Sailing

Sail on the Schooner Fame

Take a sailing tour aboard Schooner Fame of Salem for Trails & Sails 2021!

Set sail on a full-scale replica of the famous 1812 privateer schooner FAME. Launched in 2003 from the H. A. Burnham Boatyard in Essex, MA, our new FAME takes the paying public for cruises on Salem Sound, where pirates, privateers, East Indiamen and men of war have been making history for 400 years. FAME sails up to five times daily, from May through October, from Pickering Wharf Marina in downtown Salem.

When: 
Sunday, September 18, 2022 11am-12:30pm
Location: 

Trails & Sails 2022

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration.

Essex National Heritage Area sites will offer over 150 free family fun events from September 17-26, 2021 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

When: 
Daily, September 16-25, 2022

Gloucester Schooner Festival 2022

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, September 1-5, 2022

Kids Sail Free on Schooner Adventure!

Schooner Adventure in Gloucester Massachusetts announces free sailing for kids in 2022!

Schooner Adventure in Gloucester Massachusetts announces free sailing for kids in 2022!* Sail into history on Gloucester's flagship vessel, a National Historic Landmark and icon of the American fisheries. Enjoy a two-and-a-half-hour sail on historic Gloucester Harbor, America's oldest fishing port.  Help the crew raise the sails, take a turn at the helm, learn about Adventure's  legacy and restoration, or sit back and enjoy the iconic sites of Gloucester Harbor.

When: 
Weekends through September 18, 2022 Times Vary
Fridays July 1, 8 & 29, 2022 Times Vary
Fridays August through September 18, 2022 Times Vary

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

USCG Tall Ship Eagle Comes to Salem!

USCG United States Coast Gaurd Cutter Barque Eagle comes to Salem Massachusetts!

The Coast Guard Barque EAGLE is making a port call in Salem, MA this August - arriving August 9 and staying through August 11!  The ship was built in 1936 in Germany, and commissioned as Horst Wessel, one of three sail training ships operated by the pre-World War II German navy. At the close of World War II, Horst Wessel was taken as a war reparation by the United States, recommissioned as the U.S. Coast Guard Cutter Eagle and sailed to New London, Connecticut. Eagle provides an unparalleled at-sea leadership and professional development experience for future officers of the U.S. Coast Guard.

When: 
Friday, August 9, 2019 Noon-7pm
Saturday, August 10, 2019 10am-2pm
Sunday, August 11, 2019 10am-7pm

Sailbot 2013

Robots come in all shapes and sizes, but in Gloucester this June you'll be able to see demonstrations of one-of-a-kind sail boat robots! SailBot 2013 is an international robotic sailing regatta open to student teams wishing to design, build and compete robotic sailboats. SailBot 2013, the North American competition for robotic sailboats will be held in Gloucester Harbor, Massachusetts. This year's event is hosted by Olin College and the City of Gloucester and includes 19 teams, including Gloucester High School, seven other high school teams and teams from several universities.

When: 
June 9-13, 2013

Schooner Challenge Benefit

The Schooner Challenge is a fundraiser for the Essex Shipbuilding Museum!

Hop aboard one of three Essex-built schooners and take part in a fun evening of friendly competition that raises funds to benefit the care and stabilization of the Essex-built schooner Evelina M. Goulart. Join the crew of Schooner Thomas E. Lannon, Schooner Ardelle or and the museum's flagship Lewis H. Story. Activities include: sail raising exercises, sailing around a marked course, man overboard drills, salty songwriting (extra credit for instrumentation), knot tying, best photo competition, and whatever else the captains can dream up! 

