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August 24, 2022

The Chamber Team is Here for You!

Chamber Events

Main Street Gloucester Block Party

Friday, Sept. 2 | 6 - 10 PM

We have had two fantastic Block Parties so far this summer - help us make it three!

Join us for the last block party of the year on Friday, September 2. Once again Kilted Colin will be showing you what is under his kilt, and this time, Bosoma School of Dance will have the spotlight dance session. There will be music, face painting, Mary Poppins and Captain Jack. Visit with your favorite non-profits, shop the Main Street merchants, play games, and satisfy your hunger at the five food vendors. Come down to Main Street and help us make this one of the most successful block parties!

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Business Women's Mixer

Thursday, September 8 | 5 - 7 PM

The Gloucester House

Members: $10 | Non-members: $15

The Gloucester House is hosting the next mixer presented by the Businesswomen's Committee on Thursday, September 8th. Join us for an evening of networking, fun and raffles! would like a refresher on member benefits. 

Please register in advance if you plan to attend.

All proceeds benefit the Carolyn M. O'Connor Scholarship Fund.


Blackburn Brew Fest

Saturday, September 17 

1 to 5 PM

Stage Fort Park, Gloucester

Join the Next Gen Young Professionals Group for the Blackburn Brew Fest in celebration of the 100th anniversary of the Chamber. There will 30 breweries providing tastings of their craft beers, live music from Over the Bridge, your favorite food trucks, and games.

Check out the list of breweries participating.

Tickets are now on sale at


35th Annual Love Greater Cape Ann Fundraising Auction

Thursday, September 29 | 5 - 10 PM

Cruiseport Gloucester

$75 per person - Table of 10 $750

We Love Greater Cape Ann and work hard to help support our Community in many ways. Your generous bidding will help the Chamber build for the future of this special place where we live, work and play. 

Live Auction/Silent Auction

Fund the Future Paddle Raise

Heads & Tails Game

Passed Hors d'oeuvres, Plated Dinner, Cash Bar

Limited Seating - Get Your Tickets Today

New Member Special Advertising Section

Member & Community Events

Please Check the Full Community Calendar for All Member Event Listings

Honoring Our History: Cannon Dedication Ceremony

Thursday, August 25 | 6 - 7 PM

Stacey Boulevard (between the Fisherman’s Wives Memorial and the Bocce Courts)

Join the Gloucester 400+ as they unveil the city’s newly restored Replica Cannon and reflect on the bravery of all those who fought for Gloucester and our freedom. This historical event will kick off our celebrations for Gloucester’s 400th year. Featuring presentations by State Senator Bruce Tarr and other featured guests, the community is invited to learn about the history of the replica cannon, the process of her restoration, and Gloucester’s deep connection with the USS Constitution

Gloucester Culture Splash Happenings 

Thursday August 25 

This week’s highlighted cultural organization in Harbortown is Maritime Gloucester! Located at 23 Harbor Loop, Maritime Gloucester is open until 7:00pm each Thursday. They are right next door to the Harbormaster dock where you can catch the water shuttle to travel between Harbortown and Rocky Neck.

This week’s highlighted cultural organization in Rocky Neck is North Shore Arts Association! Visit them at 11 Pirates Lane for a Watercolor Demo with Marion Hall at 6:00pm.

See more Culture Splash Happenings for this week on the Discover Gloucester website.

Courtyard Concerts 

Willie Alexander’s Persistence of Memory Orchestra

Thursday, August 25 | 5:30 - 7 PM

Cape Ann Museum Courtyard

The Cape Ann Museum is excited to close out our Summer 2022 Courtyard Concert Season with Willie Alexander’s Persistence of Memory Orchestra. Gloucester’s own singer and keyboardist has toured internationally, nationally, and locally in a legendary list of rock and punk bands that defy genres: the Lost, the Velvet Underground, the Boom Boom Band, and now the Persistence of Memory Orchestra.  

Hye Fusion

Friday, August 26 | 6 - 8:30 PM

Meetinghouse Green

Get ready for an unforgettable evening as these three virtuoso musicians take you on a unique musical journey that will have you dancing in the aisles. This trio of classically trained musicians blends Western jazz favorites with the irresistible rhythms and melodies of their Middle Eastern backgrounds for a thrilling evening of East-meets-West fusion.

Dinner & Live Music with MAMADOU

Friday, August 26 | 7 - 9 PM

Whale's Jaw Cafe

Led by the irresistible energy of master rhythm guitarist and drummer Mamadou Diop, MAMADOU presents a world-class cultural experience. The sound is a guitar and drum led West-African pop that includes the rhythms of high-life, juju, rumba, samba, salsa, and reggae blended into authentic Senegalese ethnic rhythms. $5 cover charge. Full bar and regular menu available throughout the night. Call us to reserve your table, 978-999-5241. View all events at Whale's Jaw Cafe.

