Sailing

Trails & Sails 2019

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 20-29, 2019 for the annual celebration of TRAILS & SAILS. Participants can hike, bike, paddle, stroll or sail through the region and Essex National Heritage Area will provide a passport to fun and adventure. It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

When: 
Daily, September 20-29, 2019

Sail on the Schooner Fame

Take a sailing tour aboard Schooner Fame of Salem for Trails & Sails 2018!

In honor of our partners at Essex Heritage, a free sail on FAME, a full-scale replica of a famous privateer that sailed from Salem during the War of 1812 and captured 20 ships! We sail up to five times a day between May and October from Pickering Wharf Marina in downtown Salem. Special Instructions: This is a first-come, first-served event. We will hand out tickets to the first 32 people in line at 11:15 AM on Sunday. Your entire group must be present at 11:15 as we will only hand out one ticket per person. There are no exceptions to this policy.

When: 
Sunday, September 22, 2019 11:30am-1:15pm
Location: 

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

Gloucester Schooner Festival 2019

The Gloucester Schooner Festival celebrates maritime, sailing and fishing herita

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 30 - September 3, 2019

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 2019, 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

Sail Boston transit Boston to Gloucester

Sail with the tall ships from Boston to Gloucester aboard the Schooner Ardelle!

Schooner Ardelle invites you on a unique adventure on the coast of the North Shore!  Board the Ardelle as we depart the Sail Boston festival and sail back to Gloucester in company of the fleet of Tall Ships participating in the Tall Ships Challenge/Redez-vous Tall Ships Regatta race from Massachusetts to Canada. We will return to Gloucester in the afternoon, prior to the race start. Tickets are also available to join the Ardelle to watch the start of the tall ships regatta that afternoon! Passengers are responsible for arranging their own transportation to Boston and out of Gloucester. Trunnel tickets and Vouchers are not valid for this unique sailing experience.

When: 
Thursday, June 22, 2017

Lynx - America's Privateer comes to Newburyport

Come to Newburport for a chance to tour the privateer schooner Lynx

The celebrated War of 1812 Tall Ship LYNX “America’s Privateer” comes to Newburyport for the first time! Lowell’s Boat Shop is pleased to partner with the Lynx Educational Foundation operators of the Tall Ship Lynx for her first time ever visit to the city of Newburyport, MA from June 2-6.  It is our high honor to bring this national treasure Lynx to the birth place of the United States Coast Guard, Newburyport.

When: 
Thursday, June 2 - Monday, June 6, 2016

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Waldorf School at Moraine Farm - Beverly MA

An Old-Fashioned 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 beautiful and nostalgic "An Old-Fashioned Christmas". Each room in our 1920s mansion is festively decorated by garden clubs, florists, designers, and other organizations. You'll find live music and dance, fresh...

MarketStreet Lynnfield Outdoor Ice Skating and Warming Tent

Outdoor Ice Skating and Warming Tent at MarketStreet Lynnfield
MarketStreet Lynnfield will once again welcome guests to celebrate the magic of the winter season with the return of The MarketStreet Rink sponsored by Capital One.

Gingerbread Decorating Workshop at Marini Farm

Kids will learn how to decorate gingerbrad houses at Marini Farm in Ipswich MA!
Celebrate the season with us, friends and gingerbread fun. Decorate your very own gingerbread house and take it home to eat or display as a centerpiece during your holiday celebrations. Enjoy endless decorating options, from frosted roofs, gum drop fences and cookie christmas trees.

Rockport Maker's Festival

Come celebrate the maker spirit in downtown Rockport Massachusetts!
Shop for the perfect handmade gifts in a seaside Christmas village! Join us for a town-wide festival and holiday market, with maker-themed events in the shops, festive food, holiday music and attractions—even horse drawn carriage rides! Plan your visit today! A Town-wide Festival!
12:00 am

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm is a fun and unique charity event!!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of beautifully decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! More than 50 spectacularly decorated trees...

Festival of Trees By the Sea

Festival of Trees at the Blue Ocean Function Hall in Salisbury Massachusetts
The 7th Annual Sea Festival of Trees is open to the public from Saturday, November 23, through Sunday, December 8. It’s a 15-day holiday wonderland by the sea, located at the Blue Ocean Event Center on Salisbury Beach. Presented by Newburyport Bank and our sponsors. Get ready for a giant maze of...

