Things To Do
in Annapolis
Annapolis is Maryland's picturesque capital and a historic seaport on the Chesapeake Bay. Its compact, brick-lined streets are lined with colonial and Georgian architecture, waterfront taverns, and world-class seafood. The city is anchored by the United States Naval Academy, which lends a distinctive maritime character to the harbor.
Visitors can stroll along City Dock, explore museums, and savor fresh Chesapeake Bay cuisine as sailboats drift by.
Day Trips
Spend a day exploring around
Begin your day with a visit to the Maryland State House, the oldest state capitol still in continuous legislative use. After exploring the impressive architecture and historical exhibits, stroll down Main Street to soak in the charming atmosphere of the historic district. Stop by a local café for a delicious breakfast featuring freshly baked pastries and locally brewed coffee.
Head to the United States Naval Academy, where you can take a guided tour to learn about the history and traditions of this prestigious institution. Marvel at the stunning Chapel and the beautiful grounds while absorbing the rich maritime history of Annapolis. For lunch, enjoy seafood at a waterfront restaurant overlooking the harbor, where you can taste the local specialty of crab cakes.
As the sun sets, take a leisurely stroll along the City Dock, watching the boats gliding in and out of the harbor. Enjoy dinner at a quaint eatery, where you can indulge in fresh catches and Maryland-style dishes. Conclude your evening with a ghost tour that delves into the spooky tales and legends of Annapolis, making for an unforgettable night.
Kick off the day with a hearty breakfast at a popular waterside café, enjoying views of the Chesapeake Bay. Afterward, rent a kayak or paddleboard and explore the tranquil waters, taking in the serene beauty of the surrounding landscape. Keep an eye out for local wildlife, including herons and osprey, as you navigate the calm waters.
Spend the afternoon at the Annapolis Maritime Museum, where you can learn about the region's rich maritime heritage and its connection to the Bay. Participate in interactive exhibits and watch a film about the local ecology while enjoying the scenic views from the museum's waterfront location. For lunch, grab a casual bite at a nearby food truck offering fresh seafood and local fare.
As evening approaches, take a sunset cruise on the Chesapeake Bay, where you can witness the vibrant colors of the sky reflecting on the water. Enjoy a relaxing dinner on board, complete with local seafood dishes and a selection of Maryland wines. After the cruise, unwind at a cozy bar with live music, experiencing the lively nightlife of Annapolis.
Prices
| Item | Price |
|---|---|
| 🍔Meal at inexpensive restaurant | $12-18 |
| 🍽️Meal for two at mid-range restaurant | $40-70 |
| 🏨One night in a mid-range hotel | $120-260 |
| 🚗Gasoline for a week | $20-40 |
| 🧥Casual clothing item | $25-100 |
Strengths and Weaknesses
- Rich maritime history and architecture
- Walkable historic district with harbor views
- Close to Washington, DC and Baltimore for day trips
- Strong seafood scene and Chesapeake Bay cuisine
- Tourist crowds in peak season
- Parking can be challenging and pricey
- Humidity in summer and occasional nor'easters in winter
Places to Visit in Annapolis
Visit one of these nice places.
Harbor shots with boats, classic light, and views of the Naval Academy across Spa Creek.
An impressive 18th-century capitol building; ideal for exterior architectural photography.
Gothic-inspired brick church with distinctive towers and a nearby churchyard.
Elegant 18th-century mansion with a formal garden suitable for portrait and architectural photography.
Colorful storefronts, cobbled streets, and harbor-side vistas in a quintessential Annapolis setting.
Food in Annapolis
Annapolis Famous Food
Signature dishes, delicacies and famous food
A classic lump crab meat cake usually served fried; best found at Chick & Ruth's Delly or Carroll's Creek Cafe.
Must-Try!
Seasonal, light-crisp crabs in a sandwich or plate form; often found at waterfront seafood spots such as Carroll's Creek Cafe or Boatyard Bar & Grill.
Creamy, briny oysters served with cream and butter; popular at harborfront eateries and seafood houses.
Food Markets
Explore local food markets
Historic market with local seafood, produce, baked goods, and prepared foods near the waterfront.
Casual options along City Dock offering quick bites and snacks from local vendors.
Weather
How to Behave
Tips on cultural norms and respectful behavior
Greet staff politely, queue for services, and maintain a friendly demeanor.
Crab dishes are shared and enjoyed slowly; avoid loud behavior in residential areas and when dining with locals.
Safety
Tipping in Annapolis
Ensure a smooth experience
Standard 15-20% at restaurants; tip for bar service; small tips for takeout may be appreciated.
Credit/debit cards widely accepted; cash is handy; contactless payments common; some places add a service charge for large groups.
Best Time to Visit
And what to expect in different seasons...
Mild temperatures, blooming blossoms around Market Street and the harbor; great for walking tours.
Warm to hot with humidity; beach and boat activities are in full swing; plan early mornings or evenings to avoid heat.
Crisp air and turning leaves; ideal for strolling along the water and photographing fall color.
Cool with occasional snow or nor'easters; many museums and eateries offer cozy indoor spaces.
Annapolis at Night
Hiking in Annapolis
Immerse in an unforgettable hike.
A multi-use rail-trail connecting Annapolis to Towson and beyond; great for hiking and cycling.
Wooded trails along the South River with water views and picnic areas.
Coastal trails near the bay offering beach access, wildlife viewing, and scenic overlooks.
Airports
How to reach Annapolis by plane.
Major international airport about 25-35 miles from Annapolis; easy access by car, train, or rideshare.
Convenient option about 30-40 miles away; shorter security lines and quick access to the region.
Further away but an alternative for long-haul connections; often used for comparison or return trips.
Walkability
Demographics
Explore demographics in this area.
Cadets, faculty, and alumni contribute to a maritime culture.
A stable community with strong ties to the waterfront and history.
Nearby universities and government jobs attract a diverse, educated workforce.
Popular Sports
Explore popular sports in region.
A Chesapeake-area specialty with local sailors and Naval Academy teams on the water.
Competitive and club rowing along the Severn River and nearby waterways.
Navy Midshipmen teams are a local point of pride and feature in the community.
Traffic
Accomodations
Find the best place to stay when visiting Annapolis.
Dietary Restrictions
Tips for restricted diets.
Most spots offer salads, veggie plates, and pastas; ask for modifications; many restaurants can accommodate dietary needs with advance notice.