Annapolis MD Community Events

Upcoming Community Events

Annapolis Arts & Wine Festival 

When: June 8 – 9th, 2018

Where: Navy Marine Corps Stadium, Annapolis

Price: $35

A weekend of fine arts, handmade crafts, wine tastings from more than 20 Maryland wineries, live music, delectable cuisine, at least a dozen food trucks, and much more.


Wine in the Wind

When: June 10th, 2018

Where: Annapolis Sailing Cruises Schooner Woodwind

Time: 4 PM – 6 PM

Price: Tickets $81. Reserve your spot here.

Enjoy a two-hour sail around the Chesapeake Bay while sampling wonderful wines. A representative from the Tommasi Family Estates will introduce you to four special wines while you are under sail. The cruise will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite to go with each wine. Includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind’s logo on it. You will be able to raise the sails, steer the boat or just sit back and relax with your wine and food.


Drink Pink

When: June 16th, 2018

Where: Charles Carroll House of Annapolis

Time: 1 Pm – 5 PM

Price: Tickets vary depending on the option you choose $40, $63.95, and $72.

This June, the gardens of the Historic Charles Carroll House, a picturesque waterfront setting on Spa Creek, will be transformed into the rosé picnic party of the summer. The afternoon will be a lawn party to remember, filled with pink sips, lawn games, great music and dancing, and delicious food. Pink tastings include a variety of rosé wines. If you enjoy the tastings, indulge your favorites at the DRINK PINK Bar throughout the afternoon, offering rosé wines, sparkling wine and champagne, pink cocktails, and a rare rosé cider and sour beer at a discounted rate to all guests! Dress to impress, and join us for the perfect Instagram-able afternoon on the Creek!



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