Best events in
Annapolis

Looking for something to do in Annapolis? Whether you're a local, new in town or just cruising through we've got loads of great tips and events. You can explore by location, what's popular, our top picks, free stuff... you got this. Ready?

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Popular in Annapolis

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Naptown Flea

Sun, Jul 12, 10:00 AM

Maryland Avenue

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Amy Speace in Annapolis, MD

Wed, Jul 15, 8:00 PM

49 West Coffeehouse, Winebar & Gallery

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Laughs in the Lounge

Fri, Jul 17, 7:00 PM

Stan & Joe's Saloon

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Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

Tue, Jul 21, 7:00 PM + 6 more

Carpaccio Tuscan Kitchen & Wine Bar

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Happy Hour Networking Event

Wed, Jul 22, 4:00 PM

110 Compromise St

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Annapolis Makers & Merchants

Sat, Aug 8, 10:00 AM

Quiet Waters Park

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BTA August Member Meeting & School Supply Drive

Thu, Aug 13, 2:00 PM

52 King George St

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All White Dinner Cruise

Sun, Aug 30, 3:15 PM

1 Dock St

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Naptown Flea

Sun, Jul 12, 10:00 AM

Maryland Avenue

Check ticket price on event

Amy Speace in Annapolis, MD

Wed, Jul 15, 8:00 PM

49 West Coffeehouse, Winebar & Gallery

Check ticket price on event

Laughs in the Lounge

Fri, Jul 17, 7:00 PM

Stan & Joe's Saloon

Check ticket price on event

Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

Tue, Jul 21, 7:00 PM + 6 more

Carpaccio Tuscan Kitchen & Wine Bar

Check ticket price on event

Happy Hour Networking Event

Wed, Jul 22, 4:00 PM

110 Compromise St

Check ticket price on event

Annapolis Makers & Merchants

Sat, Aug 8, 10:00 AM

Quiet Waters Park

Check ticket price on event

BTA August Member Meeting & School Supply Drive

Thu, Aug 13, 2:00 PM

52 King George St

Check ticket price on event

All White Dinner Cruise

Sun, Aug 30, 3:15 PM

1 Dock St

Check ticket price on event

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Online Events

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From Fear To Love — delivered by Trauma Informed Parenting

Monday at 10:00 GMT+1

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OrgDev Live Conference 2026

Tuesday at 09:30 GMT+1

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PPWR

Thursday at 11:00 GMT+2

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PROGRESS Webinar - Alcohol Awareness Week

Thursday at 09:30 GMT+1

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Tax Essentials for the Self Employed

Wed, Jul 15, 11:00 AM GMT+1

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Introduction to Landscape Photography with Mieke Boynton | Online

Tue, Jul 21, 6:30 PM GMT+10

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NASA's Nancy Grace Roman Space Telescope Launch

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London Career Fair

Wed, Sep 16, 9:30 AM GMT+1

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From Fear To Love — delivered by Trauma Informed Parenting

Monday at 10:00 GMT+1

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OrgDev Live Conference 2026

Tuesday at 09:30 GMT+1

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PPWR

Thursday at 11:00 GMT+2

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PROGRESS Webinar - Alcohol Awareness Week

Thursday at 09:30 GMT+1

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Tax Essentials for the Self Employed

Wed, Jul 15, 11:00 AM GMT+1

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Introduction to Landscape Photography with Mieke Boynton | Online

Tue, Jul 21, 6:30 PM GMT+10

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NASA's Nancy Grace Roman Space Telescope Launch

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London Career Fair

Wed, Sep 16, 9:30 AM GMT+1

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This Weekend

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Real Estate Investor "Jumpstart" - Annapolis

Today at 10:00

Annapolis

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⁠Mindful Wellness Walk in Annapolis

Today at 11:00 + 3 more

Brown Mustache Coffee, LLC

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Afternoon Tea at The Maryland Inn

Tomorrow at 11:00 + 8 more

The Maryland Inn of the Historic Inns of Annapolis

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Real Estate Investor "Jumpstart" - Annapolis

Today at 10:00

Annapolis

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⁠Mindful Wellness Walk in Annapolis

Today at 11:00 + 3 more

Brown Mustache Coffee, LLC

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Afternoon Tea at The Maryland Inn

Tomorrow at 11:00 + 8 more

The Maryland Inn of the Historic Inns of Annapolis

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Food & Drink events

Jazz Brunch

Sun, Jul 19, 11:00 AM

Captain's Daughter

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Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

Tue, Jul 21, 7:00 PM + 6 more

Carpaccio Tuscan Kitchen & Wine Bar

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All White Dinner Cruise

Sun, Aug 30, 3:15 PM

1 Dock St

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Chart House Prime- Prisoner Wine Dinner

Thu, Sep 17, 7:00 PM

Chart House Prime

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Jazz Brunch

Sun, Jul 19, 11:00 AM

Captain's Daughter

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Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

Tue, Jul 21, 7:00 PM + 6 more

Carpaccio Tuscan Kitchen & Wine Bar

Check ticket price on event

All White Dinner Cruise

Sun, Aug 30, 3:15 PM

1 Dock St

Check ticket price on event

Chart House Prime- Prisoner Wine Dinner

Thu, Sep 17, 7:00 PM

Chart House Prime

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Points of Interest near Annapolis

Annapolis Maritime Museum Park

Banneker Douglass Museum

Pirate Adventures On The Chesapeake

William Paca House Garden

Watermark Tours Charters Cruises

Annapolis City Dock