Annapolis, Maryland Travel Guide

Explore Annapolis, Maryland: A charming blend of colonial history, maritime heritage, and stunning waterfront views in the Sailing Capital of the U.S.

Annapolis, the capital of Maryland, is known for its rich maritime heritage and historic charm. Located along the Chesapeake Bay, this city offers a unique blend of colonial history and modern amenities. Walking through the cobblestone streets, you will find well-preserved 18th-century buildings, many of which now house museums, boutiques, and restaurants. The Maryland State House, the oldest state capitol in continuous legislative use, is a must-see. Annapolis is also home to the United States Naval Academy. The Academy's beautiful campus is open to visitors and offers guided tours. Here, you can learn about the training of future naval officers and explore the Naval Academy Museum, which showcases important naval artifacts. For those who love the water, Annapolis is a paradise. The city is often called the Sailing Capital of the U.S. and hosts many boating events throughout the year. You can take a sailing tour or even rent a boat to explore the Chesapeake Bay. The city's waterfront is bustling with activity, from seafood restaurants serving fresh catches to shops selling nautical-themed souvenirs. Dining in Annapolis is a treat for seafood lovers. The city is famous for its crabs, particularly the blue crabs, which are a local delicacy. Many restaurants offer outdoor seating with stunning views of the bay, making for a memorable dining experience. Whether you're interested in history, boating, or simply relaxing by the water, Annapolis has something to offer everyone. Its friendly atmosphere and picturesque setting make it a perfect destination for a weekend getaway or a longer vacation.

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Annapolis.

Visit the Maryland State House early in the day to avoid crowds.
Take a guided tour of the United States Naval Academy for an in-depth experience.
Book a sailing tour in advance, especially during peak tourist seasons.
Try the local blue crabs at one of the waterfront restaurants.
Wear comfortable walking shoes for exploring the cobblestone streets.

Explore Annapolis: Things to Do, Places to Eat, Hotels & More

Handpicked recommendations for top attractions, local dining, accommodations, and more

Best attractions in Annapolis

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National Mall

Discover the National Mall: A National Treasure of History, Culture, and Scenic Beauty in Washington, DC.

4.8

Smithsonian National Museum of Natural History

Explore the Smithsonian National Museum of Natural History, home to remarkable exhibits from the natural world, including the famous Hope Diamond and dinosaur fossils.

4.8

Smithsonian National Air and Space Museum

Explore the wonders of aviation and space at the Smithsonian National Air and Space Museum, where history and innovation come alive.

4.6

Smithsonian National Zoological Park

Discover the Smithsonian National Zoological Park in Washington, D.C., where over 1,500 animals await you in a stunning setting dedicated to conservation and education.

4.6

Best landmarks in Annapolis

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Washington Monument

Experience the grandeur of the Washington Monument, a historic symbol of American pride and a breathtaking viewpoint in the heart of Washington, D.C.

4.7

Fort McHenry National Monument and Historic Shrine

Discover Fort McHenry, the birthplace of the Star-Spangled Banner, where history and scenic beauty come together in Baltimore's iconic landmark.

4.8

Annapolis City Dock

Experience the vibrant atmosphere of Annapolis City Dock, where history meets modern charm in Maryland's picturesque capital.

4.7

United States Capitol

Discover the United States Capitol, a historic landmark where American democracy thrives, featuring stunning architecture and rich history in the heart of Washington, D.C.

4.6

Best restaurants in Annapolis

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Boatyard Bar & Grill

Experience delicious seafood in a vibrant setting at Boatyard Bar & Grill in Annapolis - perfect for families, friends, and special occasions.

4.6

Iron Rooster- Annapolis

Experience the charm of traditional American cuisine at Iron Rooster in Annapolis – where breakfast meets comfort food delight.

4.6

Miss Shirley's Cafe

Experience delightful American cuisine at Miss Shirley's Cafe in Annapolis - your go-to destination for breakfast and brunch.

4.5

Carrol's Creek Cafe

Experience the best seafood dining in Annapolis at Carrol's Creek Cafe, where fresh flavors meet stunning waterfront views.

4.6

Best bars in Annapolis

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Galway Bay Irish Restaurant and Pub

Discover the heart of Ireland in Annapolis at Galway Bay Irish Restaurant and Pub, where traditional flavors and festive atmosphere await.

4.7

Federal House Bar & Grille

Experience vibrant American and seafood cuisine at Federal House Bar & Grille, a must-visit dining spot in Annapolis, MD, known for its lively atmosphere and quality service.

4.3

Davis' Pub

Discover the heart of Annapolis at Davis' Pub, where delicious Maryland cuisine meets a lively atmosphere and local charm.

4.6

DRY 85

Experience the vibrant atmosphere and delicious grilled dishes at DRY 85, Annapolis' premier bar and grill destination.

4.6

Best nightclubs in Annapolis

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Stan & Joe's Saloon

Experience the essence of Annapolis at Stan & Joe's Saloon, a lively pub with delicious American cuisine, live music, and an inviting atmosphere.