Rockport Music

Shalin Liu Performance Center

Friday, August 26 : Martin Sexton | 8 PM

Saturday, August 27: Grace Kelly | 3 & 7 PM

Sunday, August 28: Tuba Skinny | 5 & 8 PM

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Paradise Blue

Running August 27 to September 8

Saturdays & Sundays | Matinee: 3:00 p.m.

Wednesday - Saturday | Evening:7:30 p.m.

Gloucester Stage Company

Blue, a gifted trumpeter, contemplates selling his once-vibrant jazz club in Detroit’s Blackbottom neighborhood – it’s 1949 and gentrification is banging on the door. The house band is desperate to stay, Blue’s demons are tempting him to leave, and the arrival of a seductive stranger turns everything upside down. This dynamic and musically-infused drama shines light on the challenges of building a better future on the foundation of what our predecessors have left us. Learn more and buy tickets.

200th Brazilian Independence Day Celebration

Sunday, August 28 | 1 - 4 PM

Cape Ann Museum

Independence Day of Brazil, or Sete de Setembro, is officially celebrated on September 7 to mark Brazil’s Declaration of Independence from Portugal on September 7, 1822. This year, to celebrate the 200th anniversary, the Cape Ann Museum and Action Inc. are working with local Brazilian community members to share Brazilian food, culture, music, and dance in Downtown Gloucester. 

Latin Dance Party with Salsa & Bachata lesson

Sunday, August 28 | 6:30 - 9 PM

Windhover Performing Arts Center

Join Windhover Performing Arts Center for this fun and easy Latin Dance Social! THey are thrilled to once again host local dance instructor, Greg Coles, to lead participants in a night of outdoor Latin Dance. Learn basic salsa and bachata steps and then dance the night away. The outdoor venue at Windhover is beautiful and this will be huge fun for everyone! BYOB. No partner needed. No experience needed. Free onsite parking.

History of Medieval Arms & Armor

Monday, August 29 | 11 AM & 1 PM

Hammond Castle Museum

Join Curatorial Director John Leysath for “Arms and Armor,” a presentation on the history and engineering of medieval European armaments. On display will be a number of helmets and other armor pieces, as well as weaponry from the medieval to the Renaissance periods.  Learn more here.

Luminaries & Love

12th Annual Gloucester Overdose Vigil

Monday, August 29 | 6:30 - 8:30 PM

Flagpole Area, Stacey Boulevard 

We once again come together to remember, heal & support. Walk the luminary display, make luminary bags, or bring your own. Light the Boulevard with love. Please consider donating canned goods to help weigh down the bags. Canned good will be donated to The Open Door. Volunteers also needed for set up & break down. 

Learn more.

Music at the Beach

Rockport Bandstand

Garfish: Monday, August 29 @ 6:30

33 Northside: Tuesday, August 30 @ 6:30

Ipswich Downtown Tuesdays

Tuesday, August 30 | 7:30 -9:30 PM

Ipswich Riverwalk

Join us for the last Ipswich Downtown Tuesday of the season featuring musical guest hiFi. Listen to the surf punk sound of hiFi here.

Get Ready for Schooner Festival!

This year, the festival starts Thursday, September 1st, and concludes with the schooner race on Sunday, September 4th, 2022. This capstone to the summer is steeped in history and jam-packed with events and opportunities to get up-close and personal with these beautiful ships.

Schooner Festival Schedule  | List of Participating Schooners.

Cape Ann Ongoing Events 


  • Appleton Farms: Check out all events, from Farmhouse Culinary Workshops to Fire Pit Picnics to Hikes for Beer!
  • Cape Ann Museum: Cape Ann Museum offers numerous events from courtyard concerts, to CAMTalks to walking tours.
  • Discover Gloucester Culture Splash: Every Thursday evening through August 25, a different cultural organization will be spotlighted on Rocky Neck and in Harbortown.
  • Hammond Castle: Gloucester Gratis Days every Tuesday. Self-guided tours daily.
  • Maritime Gloucester Food Truck Tuesdays: August 30 - Jamaica Mi Hungry
  • Music at the Beach: Every Monday night at 6:30 PM at the Rockport Legion Bandstand
  • Rockport Exchange: Farmer's Market every Saturday through October 15th from 9 AM to Noon in Harvey Park
  • Rockport Legion Band: 2022 summer concert series every Sunday night at 7 PM at the Rockport Legion Bandstand
  • Schooner Adventure: Weekend public sailings with free sails for children

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