Spring Sailboat Show

City Dock Annapolis, MD, United States

This is the largest in-water boat show you'll find anywhere. The show runs from 10 a.m. to 6 p.m. Friday and Saturday and 10 a.m. to 5 p.m. on Sunday. General admission is $12; children under 12 are free.

Annapolis Irish Festival

Anne Arundel County Fairgrounds 1821 Crownsville Rd, Crownsville, MD, United States

The 8th Annapolis Irish Festival (AIF) will be held on Friday, June 1 and Saturday, June 2 at the Anne Arundel County Fairgrounds.  A family oriented event, AIF celebrates the rich Celtic heritage music, food, traditions and customs.  It features local and international Celtic bands led by Gaelic Storm, Carbon Leaf, Scythian, the Gothard Sisters, Seamus Kennedy and more.  There will [...]

Annapolis Chocolate Binge Festival

West Street Annapolis, MD, United States

The  Annapolis Chocolate Binge Festival is now in it's fourth year. This family friendly festival includes entertainment, live music, chocolate, holiday shopping and the lighting of the festive West Street Holiday Light Canopy.  Take a walk along West Street and tour over 35 chocolate vendors selling all types of chocolate specialties, including chocolate truffles, caramels, and [...]

Corvettes on the Bay Fun Show Annapolis City Dock

Annapolis City Dock City Dock, Annapolis, MD, United States

Corvette Annapolis was founded in 1991 and is dedicated to the promotion of the Chevrolet Corvette, and camaraderie among Corvette owners in the greater Annapolis and Central Maryland area.  Come join us for a celebration of America’s Sports Car at our annual show. This Corvette-only Fun Show will occupy center stage at the historic Annapolis [...]

Truxtun Youth Triathlon

Truxtun Park 273 Hilltop Ln, Annapolis, MD, United States

Be challenged in a Swim, Bike, Run event at Truxtun Park! SWIM in the Truxtun Park pool; BIKE through City parks and adjoining roads; and RUN through Truxtun’s trails. All participants receive a medal for completing the race. Trophies are awarded to the 1st, 2nd, and 3rd places in each age group. Entry fee includes [...]

$55

Sunday in Annapolis, MD (Boating and Touring)

St. John's College 60 College Ave, Annapolis, MD, United States

Learn the history of the Naval Academy and Colonial Annapolis Lunch at one of Annapolis' most popular restaurants Enjoy a relaxing afternoon boat cruise on the Chesapeake Bay Spend a beautiful fun-filled day of activities in Annapolis, the capital of Maryland. 

$50

2019 Maryland Seafood Festival

Sandy Point State Park 1100 East College Parkway, Annapolis, MD, United States

The 52nd annual Maryland Seafood Festival is a tasty and entertaining tradition, with music, great food, exhibits, arts and crafts, and featuring the 29th annual Crab Soup Cook-off. This family fun and feasting event draw 20,000+ visitors from all across the mid-Atlantic region. With live music performances, chef demonstrations, delicious seafood, creative craft booths, an interactive [...]

$10 – $120

Women’s Expo

Westfield Annapolis 2002 Annapolis Mall, Annapolis, MD, United States

Come out and enjoy a day that is unique for women’s! Grab your girls and join us at 2002 Annapolis Rd Mall between H& M and Metro Pcs at Annapolis, MD 21401 on Saturday and Sunday during the mall hours. Enjoy giveaways, shopping, food & fun. We will have a variety of local women in [...]

Free – $280

Lights on the Bay

Sandy Point State Park 1100 East College Parkway, Annapolis, MD, United States

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 [...]

MD State House by Candlelight

Maryland State House 100 State Circle, Annapolis, MD, United States

CYSO Senior Flute Ensemble will perform at the Maryland State House

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