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Deal Drop

Annapolis Moms Deal Drop | May 19, 2026

May 19, 2026 by Elizabeth Krischer

The next few weeks will be a flurry of graduation activity. Not only will the Midshipmen graduate, but high school seniors will also be ready to walk the stage. (If you’re reading this while rocking an infant back to sleep…yes, one day your baby will be a graduate!) So here are some deals on gifts, celebrations, and outdoor fun to help you enjoy the time together.

  • Up to 30% off spring styles for men, women, and children at The Black Dog, Main Street. Plus, if you submit a picture of your pup to their Monthly Dog Photo Contest, you could win a gift card! More details on their Instagram.
  • 30% off clearance jewelry, including graduation-themed items, at Pandora, Annapolis Mall. A thoughtful gift for your kid (who’s maybe not a kid anymore) as they start the next phase of their journey.
  • Get 20% off your order when you sign up for Navy Online’s NStar program. Show off your Navy spirit knowing 100% of proceeds go toward the Brigade of Midshipmen! You can also visit the USNA Gift Shop while you’re exploring Annapolis.
  • Presale ticket prices at Pirate Adventures on the Chesapeake, Downtown Annapolis. Grab your tickets now so you and your kiddos can commandeer the ship, find the treasure, and fire the water cannons!
  • Sale on life jackets at West Marine, Annapolis/Edgewater/Glen Burnie. May is National Water Safety Month, so be sure to get a Coast Guard-approved, well-fitting life jacket.

Take a look at even more Annapolis Moms exclusives and deals!

Let us know if you have a deal that you’d like included in our weekly deal drop!

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Related posts:

Holiday Magic at AMFM’s 27th Annual Annapolis Christmas Show Choose your path imageJoB Market Update & Anne Arundel County Spring Career Fair Dinner Under the Stars on West Street SQRRL! several people on lit stage playing instruments and singing in Christmas costumes and a squirrelAnnapolis Moms Presents: SQRRL! Family Fun on December 23 at Rams Head
Category: Deal DropTag: deals, discounts, retail, sales, shopping See all posts by Elizabeth Krischer

About Elizabeth Krischer

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Our Community Suppor

Our Community Supporter, Davy Dance Academy, is bringing a little holiday magic to the stage with their Polar Express Holiday Musical! 🚂✨

🎟️ Tickets are on sale now!
📅 Saturday, December 19, 2026
⏰ 2:00 PM & 6:00 PM
📍 Anne Arundel Community College
🎫 Tickets: $15 kids (ages 2–12) & $20 adults

🔗 Get your tickets here: 22055.recitalticketing.com

We love seeing local businesses like Davy Dance Academy bring our community together through the arts. ❤️

#AnnapolisMoms #AnnapolisDance #HolidayMusical
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A LITTLE CULTURE, A LITTLE COMEDY, AND SOME HOLIDAY SHOPPING — WHAT’S ON YOUR WEEKEND CALENDAR? 👀

There’s a good mix of things happening around Annapolis this weekend, from live performances and local shopping to wine tastings and a celebration of Indigenous arts.

Here’s what’s coming up November 13–15:

🎭 Oklahoma! at Maryland Hall
🍷 Tastings & Tunes: Wine & Beer Fest on West
🎁 Holiday Pop-Up Shop at Severna Park Community Center
😂 Comedian Paul Mecurio at Rams Head on Stage
🥁 Uhwachi-Reh Indigenous Arts at Pip Moyer Recreation Center

There’s a little something for every kind of weekend plan, so take your pick and get those dates on the calendar!

👉 See the full Do Not Miss List here: annapolismomsmedia.com/do-not-miss-list-november-12-2026/

#AnnapolisMoms #DoNotMissList #AnnapolisEvents #WeekendPlans #ThingsToDoAnnapolis
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