Anne Arundel, Maryland • EVENTS

Never Miss Another Anne Arundel Festival or Event Again

Get Anne Arundel festivals, boat shows, arts events + any topics you love (music, food, history) in ONE personalized newsletter. Free forever—no more scattered updates.

Join 3,200+ Anne Arundel locals getting personalized Anne Arundel updates

Why Anne Arundel Events?

Imagine discovering the Annapolis Boat Shows or Paint Annapolis festival after it's too late—friends posting pics while you're stuck scrolling endless sites. That's the frustration of information overload in Anne Arundel, where maritime traditions, historic celebrations, and vibrant arts scenes happen year-round. Briefsy changes that: we scan local sources like Chesapeake Crossroads, Visit Annapolis calendars, and community listings daily to deliver only the events you care about in one easy email. No FOMO, just the perfect mix of Anne Arundel's rich heritage and your personal interests—tailored to you, every week.

Quick Facts

Over 40 historic sites open for Maryland Day's weekend celebration, drawing thousands to explore Annapolis's colonial roots.
First Sundays Arts Festival runs May through November with 130+ vendors, live music, and artisan crafts— a staple for local creatives.
Paint Annapolis, a 20+ year tradition, features international plein air artists painting the county's scenic waterways live.
Annapolis Boat Shows in spring and fall showcase hundreds of vessels, attracting boating enthusiasts from across the Chesapeake Bay.
Fourth of July parade and fireworks light up Annapolis, with parades along West Street drawing massive community crowds.
Weekly farmers' markets in Annapolis, Crofton, and Severna Park connect locals to fresh produce and year-round community vibes.

Tired of Missing Out?

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Finding out about amazing events like the Annapolis Juneteenth Festival AFTER they've passed and your friends are raving.

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Juggling multiple sites—Visit Annapolis, Eventbrite, local calendars—just to catch Anne Arundel's hidden gems.

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Getting bombarded with irrelevant event spam that clutters your inbox and wastes your time.

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Missing out on festivals, boat shows, or arts events you'd love because they're buried in generic listings.

How Briefsy Helps

ONE newsletter: Anne Arundel events + music + food + sports + whatever YOU love—all personalized in a single, clutter-free email.

Events matched to YOUR specific interests (boating? History? Arts?)—no generic spam, just what excites you.

We track Anne Arundel's local events, festivals, and community happenings daily from trusted sources like Chesapeake Crossroads and Visit Annapolis.

100% FREE forever—no subscriptions, no catches, just pure value to keep you connected.

Anne Arundel's Annual Events & Festivals

Anne Arundel pulses with world-class festivals that blend maritime magic, artistic flair, and historic charm—making it a haven for event lovers. But these don't announce themselves; without the right updates, you'll miss the boat (literally). Briefsy plugs you in, so you never skip the action that defines our community.

Annapolis Spring Sailboat Show (April): Hundreds of new and brokerage boats, from catamarans to daysailers, on the Chesapeake—perfect for boating fans dreaming of bay adventures.
Paint Annapolis (June): Over two decades of international artists painting en plein air across scenic spots, culminating in a juried exhibit that celebrates our artistic heritage.
First Sundays Arts Festival (May-November): 130+ vendors with unique crafts, live music, and competitions in downtown Annapolis—a monthly explosion of creativity and local talent.
Annapolis Film Festival (October): 70+ films over four days, sparking conversations and connections in a community-wide cinema celebration.
Eastport Yacht Club Lights Parade (December): Festive boats lit up for the holidays, a beloved tradition that captures Anne Arundel's nautical spirit and family fun.

Anne Arundel's Cultural Scene & Community Traditions

From patriotic parades to inclusive pride events, Anne Arundel's traditions build unbreakable community bonds—rooted in our naval history and bayfront vibe. It's insider access to what makes living here special, but staying looped in shouldn't be a chore. Briefsy delivers these cultural highlights straight to you, personalized to your passions.

Maryland Day (March): Opens 40+ historic sites in Annapolis for free or $1 tours, commemorating our state's founding with living history that feels alive and immersive.
May Day (May): A 1956 tradition where homes and businesses adorn with flower baskets, complete with ribbon-winning competitions—pure springtime community joy.
Annapolis Juneteenth Parade & Festival (June): Celebrates emancipation with parades, music, and cultural exhibits, fostering inclusivity and shared heritage.
Navy Birthday & Commissioning Week (October): Naval Academy events with parades, concerts, and ceremonies honoring our military roots— a patriotic highlight for locals.
Homestead Gardens Fall Festival (September-October): Family pumpkin patches, storytimes, and hayrides that embrace Anne Arundel's agricultural charm and seasonal fun.

Common Questions

How is this different from Eventbrite alerts?

Briefsy creates ONE newsletter combining Anne Arundel events + music + food + sports + ANY topics you love. It's completely personalized—not just generic event listings everyone gets.

Will I get spammed with irrelevant events?

No! You choose your interests and Briefsy only sends events YOU care about. Love jazz but hate sports? You'll never see a football game in your newsletter.

Is this really free?

Yes! 100% free forever. No credit card. We believe staying connected to your community shouldn't cost money.

Ready to Stay Connected to Anne Arundel?

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