Cape Ann Vacations

09/04/2026

🚨 The final Gloucester Main Street Block Party of the year kicks off from 6:00 PM to 10:00 PM!

Main Street is closing down to traffic and turning into a massive end-of-summer celebration. Here is what is waiting for you downtown: 3 Stages of Live Music, Epic Street Performances, and Local Food, Shopping, and Non-Profits.

Admission is 100% FREE! Grab your crew, your dancing shoes, and let’s kick off Labor Day weekend right! 🎸🍔✨

Visit https://bit.ly/BlockParty-Sept4 for more details.

BankGloucester Cape Ann Savings Bank Institution for Savings
City of Gloucester, MA

09/03/2026

https://conta.cc/3TdykfE

Email from Greater Greater Cape Ann Chamber of Commerce 2026 Schooner Festival Schedule of Events View as Webpage   2026 Schooner Festival Schedule Schedule of events subject to change based on wind,

08/18/2026

Ship ahoy! ⚓ Final call to grab a spot at Party After Hours this Thursday, August 20, with the Chamber and Cape Ann Whale Watch!

The gangplank is pulling up soon! Join us in Gloucester for an evening of high tides, great company, and unforgettable harbor vibes. Space on deck is limited, so secure your passage before we cast off for good! 🌊🚢

Members and non-members welcome! Bring staff, family, friends! Boarding starts at 6 PM, and the boat leaves promptly at 6:30 PM.

👉 Grab Your Tickets Here: https://bit.ly/PartyAfterHours

08/17/2026

Come down to the Ipswich Riverwalk on Tuesday, August 18 from 6 to 8 PM for music by the Foo Family - A Tribute to the Foo Fighters! It is going to be great weather for some Rocking by the River! Grab some takeout from your favorite local restaurant, bring a chair, and wear your dancing shoes!

Check out the Foo Family reel at https://www.youtube.com/watch?v=onYcpbxJfnc

Only two Ipswich Downtown Tuesdays are remaining - if you haven't been this year, what are you waiting for?

Thank you to our Sponsors!
Choice Graphics
Aubuchon Ace Hardware
BankGloucester
All Seasons Septic System Services LLC
Edward Jones - Financial Advisor: Matthew Kirschner
Russell Orchards
Union Gift and Home

08/13/2026

The Annual Gloucester Rotary Pancake Breakfast Fundraiser is this Saturday, August 15, 2026, from 7:30 a.m. to 11:00 a.m. at Stage Fort Park on Hough Avenue in Gloucester, MA.

A special free parking area is provided for breakfast attendees.

Tickets cost $10 per person and $6 for children 6 and under, available online or at the door.
https://gloucesterrotary.org/event/copy-of-gloucester-rotary-pancake-breakfast/

Proceeds from the Pancake Breakfast will benefit local and international projects of the Gloucester Rotary Club.

Rotary Club of Gloucester

08/07/2026

🎉 TONIGHT IS THE NIGHT! Main Street is closing down and coming alive for the Gloucester Block Party! Grab your crew and head downtown for an unforgettable night of live music, street performers, and incredible local food.

Check out the full event details and schedule here: https://bit.ly/BlockParty-August7

See you on Main Street! ✨

08/07/2026

🎸 Get ready to rock with the Institution for Savings ! �
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We are absolutely thrilled to partner with the Institution for Savings as our West End Stage Sponsor for this Friday's Gloucester Main Street Block Party! Their incredible support is bringing massive energy and live music straight to the street!

The West End Stage is going to be absolutely electric—check out this phenomenal lineup:
🎺 6:00 PM – The high-energy, brass-heavy Jambalaya Horns
🎤 8:00 PM – The fantastic local favorite Tony Frontiero

The streets are closing, the stages are set, and the countdown is ON for a legendary night of local flavor, dancing, and fun!

📅 When: Friday, August 7 | 6:00 PM - 10:00 PM
📍 Where: Main Street, Gloucester, MA
🎟️ Admission: FREE to attend!

A massive thank you to the Institution for Savings for powering our community and keeping the music alive! Let's party! 🎉💃🔥

👉 Get all the block party details here: https://bit.ly/BlockParty-August7

08/06/2026

🎶 A massive thank you to Cape Ann Savings Bank ! 🎶

We are so grateful to Cape Ann Savings Bank for stepping up as the sponsor for our center stage at this Friday's Gloucester Main Street Block Party! Their generous support brings local music straight to the heart of downtown.

Make sure to stop by the Cape Ann Savings Bank Stage to catch these incredible performances:

🎷 6:00 PM – The Jazzabelles - Bringing smooth rhythms and soulful jazz classics to the street!
🎸 8:00 PM –The Jantelles: Get ready to jive to your favorite vintage hits from the 50s and 60s!

Grab your friends, enjoy some great food, and dance the night away with us!

📅 When: Friday, August 7 | 6:00 PM - 10:00 PM
📍 Where: Main Street, Gloucester, MA
🎟️ Admission: FREE!

Thank you, Cape Ann Savings Bank, for helping us keep our community vibrant and full of music! 🥳💃

👉 Get all the block party details here: https://bit.ly/BlockParty-August7
The Jantelles

08/06/2026

🎵 Huge shoutout to BankGloucester ! �
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We want to send a massive thank you to our incredible East End Stage Sponsor, BankGloucester, for making the Gloucester Main Street Block Party possible! Because of their amazing support, we have a fantastic lineup of live music ready for you all evening long.

Catch these two incredible acts performing live at the East End Stage this Friday, August 7:
🎤 6:00 PM – Wildflowers II (Channelling sweet harmonies and iconic, feel-good acoustic rock covers!)
🎸 8:00 PM – The Fundamentals (Bringing the high-energy classics that will keep everyone on the street!)

Bring your dancing shoes and join us downtown for a night filled with great music, delicious food, and local fun!

📅 When: Friday, August 7 | 6:00 PM - 10:00 PM
📍 Where: Main Street, Gloucester, MA
🎟️ Admission: FREE!

Thank you, BankGloucester, for investing in our community and keeping the music playing! 🥳🎉

👉 Get all the block party details here: https://bit.ly/BlockParty-August7

08/04/2026

Gloucester's biggest summer street party is back this Friday night! Get ready for a jam-packed night of fun at the Gloucester Main Street Block Party on Friday, August 7, from 6:00 PM to 10:00 PM. Downtown Main Street will completely close to traffic as it transforms into a vibrant celebration packed with vendor booths, retail sales, music, food, and family fun.

The street comes alive with non-stop local bands rocking three different stages all evening long. Keep your eyes peeled for two body-bending shows by ALAKAZAM, the human knot, plus live dance routines by Cape Ann Dance. Kids can get their faces painted, duel with Captain Jack, and get up close with live snakes! Top it all off by hitting up awesome food trucks, dining, and late-night shopping deals from downtown shops and vendors!

Completely free to attend. Bring your family, invite your friends, and enjoy the ultimate summer evening on Cape Ann. Visit https://bit.ly/BlockParty-August7 for full details.