Cherry Poppin’ Daddies
Join Cherry Poppin’ Daddies at Rams Head on Stage. Swing music and the great American songbook. $39.50
The Polar Bear Plunge
Be part of the 21st Polar Bear Plunge at Sandy Point State Park, where you will join thousands of others brave enough to jump into the Chesapeake Bay in the middle of winter, and will benefit the athletes of the Special Olympics Maryland in the process.
Celebrate 2017 in Downtown Annapolis
Join us as we welcome 2017 in at the City Dock in Downtwon Annapolis. There’s family-friendly entertainment beginning in the afternoon, an early-bird fireworks display for those who want to be tucked in before midnight, partying on the Dock, and a midnight fireworks spectacular. Kick off the New Year in style, and it's all free! [...]
Eastport Yacht Club Lights Parade
The Annual Eastport Yacht Club Lights Parade will light up the water of Annapolis Harbor, bringing it alive with festively illuminated boats. This event is sure to amaze both children and adults. Gather at your favorite viewing spots along the waterfront to view the spectacle and make a night of it by coming to Downtown [...]
Lights on the Bay
The whole family can enjoy the Lights on the Bay along the shore of the Chesapeake Bay, and this year marks the 20th anniversary of Lights on the Bay, held from November 21 through January 1. Weather permitting, the electric wonderland will be on full display nightly from 5:00 p.m. to 10:00 p.m. at Sandy Point [...]
Eleventh Hour
Don't miss the Eleventh Hour on December 15th where select stores in downtown Annapolis will remain open until 11pm, giving everyone an excuse to get out and shop well into the night. The City of Annapolis will offer FREE 3-hour valet parking, free Circulator buses and discounted garage parking during the annual event.
Midnight Madness
Don't miss Midnight Madness on December 8th where select stores in downtown Annapolis will remain open until midnight, giving everyone an excuse to get out and shop well into the night. The beautiful old streets of Annapolis will be alive with music from choirs, musicians, and carolers, and some Downtown merchants will offer complimentary refreshments [...]
Midnight Madness
Don’t miss Midnight Madness on December 1st and 8th where select stores in downtown Annapolis will remain open until midnight, giving everyone an excuse to get out and shop well into the night. The beautiful old streets of Annapolis will be alive with music from choirs, musicians, and carolers, and some Downtown merchants will offer [...]
Queen of All Food Drives
Watermark Presents the “Queen of All Food Drives” During Eastport Yacht Club Lights Parade Bring a donation…party with the Queen! Annapolis’ favorite boat, Watermark’s Harbor Queen is excited to host “The Queen of All Food Drives” during the Annual Eastport Yacht Club Lights Parade on Saturday, December 10from 5:30-8:30 p.m. The holiday food drive benefits [...]
Maritime Republic of Eastport’s Tug o’ War
The annual Maritime Republic of Eastport’s Tug o’ War charitable event is billed as the longest International Tug of War over water in the world. It features a 1700-foot rope, 450 tuggers and 1000 spectators in a festival like atmosphere. Tugging begins promptly (more or less) at the crack o' noon.