Newburyport, all decorated in holiday style both inside and out. Your self-guide tour will lead you through each of our homes all decked out both inside and out in holiday style reflecting the homeowner’s individual celebrations...
9:30 am to 4:00 pm

CraneExplorer: Coastal Holiday Crafts

Make holiday gifts with beach treasures from the Crane Wildlife Refuge in Ipswich Massachusetts
This holiday season, give a gift from the sea! Beach treasures make beautiful holiday ornaments, jewelry, and keepsakes. Join this workshop to take a beach walk to collect coastal treasures and then make some coastal crafts with our educators. Bring your own shells and beach treasures and we will...
10:00 am to 3:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.
10:00 am to 12:00 pm

Christmas at Castle Hill | A Nod to Nature

Christmas at Castle Hill | A Nod to Nature is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts
Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s event celebrating the beauty of the natural world. You’ll see birds, flowers, snowflakes, and more as you view 18 spaces decorated for the holidays.
10:00 am to 8:00 pm

Middle Street Walk Gingerbread Contest 2025

Middle Street Walk Gingerbread Contest entries can take any shape.
Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape.  All entries will be judged prior to the start of the Middle Street at 10am. 
10:00 am to 3:00 pm

Ipswich Jingle Bell Walk

Join friends and family for a day of holiday festivities and cheer! Sing carols with Buddy the Elf while waiting for Santa’s arrival.
Get ready for a day full of holiday magic and cheer! Join us at the Ipswich Town Wharf to welcome Santa as he makes his grand entrance. Sing along to festive carols with Buddy the Elf while we wait for the big moment! You can even buy your own jingle bells to ring as we follow Santa and Buddy on a...
11:00 am to 1:00 pm

Santa's Workshop

Santa's Workshop in Newburyport, Massachusetts. Visit Newburyport MA during the holidays
Newburyport is a favorite local town to shop - especially during the holidays. Bring the family to Newburyport to visit Santa in his traditional workshop, share your wish list, and snap a photo with Mr. Claus!
11:00 am to 2:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 pm

The Nutcracker Panto - Matinee

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
The tree is lit up and the stockings are hung and Clara’s Christmas is perfect…except for her Uncle Drosselmeyer sitting up on that clock and the sudden rat infestation…sounds like panto time!Edward Speck and Joshua Shack return to direct another cracking holiday panto, this time seizing on...
3:00 pm

The Musary presents A Charlie Brown Christmas

The Musary performs A Charlie Brown Christmas at the The Community House in Hamilton Massachusetts
The Musary brings Charlie Brown's Christmas to The Community House! We are absolutely thrilled to welcome you back to one of our most cherished traditions— Charlie Brown Christmas!
3:00 pm

The Nutcracker Panto

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
Theater in the Open is happy to be back at the Firehouse for our production of A Nutcracker Panto, written by Edward F. Speck and adapted from the classic holiday ballet. Presented in the traditional British panto style, this holiday send-up is a family friendly romp through Clara’s adventure with...
7:00 pm

Sunday, December 14

ECGA Mutt Strut

Hike Thompson Street Reservation in Gloucester Massachusetts with your dog and the ECGA!
An adventurous outing for you and your pup! Tompson Street has a little of everything: wooded trails, bridges across the swamp, rocky outcroppings…! The dogs and humans have a blast!
1:00 am to 3:00 pm

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.
7:00 am to 7:00 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

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....
9:00 am to 5:00 pm

Christmas at Castle Hill | A Nod to Nature

Christmas at Castle Hill | A Nod to Nature is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts
Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s event celebrating the beauty of the natural world. You’ll see birds, flowers, snowflakes, and more as you view 18 spaces decorated for the holidays.
10:00 am to 8:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Santa's Workshop

Santa's Workshop in Newburyport, Massachusetts. Visit Newburyport MA during the holidays
Newburyport is a favorite local town to shop - especially during the holidays. Bring the family to Newburyport to visit Santa in his traditional workshop, share your wish list, and snap a photo with Mr. Claus!
11:00 am to 2:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 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

The Nutcracker Panto - Matinee

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
The tree is lit up and the stockings are hung and Clara’s Christmas is perfect…except for her Uncle Drosselmeyer sitting up on that clock and the sudden rat infestation…sounds like panto time!Edward Speck and Joshua Shack return to direct another cracking holiday panto, this time seizing on...
3:00 pm
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