Things To Do
Crabs!
Folks, Annapolis is the Mecca of Maryland Blue Crab eating. We invite you to try the best local fare. We recommend the below establishments. 1. Jimmy Cantler's Riverside Inn (458 Forest Beach Road, Annapolis, Maryland 21409) 2. Mike's Restaurant & Crab House (3030 Riva Road, Riva, MD 21140)
Main Street, Annapolis
Walk through Annapolis' downtown area. Check out the flagship US Helly Hansen store, stop into shops for coastal attire and trinkets. Enjoy a scoop of ice cream or some homemade fudge, or even the 6-pound milkshake challenge at Chick & Ruth's! Our Favorite Bars - 1. Fleet Reserve Club (Active-Duty Military ID required) 2. Federal House Bar & Grille (beer towers) 3. Davis Pub in Eastport (Maryland Irish Catholic Pub with Chesapeake Bay influence) Our Favorite Restaurants - If crabs ain't your thing 1. Chick & Ruth's (Classic American) **They do NOT serve alcohol** 2. Preserve (Modern American) 3. Davis Pub in Eastport (maritime pub fare)
Eastport, Annapolis
Check out another side of Annapolis, where the locals live. We recommend that you check out the Annapolis Maritime Museum (open 10 AM -3 PM daily, $7 tickets) then grab a drink at the local pub, Davis Pub. Davis Pub is Annapolis' original Irish Pub (with a Chesapeake Bay twist).
Naval Academy
We highly recommend the walking tour, which is $14. Tours happen every 30 minute from 9:30AM to 3 PM. You can get on the yard with any ID or Drivers License and just wander if you want. There is also a museum on site at Prebble Hall (118 Maryland Ave, Annapolis, MD 21402) open 9 AM - 5 PM Mon - Sat and 10 AM - 4 PM on Sunday.
Cascia Vineyards & Winery
Mark Cascia Vineyards grows over 12 acres of premium wine varietals on Kent Island on Maryland's Eastern Shore. Cascia Vineyards is a unique, family run waterfront winery located on Kent Island, overlooking the waters of the Chesapeake Bay.
Terrapin Nature Park
This award-winning 276-acre nature park features a 3.25-mile oyster chaff walking trail, which meanders through wildflower meadows, wetlands, tidal ponds, woodlands, and sandy shoreline. The trail provides a unique vantage point for viewing an incredible variety of waterfowl, wildlife, and plant species. A gazebo is located along the sandy shoreline afford a spectacular view of the Chesapeake Bay Bridge.
Matapeake Clubhouse and Beach
Located on the Chesapeake Bay on Kent Island, Maryland, the grounds include a public swimming beach, an outdoor amphitheater, family picnic area and 1 mile trail through the surrounding woods, with views of the Bay Bridge. The beach is open sunrise to sunset daily.
Sandy Point State Park
If you want to enjoy the best public beach on the Chesapeake Bay, look no further than Sandy Point State Park (entry fee of $5 per person). Located in the shadow of the Bay Bridge in Annapolis, soak up some sun, and enjoy some of our beautiful Chesapeake Bay brackish water. Jelly fish season doesn't truly start until July, so the weekend of the wedding is the best time to go!