Annapolis Sunset Cruise
Our Annapolis Sunset Cruise takes you out on the water to watch the sunset and see the lights of the Annapolis Harbor. Enjoy a fun music playlist and beautiful scenery …
Music, Dinner & Neighbors: What’s Happening Friday in Arnold?
✨ Curious? You’re not the only one. Every Friday this summer, a small crowd has gathered in our backyard — some neighbors, some strangers — for music, dinner, and a …
Cinderella (Enchanted Edition)
Talent Machine’s talented young cast members ages 7 to 14 bring this beloved fairy tale to life in August. A special treat for kids of all ages, The Enchanted Version …
Bad Moms Back to School Brunch Bash + Fundraiser
Calling all moms who are tired of fundraisers and just want to have a good time. This is your moment. The Bad Moms Back to School Brunch Bash is happening …
Sky City Social at Twain’s Tavern
Sky City Social is not your typical cover band – they are a talented group dedicated to giving familiar songs a fresh, modern twist. Inspired by arena performances, award shows, …
Here’s to the Night + North County Reunion at Twain’s Tavern
Here’s to the Night is back at Twain’s for another night of ‘90s and 2000s bangers, but this one comes with a bonus, as we welcome the North County High …
Friday Evening at Holland House – Live Music, Dinner & Community
Live music, good food, and neighbors coming together — right in the backyard. Holland House Gatherings is a Friday night summer series that’s all about slowing down and connecting. Each …
AACP Southern Districts National Night Out
Join us on Tuesday, August 5, 2025 from 6:00 pm – 8:00 pm in the parking lot in front of Floyd’s 99 Barber Shop at Annapolis Mall for a night …
LL Cool J Tuesdays
Don’t miss LL Cool J Tuesdays! The center of the musical universe is right here in the waters of the Chesapeake Bay. The talent spills out into the rest of …
2000s DJ Night
Get out your mixtape and crank the iPod—it’s time to party like it’s 2009! We’re throwing it back on Friday, August 15, 2025 with a 2000s DJ Night packed with …