Concert in City Square Park
Wednesday, July 10th 5:30-7 p.m. | The Dirty Water Brass Band is back to preform another free concert, hosted by Friends of City Square Park, this Wednesday. Consider getting an outdoor table at Prima and listening to the music while indulging in some of Boston’s best!
Book a Local Sitter and Enjoy a Local, Award-Winning Meal
Speaking of Boston’s best, four of Charlestown’s local, beloved businesses were awarded Best of Boston by Boston Magazine. Read more about them here! Looking to enjoy a kid-free meal? Boston’s Savvy Sitter has got you covered! They are a childcare company serving the Boston community who offers babysitting for evenings, date nights, weekends, hotel stays, weddings and events. “Our service personally matches our sitters with your family to ensure you’re getting the in-home care that matches your pace and needs. We also offer on-demand sitters to accommodate any last-minute change in your plans.”
Havana Nights Party at Pier 6
Thursday, July 11th at 7 p.m. | Escape to the Caribbean at Pier 6‘s Havana Nights Party, sponsored by Blue Chair Bay Rum! Enjoy Cuban-inspired cuisine, lively music, and arrive dressed in your island best. A Cigar Bar will be available to the first 100 guests.
Tickets start at $20 and include:
- Cuban inspired fare
- Drink ticket redeemable for one Blue Chair Bay Rum featured cocktail
- One ticket redeemable at the Cigar Bar*
- Music, giveaways, swag, & more!
Cake Creations in C-town
Looking for a custom cake for a summer party, birthday, or other celebration? Monumental Cakes is a residential kitchen based in Charlestown! Check them out on Instagram or email [email protected] for more information.
Free Arts & Crafts at Peter Looney Park in August
Save the date! The Boston Parks and Recreation Department’s annual ParkARTS program is pleased to announce the return of free Arts & Crafts Workshops for children. From West Roxbury to East Boston, kids ages three to ten can enjoy a wide variety of arts and crafts activities led by local artists at the workshops held from 10 a.m. to 12 noon. Find out more information here. The workshop will be at Peter Looney Park in Charlestown on Friday, August 2nd, 9th, & 16th.

Abbey is the face behind Caught in Charlestown. In 2023 she migrated from Southie to Charlestown and brought the spirit of the ‘Caught In’ community with her. She is a new momma, creator, real estate agent, yogi, and so much more.
Liberty Tree Dedication in the Gardens for Charlestown
5 Things to Know This Week – May 19th
Weekend Picks – May 15th