Downtown Gloucester Block Party Saturday July 11th Night!!!! Get Your Restaurant Reservations Now! Stop By 44 Main St and Get Your Picture Taken In Our Huge Instagram frame With the Family!

Saturday Jul 11, 2026 6 PM – 10PM

EVENT TIMELINE:
5 PM: Streets closed off to traffic & parking
6 PM: Music Stages Open (See below)
6:15 PM: The Red Trousers
7:10 PM: Cape Ann Dancers at Hancock & Main
8:00 PM: The Red Trousers

MUSIC PERFORMANCES BY STAGE:

The West End: Sponsored by Institution for Savings
​6 PM: Riley Hunt Duo
8 PM: Adria Smith Trio

Cape Ann Savings Bank Stage: Sponsored by Cape Ann Savings Bank
6 PM: Kicked Off the Bus
8 PM: Sea Dragons

The East End: Sponsored by BankGloucester
6 PM: Livin’ on Luck
8 PM: Arnie Rosen with Gary Tepolt on Woodwinds

Surfside Subs LOBSTER ROLL TUESDAY IS HERE! 🦞

Treat yourself to one of our customer favorites!

🦞 Lobster Roll — Only $13.99 + tax
Served with crispy chips & pickles!

🍕 Bonus Pizza Specials
🔥 16” Pizzas are HALF PRICE
*Maximum of 2 pizzas

🔥 Buy any 18” Pizza and get a Second 18” Pizza HALF PRICE
*Limit 1 per customer

📍 Open Daily 11 AM – 9 PM

Excludes gluten-free pizza.
Pizza specials cannot be combined.
Not valid on online orders.

Stop by, grab a delicious meal, and let The Lobster King take care of dinner today! 🦞👑🍕 We can’t wait to see you!

Two day special event: Kevin Paul Hayes folk art paintings at Stephen LaPierre. With new works by LaPierre and Barbara Lynch. Meet the artists! Enjoy music! #GloucesterMA

Artist news:

“July 18 and 19th. I have a special guest artist Kevin Paul Hayes, one of the founding members of two time Grammy award winning band the old Crow medicine show. Hayes will be bringing to Gloucester his new folk art paintings inspired by his recent visit.”

-Stephen LaPierre
Meet the artists!~ Saturday July 18, 2026 4-8 pm and Sunday July 19 3-5pm with music to follow

Schooner Challenge Races On Our Harbor

Did you know that Maritime Heritage Charters offers not only public sails on our lovely schooners, but also weekly “Schooner Challenge” sails? These sails are held on Tuesdays 6 PM and are designed to allow the apprentices to take on captain duties with customers and command the schooner during a “race” designed to test their skills. Passengers are part of the learning opportunity for the apprentices and are encouraged to participate fully in order to help train them. We just love going out for these challenges (and there’s a 25% discount for these!).

Last week, we planned to join up along with several others. The skies were a little threatening but the sun came through just about the time we were scheduled to set off. Unfortunately, the fair weather did not last and a bit of a squall rained down upon us. I’ll note we got a little wet but were very well taken care of by the captains and crew. We were with Harold Burnham and he made quick decisions to get us back to port. It was comforting to know we were in good hands even though the threat was mostly rain. We hope to see some of you out on these sails as the summer progresses. Link here for tickets.

Pretty interesting boat in Gloucester Harbor Sunday. a Google search turned this up-

“This vessel appears to be a Vandal Marine “pocket explorer” yacht, with models like the Vandal 50 or Vandal 60 featuring similar industrial styling and flybridge configurations.

The boat is powered by multiple high-performance outboard engines, such as Mercury V12 600HP or Racing 450R motors.

It is designed for both speed and luxury, with some models capable of reaching maximum speeds up to 57 MPH and offering accommodations like cabins and heads.

Check out their Instagram feed- @vandalmarine

The shipbuilder website- https://www.vandalmarine.com/models/v50/

Check out the timelapse build-

All new summer styles for Downtown Gloucester’s First Block Party of the Summer this Saturday!

Shop Gloucester Apparel Online- https://gloucesterapparel.square.site/ or at our shop 44 Main St Gloucester MA 01930

GHS Athletics is looking for a O’Maley Middle School Cross-Country Head Coach for the upcoming Fall season.

Any inquiries please email athletic Director Bryan Lafata at blafata2@gloucesterschools.com

Rockport Music presents a free day of music and fun for the whole family! July 11

A free, day-long celebration of live music,pop-up performances, and contemporary circus across Rockport.

On the Town transforms Rockport into a day full of live music, contemporary circus, and fun from Harvey Park and Bearskin Neck to Front Beach and Millbrook Meadow. The Shalin Liu Performance Center will host tours and concerts, and Millbrook Meadow will serve as the day’s hub with a tented performance space for music, circus, and hands-on activities for all ages.

Locations

Millbrook Meadow | Farmers’ Market/Harvey Park | Rockport Public Library Courtyard
Tuna Wharf | First Congregational Church of Rockport Lawn 
Front Beach | Rockport Art Association | Shalin Liu Performance Center

LEARN MORE

Schedule and Map

Surfside Subs MONDAY MADNESS IS HERE! 🔥

Start your week with two amazing specials at Surfside! 🍕🦞

🦞 Lobster Roll – $13.99 + tax
Served with chips & pickles

🍕 Buy any 16″ Pizza and get the SECOND 16″ Pizza for HALF PRICE!

📍 Open Today: 11 AM – 9 PM

One pizza special per customer.
Excludes online orders.

Don’t miss out—these Monday deals are the perfect way to kick off your week. We can’t wait to see you! 🍽️

The Burn Margarita

We stopped by The Burn on Main St for Margarita Monday last week. It’s like a fun little secret that Burn is open on Mondays during the afternoon! I keep that little knowledge in my back pocket for those Monday afternoons when we are wondering what to do next! Thanks for Don, our bartender, for the yummy house margarita and the company. Both were refeshing and welcome!