Annapolis, Maryland

Sailing Capital of the World, Historic Colonial Town, and Home of the U.S. Naval Academy

An aerial, high-angle view of a busy Maryland harbor, likely in Annapolis. The image shows numerous docked pleasure boats and ships floating in the water, with waterfront properties, docks, and piers visible along the curved shoreline. The harbor is bordered by buildings and streets of the coastal city under daylight.

Overview

Annapolis, Maryland Cruise Port

Annapolis is the capital of the state of Maryland, USA, and a city steeped in colonial history and maritime tradition. Located on the Chesapeake Bay at the mouth of the Severn River, it proudly carries the title of the "Sailing Capital of the World." Annapolis boasts one of the nation's highest concentrations of well-preserved 18th-century architecture, earning it a spot on the National Register of Historic Places.

The city's identity is inextricably linked to the sea and the presence of the United States Naval Academy (USNA), commonly known as "The Yard." This institution infuses the city with patriotic spirit and adds to its historic charm. Annapolis offers visitors a picturesque waterfront, charming brick streets, boutique shopping, and historic taverns, all set against a backdrop of colonial-era grandeur and nautical activity.

Top Things to Do in Annapolis, Maryland

Tour the U.S. Naval Academy (USNA)

Visit "The Yard," the sprawling campus of the U.S. Naval Academy. Explore the grounds, including the spectacular Bancroft Hall (the largest dormitory in the world), the Naval Academy Chapel (featuring the crypt of John Paul Jones), and the USNA Museum.

Tip: Visitors must enter through the Visitors Center and present a valid photo ID. Guided walking tours are highly recommended for the best experience and insight into the Academy's history and traditions.

Explore the Maryland State House

Visit the Maryland State House, the oldest state capitol in continuous legislative use and the place where George Washington resigned his commission as Commander-in-Chief of the Continental Army in 1783. The dome is the largest wooden dome in the country not supported by nails.

Tip: Entrance is free. The building is a treasure trove of early American history and offers self-guided or docent-led tours.

Walk the Historic District and Main Street

Stroll through the beautifully preserved Historic District, known for its 18th-century architecture and brick-lined streets. Head down Main Street to the waterfront, browsing the charming boutiques, art galleries, and specialty shops.

Tip: Look for the historic plaques on buildings to learn about their colonial past. This area is perfect for leisurely shopping and soaking up the atmosphere.

Explore the Annapolis Waterfront and Harbor

Walk along the lively City Dock (the waterfront area), often called "Ego Alley" for the parade of boats that pass through. Watch the boats sail in and out of the harbor, dine at waterfront restaurants, and enjoy the views of the Chesapeake Bay.

Tip: Look for options for sailing cruises or water taxis to get a view of the city from the water.

Dine at Historic Taverns

Experience Annapolis's rich culinary history by dining or having a drink at one of its authentic colonial-era taverns, such as the Middleton Tavern (operating since 1750) or Federal House. These establishments retain much of their historic charm.

Tip: Try some local Maryland specialties, like Chesapeake Bay blue crabs or crab cakes.

Take a Walking Tour (e.g., Four Rivers Heritage Area)

Join a guided or self-guided walking tour focused on the city's colonial, Revolutionary War, or maritime history. The Four Rivers Heritage Area offers resources to explore the city's diverse past, including its African American heritage.

Tip: Look for costumed guides who offer engaging historical insights and anecdotes.

Overview