Written by on September 01, 2017

6 Ways to Explore Annapolis this September

Even though summer is nearing its end, there are still plenty of summertime events, activities, and things do in Annapolis this September. Check out the quick list below for a few suggestions on how to explore Annapolis all month long.

Annapolis this September

Maryland Renaissance Festival

The Maryland Renaissance Festival welcomes visitors to immerse themselves in a recreated 16th century English village. Located at 1821 Crownsville Road in Annapolis, the festival and its village are situated on twenty-five acres of woodland with 85 additional aces set aside for free parking. Take a day to wander through 16th century England while experiencing jesters, jousters, knights, live music, and activities. Hailed as the region’s premier outdoor event and the second largest Renaissance Festival in the country with over 280,000 visitors a season, you’ll discover a new world full of family-fun, entertainment, food, and more at the Maryland Renaissance Festival.

The Renaissance Festival will be open until October 22. Click HERE for more information.

Annapolis this September

First Sunday Arts Festival – Labor Day Parade

This Labor Day Weekend Sunday, check out all the free entertainment along West Street and the Annapolis Arts District in downtown Annapolis. It is going to be a full day of fun, art, entertainment at the First Sunday Arts Festival and The Labor Day parade.

We suggest you start your Sunday in Annapolis, Maryland with Sunday Brunch. There is a ton of great choices for brunch along West Street and Downtown Annapolis. The festival starts at 11am with 130 artisans lining West Street and Whitmore Park in the Annapolis Arts District. Get ready to do some shopping from great local and regional artists and crafters. The selection seems to be getting better every month this year.

In between shopping, enjoy café dining, food trucks and check out great lineup of free entertainment!

Annapolis this September

Maryland Seafood Festival

Endless summer fun continues at the 50th Annual Maryland Seafood Festival on September 9th and 10th, entertaining young and old with eclectic music, exciting contests and flavorful foods.  New this year, private cabanas! Enjoy the festival from your own private space at Sandy Point State Park.  It is perfect for a family reunion, corporate outing, or just a group of friends having a good time. And, each cabana can be customized for you from bare bones, to catered with unlimited beverages!

Saturday will host the popular 27th Annual Crab Soup Cook-off, a festival favorite with attendees voting on their favorite soup.  Swing and sing along with local bands while savoring over 100 mouth-watering food items sold by professional and non-profit food vendors. Back by popular demand is an Official Sand Soccer Tournament! There will be lots to do for kids too from crab shell painting, crab races, moon bounce fun, a Treasure Hunt sponsored by SPRINT, and of course, face painting!

Click HERE for more information and to purchase tickets.

13th Annual Boatyard Beach Bash

The Annapolis Maritime Museum, Boatyard Bar & Grill, and Annapolis Subaru are hosting the 13th Annual Boatyard Beach Bash on Saturday, September 16th, 2017, from 5:30 to 10 p.m. at the Museum’s waterfront property in Eastport. Coral Reefers Peter Mayer, Brendan Mayer, Keith Sykes, and Doyle Grisham are set to perform alongside world-class musicians John Frinzi, Scott Kirby, Aaron Scherz, and John Patty. This is a rare opportunity to enjoy these world-class artists in an intimate setting at the beautiful waterfront campus of the Annapolis Maritime Museum. General admission tickets are $75 and include a grilled buffet dinner provided by founding sponsor, Boatyard Bar & Grill, two drink vouchers and—of course—a fantastic concert! A $125.00 V.I.P. (Very Important Parrothead) ticket also includes admittance to an exclusive reception prior to the concert: meet touring and recording members of the Jimmy Buffett band before they perform, while enjoying signature Painkiller cocktails and hors d’oeuvres from the area’s best caterers. It’s Parrot Head Paradise!

Click HERE to purchase your tickets today.

Annapolis this September

9/11 Heroes Run

Hosted by the Travis Manion Foundation, the Annapolis 9/11 Heroes Run (September 17, 2017) includes a 5K and 1M Family Fun Run that unites the community in remembering the sacrifices of the heroes of the September 11th attacks and in the wars since. Proceeds support the Foundation’s programs assisting veterans and families of fallen service members, and promoting character among today’s youth.

The 9/11 Heroes Run series was inspired by Marine 1st Lt. Travis Manion, a Naval Academy graduate, who was killed by a sniper in Iraq in April 2007 while saving his wounded comrades. You can register to walk or run HERE.

There’s even a sweepstakes giveaway in support of the run. Click HERE to enter for a chance to win.

Annapolis this September

Blazers. Bourbon. Cigars.

Join Historic Annapolis at the William Paca House and Garden on September 28th for the original premier gentlemen’s-only evening. Enjoy bourbon, whiskey, and scotch tastings, along with cigars, delightful food from the area’s top chefs, and an array of vendors. New this year – in addition to early admission at 5 pm, Host Committee and VIP ticketholders will have exclusive access to a special VIP-only section of the William Paca Garden.

Cost: Host Committee $500 – Includes a post-event bourbon tasting, early admission at 5 pm to enjoy outstanding food prepared by the area’s best, unlimited bourbon tastings, exclusive gift bag, and exclusive access to the VIP section.

Click HERE for more information and to purchase your tickets.


Photos courtesy of VisitAnnapolis.org

Whether you’re looking for things to explore in the area, the latest news and updates on the area’s thriving Arts & Culture scene, shopping highlights across the county, or interviews with local artists, our bloggers are here to point you in the right direction. Every now and again, we come across a great story about our great county and post it under the Spotlight section of Explorer Annapolis to share with our readers. This curated content allows us to bring you a wider range of all the great things Annapolis & Anne Arundel County has to offer. If you’d like to be a guest blogger, or if you’d like us to share one of your blogs on Explorer Annapolis, email us at adahlgard@symmetry.agency.

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