Labor Day Weekend on Cape Ann is all about
Schooner Festival!
That having been said,
Pick #1
is getting as close as you can to the exquisite schooners!
Pick #2
is heading to Maritime Gloucester to see all of the amazing activities they have to offer during their Maritime Heritage Day on Saturday

Pick #3:
is to hit the block party on Friday night!

Pick #4:
is to watch the Boat Parade and Fireworks on Saturday night!
Here is the schedule as listed on gloucesterschoonerfestival.net
Festival Schedule
(Gloucester Schooner Festival schedule subject to change)
Click here for downtown Gloucester parking information.
Friday, September 2, 2016
All Day Arrival of Participating Vessels.
5:00 pm to 7:00 pm
Mayor’s Reception for invited guests (ticketed event)
6:00 pm
Gloucester Block Party, The Gloucester Block parties are fun, festive events that bring downtown to life! A portion of Main Street is closed off between 5:00 and 10:00 PM, allowing for music, entertainment and outdoor dining and shopping. This family-friendly event has something for everyone! Find Details information at gloucesterblockparty.com.
6:30 pm
Maritime Gloucester’s Gala (ticketed event) Contact Maritime Gloucester for reservations and information.
Saturday, September 3, 2016
10:00 am to 4:00 pm
Maritime Gloucester Heritage Day
Maritime Gloucester, located at 23 Harbor Loop in downtown Gloucester, will host its annual Heritage Day celebration from 10:00 am to 4:00 pm. The event is free to the public.
4:00 pm
Lobster Bake @ The Gloucester House
Enjoy the open air dock atmosphere of the Cafe Seven Seas with lobster, corn and chips for $15. Cash bar. Entertainment.
7:00 pm
Private Fireworks Viewing from Beauport Museum
Watch Gloucester’s annual Schooner Festival fireworks display from the terrace and lawn of Beauport. Treat yourself to an abridged evening tour as the house transforms at night. Bring blankets, chairs, picnics, and mosquito spray. Candles are prohibited. Adults and children over twelve only, please. $12 Historic New England members, $20 nonmembers. Registration is required. Please call 978-283-0800 to purchase tickets.
7:00 pm
Boat Parade of Lights
The annual Boat Parade of Lights begins at dusk at Jones Creek on the Annisquam River, travels down the river, through the drawbridge and into Gloucester Harbor, ending in the Smith’s Cove area of the harbor. Click here for information on joining the Lighted Boat Parade.
9:15 pm
Fireworks Display over Gloucester Harbor. (following Parade of Lights, time approximate)
(The Gloucester Fireworks Committee is in need of more donations for the Labor Day weekend fireworks. Donations may be made to The Gloucester Fund, 45 Middle St., Gloucester, MA 01930. Please notate “fireworks” on your donation.)
Sunday, September 4, 2016
8:30 am
Skippers Meeting
This meeting is required for all Schooners sailing in the Mayor’s Race. Meet at Solomon Jacobs Park, immediately adjacent to the U.S. Coast Guard Station on Harbor Loop.
10:30 am
Private Parade of Sail Viewing from Beauport Museum
Sunday, September 4, 10:30 a.m.
Visit Beauport for some of the best views of the annual Gloucester Schooner Festival’s Parade of Sail. Watch schooners sail to the Eastern Point Light breakwater to begin the Mayor’s race for the Esperanto Cup. Coffee and light breakfast refreshments are available on a first-come, first-served basis. Bring blankets and/or chairs and other refreshments if preferred. The house is not available for tours during this event. $10 Historic New England members, $15 nonmembers.
Registration is required. Please call 978-283-0800 to purchase tickets.
10:30 am to 12:00 pm
Parade of Sail as Schooners proceed from Inner Harbor, past the Fishermen’s Memorial on Stacy Boulevard, to the race starting area off Eastern Point.
11:00 am to 1:30 pm
Shuttle Bus to Eastern Point Light, from Eastern Point Gate (Eastern Point Boulevard at Farrington Avenue) to watch the start of the Mayor’s Race. Free ofCharge, courtesy of Cape Ann Transportation Authority.
1:00 pm
Start of Mayor’s Race for the Esperanto Cup, Ned Cameron Trophy and Betty Ramsey Trophy off Eastern Point.
6:00 pm to 8:00 pm
Reception and Awards Ceremony
for captains, crews and invited guests (ticketed event)
As always, for a more comprehensive list of family activities, please visit our friends at North Shore Kid





Love the Schooner Festival
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Thanks for sharing Nichole. My family is visiting from out of town, heading to Martha’s Vineyard. Told them I couldn’t join them because it’s Schooner Festival – my favorite weekend on Cape Ann!
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Have fun, everyone. I’ll be hiding on the back porch.
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Excellent picks Nicole!! I sure hope my friend visiting back that way gets there a lifetime of memories (Paradise) you will what to carry with you inside! 🙂 Dave & Kim 🙂
Paradise Indeed it’s not what you have but what you give away and inspire other’s!
Sailing – Christopher Cross
https://www.youtube.com/watch?v=7khQNR7s1Ho
Well, it’s not far down to paradise,At least it’s not for me
And if the wind is right,You can sail away and find tranquility
Oh, the canvas can do miracles,Just you wait and see,Believe me
It’s not far to never-never land, No reason to pretend
And if the wind is right,You can find the joy of innocence again
Oh, the canvas can do miracles, Just you wait and see,Believe me
Sailing takes me away,To where I’ve always heard it could be
Just a dream and the wind to carry me,And soon I will be free
Fantasy, it gets the best of me,When I’m sailing
All caught up in the reverie,Every word is a symphony
Won’t you believe me,Sailing takes me away
To where I’ve always heard it could be,Just a dream and the wind to carry me
And soon I will be free,Well it’s not far back to sanity
At least it’s not for me,And if the wind is right
you can sail away and find serenity,Oh, the canvas can do miracles
Just you wait and see,Believe me, Sailing takes me away
To where I’ve always heard it could be, Just a dream and the wind to carry me
And soon I will be free
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Thanks for spreading the word on Maritime Heritage Day! We had great crowds and vendors!
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