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Annapolis: Awash with September Activities

If your group is visiting the Chesapeake in September, there is much for them to do.

The Annapolis & Anne Arundel County CVB has created a comprehensive calendar for the fall. Here are some of September's events.

Wednesday Night Sailboat Races

Wednesday, September 2 | First gun is at 6:10 p.m. |
 Annapolis Harbor |

Grab your favorite dockside seat in America's Sailing Capital to watch midweek races, where some 150 boats sail around several marks in the Bay before heading back to Spa Creek for a finish in front of the Annapolis Yacht Club. For many, the post-race party is the official beginning of the weekend.

Navy vs. Colgate

Saturday, September 5 | U.S. Navy-Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis

Watch Navy play its home opener against the Patriot League's Colgate Raiders at U.S. Navy-Marine Corps Memorial Stadium.

48th Annual Maryland Seafood Festival

Saturday and Sunday, September 12 and 13| Saturday, 10 a.m. – 9 p.m. | Sunday, 10 a.m. – 7 p.m. | 
Sandy Point State Park, 1100 East College Parkway, Annapolis

Admission: General, $15 | Seniors and active military, $10 | Kids 12 and under, free | VIP individual, $65 | VIP Couple, $120 
| 410.353.9237

Highlights of this year's festival include:

  • The 25th Annual Crab Soup Cook-Off, featuring Annapolis-area restaurateurs and chefs in a classic Maryland Showdown
  • Xpogo professional pogo stick demonstrations
  • Cooking classes
  • Free stand-up paddle board and SUP yoga demonstrations
  • An inaugural Paddle for Betterment event

Enjoy mouth-watering food, entertainment by local and soon-to-be-discovered bands, kids' activities, and competitive beach volleyball for adults.

4th Annapolis Craft Beer and Music Festival

Saturday, September 12 | Noon to 6 p.m. |
 U.S. Navy-Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis

Admission: Tasting Ticket, $40 | Non-tasting, $20 | Youth ages 12-20, $1 | Kids under 12, free |


Choose from more than 120 beers produced by more than 45 regional and national craft breweries during the area's largest craft beer event. Attend educational seminars on topics such as Craft Beer 101 and Cooking with Craft Beer. Enjoy live music ranging from smooth jazz, to island music, to rock 'n' roll, classics, R&B, country, and more. Pair your beer with a wide selection of cuisine and check out the festival shops. Bring your own chair.

This is just the tip of the crab cake! For more information about what's happening in Annapolis this fall, click here.

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