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
Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

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

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 .
8:00 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

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

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

Wednesday, September 10

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

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

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 .
8:00 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

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

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,...
10:00 am to 10:45 am

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.
11:00 am

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.
2:00 pm

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...
2:30 pm to 6:30 pm
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