Annapolis, the capital of Maryland, is a quaint town located on the Severn River and the Chesapeake Bay. Its historic district includes 18th-century brick houses, the 1700s Maryland State House, St. John’s College (the third oldest college in the United States), and the sprawling grounds of the U.S. Naval Academy. The charm of Annapolis extends to local pubs with harbor views, unique shops, and lots of public benches to relax and take in the scenery. There is even a free shuttle bus that you can take around downtown.
If you spend the day at Annapolis and decide that you want to stay the night, we have you covered. Check out Reynolds Tavern or Annapolis Waterfront Hotel to continue your fun!
Things To Do:
The Annapolis Maritime Museum & Park
723 Second St, Annapolis, MD 21403
The Annapolis Maritime Museum & Park (AMM) educates youth and adults about the area’s rich maritime heritage and the ecology of the Chesapeake Bay through programs, exhibits, and community events.
$5 | Tickets
William Paca Garden
186 Prince George Street, Annapolis, MD 21401
The William Paca Garden is a two acre oasis of natural beauty in the bustling center of Annapolis’ Historic District. Although many colonial residents had gardens, only Paca’s has been returned to its original splendor and opened to the public.
Banneker-Douglass Museum
84 Franklin Street, Annapolis, MD 21401
As the State of Maryland’s official museum of African American heritage, the Banneker-Douglass Museum serves to document, interpret, and promote African American history and culture (particularly in Maryland). Through exhibitions, programs, and projects the museum’s mission is to improve the understanding and appreciation of America’s rich cultural diversity.
Free Admission
Water Cruises:
Annapolis Harbor & U.S. Naval Academy
Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear the history of the Naval Academy, Annapolis’ role as a historic seaport, the region’s waterways, and catch a glimpse of the Chesapeake Bay Bridge.
$22 Adult & $7 Child | Tickets
Spa Creek Cruise
Come aboard, Miss Anne, for an intimate cruise up Spa Creek into the residential area of Old Annapolis and Eastport. Cruise close to the homes and yachts that line the shore, up to the headwaters of Spa Creek and along the banks of the U.S. Naval Academy.
$22 Adult & $7 Child | Walk-ups only
Spirits & Spirits
During this walking tour and cruise combination experience, you’ll brave the Historic District by foot and hear spooky stories from your Ghost Guide. Then you’ll continue on through the haunted waterways of Annapolis and be entertained with nautical myths and pirate tales.
$40 | Tickets
Food & Beverages
Pusser’s Caribbean Grille
80 Compromise Street, Annapolis, Maryland 21401
Pusser’s Caribbean Grille is a casual, unique, waterfront restaurant in downtown Annapolis. Consistently awarded the “Best in Dockside Dining”, Pusser’s offers fresh Chesapeake seafood, tasty Caribbean fare, and a colorful selection of tropical drinks, including the world famous Pusser’s Painkiller.
Bitty & Beau’s Coffee
124 Dock Street, Annapolis, Maryland
With over 80% of people with intellectual and developmental disabilities unemployed nationwide, the Wrights believe that Bitty & Beau’s Coffee creates a path for people with disabilities to become more valued, accepted and included in every community.
Fox’s Den
179 B Main Street, Annapolis, Maryland 21401
At Fox’s Den, they strive to offer a great selection of American beer and spirits along with incredible comfort food anchored by their wood-fired brick oven pizzas.
Flamant
17 Annapolis Street, West Annapolis, MD | 21401
Founded in 2016, Flamant is a Bistro in the heart of West Annapolis. Flamant represents Chef de Pue’s classical training in Belgium, but is defined by his team’s love for seasonal cooking, world travel, and of course, his European roots.
Shop Til You Drop
Lilac Bijoux
180 Main Street, Suite 101, Annapolis, MD 21401
Lilac Bijoux offers women’s apparel, accessories, shoes, and gifts in downtown Annapolis. Lilac Bijoux is a reflection of owner Fernanda’s breezy personality and passion for easy style.
A.L. Goodies
With four floors of shopping space, A.L. Goodies brings a whole new name to one-stop shopping. The store stocks everything from clothing to fudge to souvenirs.
The Cottage
149 Main Street, Annapolis, MD 21401
The Cottage features a wide variety of clothing, shoes, jewelry, accessories and unique gifts for all occasions. The boutique carries well known designers from across the country as well as local treasures.
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