When: 
Monday, July 9, 2018 6-8pm

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 2022, 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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Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets,...
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, and Thursday mornings at 10 a.m. 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, Brian...
10:00 am to 10:45 am

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
10:00 am to 4:00 pm

Arts & Crafts for Little Ones with Colleen Apostolos

Art Classes for children with Colleen Apostolos
Certified Montessori teacher, artist and local mother, Colleen Apostolos-Marsh will guide your young artist in an exploration of color, shape, and texture. Using a variety of media, your child will be free to express their in a beautiful space while socializing and engaging in cooperative play....
10:30 am to 11:30 am

Festival of Trees By the Sea (Sundays) in Salisbury

 Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
The Annual Sea Festival of Trees is open Weekends (Friday-Sunday) Saturday, Nov. 19- Sunday, Dec. 4 and Thursday, December 1.. Experience the joy and excitement of the Seacoast’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more! Enter to win a...
11:00 am to 5:00 pm

Festival of Trees By the Sea in Salisbury

 Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
The Annual Sea Festival of Trees is open Weekends (Friday-Sunday) Saturday, Nov. 19- Sunday, Dec. 4 and Thursday, December 1.. Experience the joy and excitement of the Seacoast’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more! Enter to win a...
11:00 am to 8:00 pm

Wreath Making Workshop

Annual Wreath Making Workshop at the Essex Historical Society and Shipbuilding Museum
Join us at the Essex Historical Society & Shipbuilding Museum as Susie Talbot guides the group through decorating a 20" wreath. Susie is an extraordinarily talented individual who not only designed, but takes care of our front gardens. Amongst her many talents is decorating Holiday greens.
5:00 pm to 7:00 pm

Lighting of the Memory Tree

The Lighting of the Memory Tree is a solemn occasion to remember loved ones.
Gather around the tree in front of Essex Town Hall to honor loved ones past and place your memorial ornament. This is always a meaningful and peaceful way to begin the holiday season.
6:30 pm

Sunday, January 1

New Years Day

12:00 am to 11:59 pm

Friday, December 2

Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets,...
9:00 am to 9:00 pm

Christmas at Castle Hill

The Trustees' Castle Hill Christmas by the Sea 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 elegant Roaring-Twenties-themed decorations–pearls, feathers, ocean liner memorabilia, and more. Each room in our 1920s mansion is uniquely decorated for the holidays. Timed entry will limit the number of guests...
10:00 am to 8:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
10:00 am to 4:00 pm

Festival of Trees By the Sea in Salisbury

 Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
The Annual Sea Festival of Trees is open Weekends (Friday-Sunday) Saturday, Nov. 19- Sunday, Dec. 4 and Thursday, December 1.. Experience the joy and excitement of the Seacoast’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more! Enter to win a...
11:00 am to 8:00 pm

Hamilton-Wenham Farmers' Market

Hamilton-Wenham Community House hosts a Popup farmers market on the front lawn!
The Hamilton-Wenham Farmers’ Market is a food and flower market presented by The Community House. Vendor offerings must be grown, raised, or produced within 100 miles of Hamilton.
3:00 pm to 7:00 pm

Santa Comes to Essex

After Santa arrives in Essex, kids will have a chance discuss their wish list with him in person!
Kids of all ages are welcome to come down to Essex Town Landing for a visit with Santa and Mrs. Claus!
4:00 pm to 6:00 pm

Tree Lighting in Marblehead

Marblehead's tree lighting is always a festive occasion to kick off the holidays
The Tree Lighting will take place at the new National Grand Bank Parking Lot on Pleasant Street in Downtown Marblehead this year!  Enjoy the festive atmosphere and live music as the town lights the yearly Christmas tree! Festivities begin at 5:30pm with the tree lighting at 7pm.
5:30 pm to 7:00 pm

Hamilton-Wenham Carol Sing & Tree Lighting

Hamilton-Wenham Community Sing and tree lighting
The Community House Of Hamilton & Wenham invites children to bring their own flashlight or glowsticks for the tree and gazebo lighting and a Christmas Carol Sing for all ages! Carol Sing is coming back! Plus a special arrival of Santa, and a tree lighting! We have an amazing festive evening...
6:30 pm

Saturday, December 3

Winter Wonderland Pancake Breakfast

Come have breakfast with Santa at the Essex Elementary School in Essex Massachusetts!
Come on up to Essex Elementary School and ring in the cold winter with a hot pancake breakfast! Suggested contribution is $10 per individual or $25 for a family and all proceeds go to Essex Elementary fifth grade students’ end-of-year activities and the student activities fund.
8:00 am to 11:00 am
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