Day 1: Sound of Music
During the mid-18th-century Golden Age of Annapolis, Annapolis and Anne Arundel County was a center for arts and culture and that tradition continues today. Below are a few suggestions that showcase an incredible diversity of cultural offerings for you to experience.
Be mesmerized by the melodic sounds of the Annapolis Chorale, which includes the Chamber Chorus, Chamber Orchestra, and the Annapolis Youth Chorus—all of which has attained a national reputation for excellence and innovation.
Enrich your cultural experience with the Annapolis Opera Company, one of Maryland’s artistic gems. It's guaranteed to inspire and ignite your senses. The opera offers a variety of artistically excellent professional opera productions at affordable prices.
If there's time, buy a ticket and see the Annapolis Symphony Orchestra, which offers music lovers the finest classical repertoire performed by professional players in Classic Pops and family series concerts.
A historic, as well as cultural landmark in the city's Registered Historic District, the Old Shaw Blacksmith Shop appears in the city's records as far back as 1696. Restoration work began in 1983 to light caverns under the building that may have been part of an underground railway system. Today, Annapolis Summer Garden Theatre performers offer musical theatre here under the stars throughout the summer.

Day 2: Theatrical Productions
The Ballet Theatre of Maryland offers superb ballet performances, lectures, demonstrations, and dance instruction. Most of its captivating performances take place at Maryland Hall for the Creative Arts.
The Bay Theatre Company, located within walking distance of downtown Annapolis offers a four-play season, acting workshops and classes, benefit performances, and staged readings in an intimate, off-Broadway style house.
Located in the heart of Historic Annapolis, Colonial Players offers exciting, live theatre year-round. Comedies, dramas, and musicals are performed in an intimate 180-seat theatre-in-the-round—an enthralling experience for everyone in your family.Take the family to the Medieval Times Dinner & Tournament where you can enjoy an exciting adventure back to the Middle Ages set inside an 11th-century-style castle. Feast on a four-course meal while watching pageantry, horsemanship, and an authentic medieval jousting tournament.
Complete your evening by seeing Them Eastport Oyster Boys. These Chesapeake troubadours provide you with a grin-a-minute comical musical history "tour" of Annapolis and the Chesapeake Bay through a performance featuring original songs and stories.

Day 3: Exploring Art
Annapolis is home to more than 20 art galleries featuring pottery, paintings, and photography, all within a quarter-mile of the Maryland State House. West Annapolis and the Galleries at Quiet Waters Park and at Maryland Hall for the Creative Arts round out the arts scene in a destination that is high on the list of discerning art lovers.
Your first stop should be The American Craftworks Collection, which offers a blend of contemporary crafts by the nation’s finest craftsmen with traditional crafts from the League of Maryland Craftsmen. Nearby, the Annapolis Publishing Collection houses the collection of silver gelatin photographs by Marion Warren, oils by Ann Munro Wood, and selected works by Roxie Munro.
Just a short walking distance over, discover many distinctive paintings, watercolors, original prints, and fine crafts for the home at the Aurora Gallery. Here you'll find elegant pottery, blown glass, and fine handcrafted jewelry.
Gallery 1683 celebrates the beauty of the Chesapeake Bay region with carved ducks, original fine art, glass, photography, wood boxes, and boats of the Chesapeake in an 18th-century building.
At the McBride Gallery, enjoy Annapolis’s largest art gallery featuring seven rooms of original paintings, sculpture, and fine graphics. Art lovers can view landscape, wildlife, still life, and nautical themes in a historic colonial home.