Marblehead Christmas Walk

Experience the beginning of the holiday season at Marblehead's Christmas Walk!
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy four days of holiday festivities, family events and activities!  Come for one or all four days with highlights that include Santa's arrival by lobster boat, the town tree lighting ceremony, Holiday shopping preview parties, the...

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. The fantastic lights downtown, the tree in Market Square, all the beautifully decorated window boxes and of course, Santa's Workshop, where the kids can whisper their wishes to Santa.

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
For the first time in years, Hammond Castle will be open to the public to celebrate the holiday season! The Museum will be open for self guided tours beginning Saturday December 7th through Friday December 20th from 10:00am to 3:00pm daily (except for Sunday December 15th when the Museum is closed...

2019 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.
Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local...

MAC Holiday Toy Drive

Manchester Athletic Club Holiday Toy Drive - Manchester MA
With the need for toys at an all-time high for local children, Manchester Athletic is offering a generous benefit for your donation. Bring in any new and unwrapped toy to donate to the toy drive, MAC will waive the join fee.
6:00 am to 8:00 pm

Breakfast with Santa

Kids will enjoy Breakfast with Santa at the Hamilton Wenham Community House
The magic of Santa has been experienced by generations of children and their families at our annual pancake breakfast. Santa’s helpers capture the special moment of your child with Santa in a photograph. Boy Scouts provide a cookie decorating activity for the children. Each child receives a small...
7:30 am to 10:45 am

Museum of Science Celebrates the Rails with an Assortment of Train Activities - Cambridge

Museum of Science Celebrates the Rails with an Assortment of Train Activities
Celebrate the winter season at the Museum of Science with a suite of train-themed attractions, sure to entertain the entire family. For the second year in a row, the Museum’s temporary model train exhibit, All Aboard! Trains at Science Park, makes its return, in a new space within the Museum,...
9:00 am to 5:00 pm

Cape Ann Youth Hockey

Youth Hockey, Cape Ann Youth Hockey, Gloucester Rink
Boys and girls from the ages 3-16 can learn to skate and develop hockey skills in Cape Ann Youth Hockey's various programs. Cape Ann Learn-to-Skate program is held at Gloucester's Talbot Rink and provides crates for the kids learning to skate for the first time. Kids will be amazed at how quickly...
9:00 am

Winthrop School Holiday Boutique

Calendar of Events and Things to Do Northshore Massachusetts Traditional Holiday Fair at Winthrop School in Hamilton
The Winthrop Elementary School’s Holiday Boutique will feature more than 60 local vendors offering unique gift ideas for the holidays. Be a part of this delightful holiday tradition! Stock up on cookies at the Cookie Walk, bid on gift baskets donated by Winthrop School classes. Enjoy a scrumptious...
9:00 am to 3:00 pm

Santa Arrives in Marblehead

Come to Marbleehad to welcome Santa as he arrives for the Christmas Walk!
Come to the State Street Landing in Downtown Marblehead to welcome Santa as he arrives by lobster boat!  There's plenty of photo ops and Santa's arrival is followed by the Christmas Walk Parade. 
9:00 am

Dog Friendly Shops at MarketStreet Lynnfield

Dog Friendly Shops and Restaurants at MarketStreet Lynnfield
Animal lovers will be glad to learn MarketStreet Lynnfield has over 40 shops and restaurants that are dog-friendly. Use #PupsOfMarketStreet on social media when you are there with your four-legged friend to get a free treat at PolkaDog Bakery. Enjoy!
10:00 am to 9:00 pm

Reindeer Run 5k

The Reindeer Run 5k Road Race is hosted by the Beverly YMCA
Its the Reindeer Run 5k Road Race! Don’t miss this Holiday Tradition! Finish the 2019 race series strong with Santa and his elves in holiday costumes running along the coast and through downtown Beverly. Dog and stroller friendly. Post-race awards, refreshments, holiday music and more!
10:00 am

AJH: Birthing with Hypnosis

Anna Jaques Hospital Birthing with Hypnosis
Relax, clear your mind, and experience the positive effects of self-hypnosis during pregnancy and birthing. Class focuses on easy and natural relaxation techniques. If your birth plan does not embrace a firm decision for an epidural, this is a great option for you and your partner. Recommended to...
10:00 am to 5:00 pm

