Ongoing

Lights on the Bay

Sandy Point State Park 1100 East College Parkway, Annapolis

See thousands of holiday lights and over  twinkle at Sandy Point State Park, where over 60 animated and stationary displays sparkle over the Chesapeake Bay. A holiday tradition, proceeds from Lights on the Bay benefit Anne Arundel Medical Center. Admission is $15 per car, $5o per bus. Open nightly November 18 - January 1, weather [...]

Jolly Express Cruise

Annapolis City Dock City Dock, Annapolis

Take a "sleigh ride"--except over the water except in the snow, and on a boat instead of an actual sleigh. The 45-minute holiday cruise includes seasonal music, hot chocolate and Santa steering the ship.  Happening weekends in December (excluding Dec. 10) including Christmas Eve, Christmas Day and New Year’s Eve 6:00 p.m., 7:00 p.m., and [...]

Midnight Madness Holiday Shopping

Downtown Annapolis Annapolis

Come to the downtown "block party" and holiday shop 'til you drop! On the first three Thursdays of December, there will be live music and refreshments to enjoy while you stroll downtown and shop locally during the season of giving. Soak up the beauty of a lit-up Annapolis in the wintertime at this holiday event, [...]

Parade of Lights Cruise

Severn Inn 1993 Baltimore Annapolis Blvd, Annapolis

Eat dinner at the Severn Inn, then set sail aboard the Catherine Marie on a dessert cruise with unbeatable views of the Eastport Yacht Club Parade of Lights.  All-inclusive admission is $145.  Cruise begins and ends at the Severn Inn. 

Eastport Yacht Club Parade of Lights

Annapolis City Dock City Dock, Annapolis

Watch all kinds of decked-out boats parade through the Annapolis waterfront as thousands of lights twinkle and holiday music plays (usually from the boats!). Prime viewing areas include Eastport, Spa Creek, the City Dock and the Naval Academy sea wall. Admission is free. 

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