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Welcome to

ANNAPOLIS

or Naptown, as the locals say

While you're in town, we hope you have a chance to explore this beautiful city we call home. Located on the Chesapeake Bay at the mouth of the Severn River, Annapolis is a unique mix of Revolutionary era history and maritime charm. Once a political capital and port of entry, Annapolis has more original 18th century buildings standing today than any other city in the United States. Annapolis is also home to many first-rate restaurants, many serving fresh seafood arriving daily from the Chesapeake.

Activities

First Sunday Arts Festival

On most first Sundays of the month, you will find Deanna and Jonathan here, working the Handmade by Deanna booth! Enjoy live entertainment and the works of 100 local and regional artists as you stroll along the first block of West and Calvert Streets. Local restaurants set up outside cafes that are perfect for people-watching and an afternoon bite to eat. Free parking for the family-friendly event is available at the state parking garage on the corner of Calvert and Bladen Streets.

Harbor Queen Boat Tour

Step aboard Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear about the history of the Naval Academy, Annapolis’ role as an historic seaport, the region’s waterways and even catch a glimpse of the Chesapeake Bay Bridge.

Shops on Main St. and Maryland Ave.

Main Street and Maryland Avenue have an assortment of everything that Annapolis has to offer, and are great places to start a day in town. Tucked away on these historic streets are dozens of restaurants, shops, bars and art galleries.

Annapolis City Dock

Stroll along the Annapolis City Dock and enjoy the beautiful scenery. The Annapolis waterfront is known to local boaters as "Ego Alley" because it is the weekend and evening scene of a steady parade of expensive yachts.

41st Annual Maryland Renaissance Festival

The region’s premier outdoor event and second largest Renaissance Festival in the country is celebrating its 41st season at Revel Grove. Travel back in time as you immerse yourself in the culture of a 16th-century English village, complete with King Henry VIII and his court. The festival includes 200+ entertainers, ten stages, a 3,000-seat jousting arena, 122 craft shops, 48 food and beverage emporiums, games, attractions and 85 acres of complimentary parking. Let merriment abound!

U.S. Naval Academy

Much of the history of Annapolis is intertwined with the history of the Navy and the Naval Academy. The lush grounds of the Academy reflect the beauty of Beaux Arts architecture and historical monuments commemorating naval events. Take a tour, or walk the grounds and enjoy a spectacular view of the Chesapeake Bay Bridge. All guests over 18 must show a valid ID to enter.

Maritime Museum

Situated on the waterfront, the Annapolis Maritime Museum is a free museum that educates curious visitors of all ages about Annapolis’ rich maritime heritage and ecology of the Chesapeake Bay, particularly the Bay’s all-important oyster and its harvesters.
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Food

Cantler's Riverside Inn

When in Maryland, do as the Marylanders do... eat crabs. For the best crabs in town, head to Cantler's. We recommend sitting outside by the water and ordering a couple dozen large ones.

Boatyard

For the classic Annapolitan experience, head to Boatyard Bar & Grill in Eastport, just across Annapolis Harbor. Their menu features traditional Chesapeake fare - crab cakes, crab dip, lobster rolls, a raw bar and more. We especially love the crab melt sand which served on a pretzel roll. Yummy!

Chick and Ruth's Delly

As seen on Man vs. Food, take one of Chick and Ruth's great food challenges, including the 3 pound burger and the 6 pound milkshake! Or skip the gut-busting challenges, and enjoy some of their delicious homemade breads, sandwiches, and pies.

Tsunami

One of several excellent sushi places in Annapolis, Tsunami features a tasty assortment of unique sushis, appetizers (try the Sriracha mac n/ cheese), and specialty cocktails.

Iron Rooster

This is Deanna & Jonathan's favorite brunch place. Everything on the menu is fantastic, but we highly recommend the breakfast burger, breakfast burrito, chicken & waffles, and chicken with a biscuit. Located at City Dock by the water in Annapolis, you should get there early to avoid the line!

McGarvey's Saloon & Oyster Bar

Jonathan & Deanna had their first date here at this restaurant and bar. Along with an assortment of local beers, McGarvey's has some of the best crab dip in town!
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Activities
Food
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