AJH: Childbirth Education Classes

Childbirth Education Classes at Anna Jaques Hospital in Newburyport, Haverhill  MA
Congratulations: you are pregnant! This class is for mothers and partners during the last trimester of pregnancy to learn skills needed for the childbirth experience such as breathing methods, relaxation techniques, and comfort measures. Topics covered include: Anatomy Labor & delivery...
10:00 am to 5:00 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 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...
10:00 am to 10:45 am

Paint Your Own Buoy

Kids will paint their own buoys as ornaments on the Gloucester Lobster Trap Tree!
Kids of all ages are welcome to paint their own buoy at Cape Ann Art Haven !
10:00 am to 12:00 pm

Marblehead Artisan's Holiday Marketplace

Find unique hand made gifts at Abbot Hall in Marblehead -Artisans Holiday Market
The Marblehead Festival of Arts invites families to their holiday arts-and-crafts show at Marblehead Arts Association the first weekend in December. The market place is held in conjunction with the Marblehead Chamber of Commerce Marblehead Christmas Walk, a town-wide event. Each year the market...
10:00 am to 5:00 pm

Dads & Donuts At Sawyer Free

Calling all dads! Bring your kids to Sawyer Free Library for a Saturday morning
This is a great opportunity for dads (uncles, grandfathers, cousins or other father figures) to spend time with their kids! Come to the Sawyer Free with the kids for a storytime filled with songs, stories,snacks and fun!  Great for kids aged 2-6 (siblings are welcome). Moms and siblings welcome to...
10:00 am to 11:00 am

Christmas Walk Parade

The Christmas Walk parade spotlights local businesses and organizations!
The Christmas Walk Parade takes place after Santa Arrives in Marblehead. The parade begins at 11:45am at the State Street Landing  and will run along Washington Street, Atlantic Avenue and Pleasant Street.
11:45 am

Brooksby Farm Holiday Open House

Brooksby Farm in Peabody Massachusetts hosts a Holiday open house for the whole family!
Stop by and enjoy the wonders of the season at Brooksby Farm! Precut trees, wreaths, kissing balls, baskets and greens, sampling throughout the store, toys, unique gifts, jams, honey, maple, candles, campfire with s’mores, photo spots, barn yard animals, hot soups, letters to santa and more!
12:00 pm to 3:00 pm

The Nutcracker by Greater Salem Ballet

The Greater Salem Ballet performs the Nutcracker at Lynn Auditorium featuring more than 100 children and adults from the North Shore!
Join Greater Salem Ballet Company for their annual performances of 'The Nutcracker' at the at Lynn Memorial Auditorium at Lynn City Hall!  Follow Clara on her magical journey.
12:00 pm to 7:00 pm

Afternoon Crane Beach Safari

Winter Dune hike at the Crane Wildlife refuge with the Trustees of Reservations.
Winter on Crane Beach offers us a unique opportunity to go where we've never gone before - on the sand! Join us on a fun and educational oversand adventure as we explore the winter landscape of Castle Neck and Crane Beach. You will learn all about the natural history of the barrier beach as we keep...
12:30 pm to 2:30 pm

Santa’s Arrival & Tree Lighting in Rockport

Santa comes to Rockport Ma by lobster boat to kick off the Holiday season in Rockport Massachusetts!
Where else can you see Santa arrive by lobster boat? Santa will arrive at Rockport’s T-Wharf on Rockport Harbor following a brisk lobster boat ride across Sandy Bay. Then Santa will climb up onto a Rockport Forest Fire truck and proceed along T-Wharf and Mt. Pleasant Street to the Old Firehouse led...
1:00 pm to 3:00 pm

Santa-by-the-Sea!

Santa will arrive at Masconomo Park by lobster boat at 1 pm on December 2, 2017
Come to the the annual Jingle Bell Walk in Manchester! Santa will arrive at Masconomo Park by boat at 1pm.
1:00 pm to 3:00 pm

Holiday Adventures of the Misfit Toys | Matinee

Holiday Adventures of the Misfit Toys performed by Jaoppa Dance Company at the Firehousecenter for the Arts
Firehouse Center for the Arts hosts Joppa Dance Company as they present 'The Holiday Adventures of the Misfit Toys', an original dance-theater production t
2:00 pm

Public Skate & Learn to Skate at Peabody Skating Rink

Learn to Skate with the Peabody Skating Club at Peabody Skating Rink
The McVann-O'Keefe Skating Rink in Peabody is open for Public Skating weekdays from 10-11:45 am, Saturday's at 2 pm, and Sundays at 2:10 pm. Call today to ask about the Learn to Skate program at with the Peabody Skating Club. The ice is perfect. The Halloween and Christmas parties are a blast, and...
2:00 pm to 3:45 pm

Trustees Winterlights at Stevens Coolidge Place

Trustees Winterlight at the Stevents-Collodge Place North Andover
Winterlights at The Stevens-Coolidge Place - North Andover. See the Trustees' beloved gardens in a whole new light. Winterlights, the multi-week immersive holiday light display which welcomed over 35,000 visitors when it premiered last year. Get your tickets early before they sell out!
5:00 pm to 8:00 pm

Symphony of Trees Gala

The Musary's Symphony of Trees is a major fundraiser for their instrument sharing programs
Join the Musary for a fun night of revelry while supporting a local organization that helps local kids follow their love of music! The Symphony of Trees is our premier fundraising effort, which includes live entertainment, dinner, tree auction, and red carpet arrival. Monies raised from this event...
6:00 pm to 11:00 pm

Holiday Adventures of the Misfit Toys

Holiday Adventures of the Misfit Toys performed by Jaoppa Dance Company at the Firehousecenter for the Arts
Firehouse Center for the Arts hosts Joppa Dance Company as they present 'The Holiday Adventures of the Misfit Toys', an original dance-theater production t
8:00 pm

Sunday, December 8

Rockport Maker's Festival

Come celebrate the maker spirit in downtown Rockport Massachusetts!
Shop for the perfect handmade gifts in a seaside Christmas village! Join us for a town-wide festival and holiday market, with maker-themed events in the shops, festive food, holiday music and attractions—even horse drawn carriage rides! Plan your visit today! A Town-wide Festival!
12:00 am

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. The fantastic lights downtown, the tree in Market Square, all the beautifully decorated window boxes and of course, Santa's Workshop, where the kids can whisper their wishes to Santa.

2019 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.
Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local...

Marblehead Christmas Walk

Experience the beginning of the holiday season at Marblehead's Christmas Walk!
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy four days of holiday festivities, family events and activities!  Come for one or all four days with highlights that include Santa's arrival by lobster boat, the town tree lighting ceremony, Holiday shopping preview parties, the...

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm is a fun and unique charity event!!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of beautifully decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! More than 50 spectacularly decorated trees...

MarketStreet Lynnfield Outdoor Ice Skating and Warming Tent

Outdoor Ice Skating and Warming Tent at MarketStreet Lynnfield
MarketStreet Lynnfield will once again welcome guests to celebrate the magic of the winter season with the return of The MarketStreet Rink sponsored by Capital One.

Gingerbread Decorating Workshop at Marini Farm

Kids will learn how to decorate gingerbrad houses at Marini Farm in Ipswich MA!
Celebrate the season with us, friends and gingerbread fun. Decorate your very own gingerbread house and take it home to eat or display as a centerpiece during your holiday celebrations. Enjoy endless decorating options, from frosted roofs, gum drop fences and cookie christmas trees.

Festival of Trees By the Sea

Festival of Trees at the Blue Ocean Function Hall in Salisbury Massachusetts
The 7th Annual Sea Festival of Trees is open to the public from Saturday, November 23, through Sunday, December 8. It’s a 15-day holiday wonderland by the sea, located at the Blue Ocean Event Center on Salisbury Beach. Presented by Newburyport Bank and our sponsors. Get ready for a giant maze of...

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
For the first time in years, Hammond Castle will be open to the public to celebrate the holiday season! The Museum will be open for self guided tours beginning Saturday December 7th through Friday December 20th from 10:00am to 3:00pm daily (except for Sunday December 15th when the Museum is closed...

MAC Holiday Toy Drive

Manchester Athletic Club Holiday Toy Drive - Manchester MA
With the need for toys at an all-time high for local children, Manchester Athletic is offering a generous benefit for your donation. Bring in any new and unwrapped toy to donate to the toy drive, MAC will waive the join fee.
6:00 am to 8:00 pm
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