4.4

Level a small plates lounge

Experience the best of American and Chesapeake cuisine at Level, a vibrant small plates lounge in the heart of Annapolis.

4.5

Heroes Pub

Experience the best of Annapolis at Heroes Pub, where delicious grilled favorites meet a vibrant bar atmosphere for an unforgettable dining experience.

4.6

Acme Bar & Grill

Discover the flavors of Maryland at Acme Bar & Grill, a lively dining spot in Annapolis known for its delicious grill fare and vibrant atmosphere.

3.9

Best shops in Annapolis

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L'Enfant Plaza

Discover L'Enfant Plaza, a vibrant shopping mall in Washington, DC, offering diverse dining options and convenient access to iconic attractions.

4.2

Union Market

Discover the vibrant Union Market in Washington, DC, a unique shopping and dining destination featuring local artisans and diverse culinary offerings.

4.5

CityCenterDC

Discover CityCenterDC - Washington's premier shopping mall with top brands, delectable dining, and a vibrant atmosphere in the heart of the city.

4.5

Annapolis Town Center

Explore Annapolis Town Center: A vibrant shopping destination featuring diverse stores, delightful dining, and community events in the heart of Maryland.

4.5

Explore Annapolis on the Map

A handpicked selection of must-see spots in Annapolis, mapped for you.

Annapolis Essentials

Annapolis, Maryland is accessible via several major airports. The closest is Baltimore-Washington International Thurgood Marshall Airport (BWI), located approximately 30 miles away. From BWI, you can take a shuttle, taxi, or rent a car to reach Annapolis. Additionally, Annapolis is about 34 miles from Ronald Reagan Washington National Airport (DCA) and 52 miles from Washington Dulles International Airport (IAD). For those driving, Annapolis is conveniently located off U.S. Route 50, making it easily accessible from major cities like Washington D.C. and Baltimore.
Annapolis offers a variety of transportation options. The Annapolis Transit system operates several bus routes throughout the city and its suburbs. For a more scenic route, the Annapolis Water Taxi provides transportation across the city's waterways. If you prefer driving, car rental services are available. Ride-sharing services like Uber and Lyft also operate in the area. For cyclists, Annapolis is bike-friendly with numerous bike lanes and rental options.
The official currency in Annapolis, as in the rest of the United States, is the U.S. Dollar (USD). Credit and debit cards are widely accepted in most establishments, including restaurants, shops, and hotels. ATMs are readily available throughout the city for cash withdrawals. It's advisable to carry some cash for small purchases or in case you visit places that do not accept cards.
Annapolis is generally a safe city for tourists. However, like any urban area, it is important to stay vigilant. The downtown area and the historic district are well-patrolled and safe for visitors. Areas to exercise caution include outer neighborhoods late at night. Always be mindful of your belongings in crowded areas and avoid poorly lit streets after dark. Familiarize yourself with local emergency numbers and locate the nearest police stations and medical facilities.
In case of an emergency, dial 911 for police, fire, or medical assistance. The Anne Arundel Medical Center is the primary hospital in Annapolis, offering comprehensive emergency services. Pharmacies are available for minor health issues and over-the-counter medications. It is advisable to carry travel insurance that covers medical emergencies and unexpected events.
Fashion: Do dress comfortably and appropriately for the weather. Annapolis is a sailing town, so nautical-themed attire is common. Avoid overly casual wear in upscale restaurants. Religion: Do respect religious sites and dress modestly if visiting churches. Public Transport: Do offer your seat to elderly or disabled passengers on buses. Don’t eat or drink on public transport. Greetings: Do greet locals with a friendly 'hello' or a handshake. Eating & Drinking: Do try local seafood delicacies, especially the blue crabs. Don’t forget to tip your server, standard is 15-20%.
To experience Annapolis like a local, visit the Saturday Farmers Market at the City Dock for fresh produce and local crafts. Take a stroll down Main Street and explore its boutique shops and historic landmarks. Don't miss a tour of the U.S. Naval Academy, a key institution in the city. For a unique dining experience, have a meal at a waterfront restaurant. Engage with locals, who are often welcoming and eager to share their knowledge about the city’s rich history and maritime culture.

When is the best time to visit Annapolis?

With Eve

Useful Local Phrases for Annapolis

You don't need to speak the language perfectly. Even learning a few simple words can make conversations warmer—and locals usually appreciate the effort.

— Eve

6 phrase groups English + pronunciation

Here are the phrases I use most often in Annapolis. Try a few—you'll be surprised how far they go! 😊
❤️

- HelloHowdy
  [haw-dee]
- GoodbyeSee ya
  [see yah]
- YesYeah
  [yeh]
- NoNah
  [nah]
- Please/You're welcomePlease
  [pleez]
- Thank youThanks
  [th-anks]
- Excuse me/SorryPardon me
  [par-dun me]
- How are you?How ya doin'?
  [how yah doo-in]
- Fine. And you?Good. You?
  [gud yoo]
- Do you speak English?Ya speak English?
  [yah speak ing-lish]
- I don't understandI'm lost
  [im lost]
- I'd like to see the menu, pleaseCan I check the menu?
  [kan eye chek the men-yoo]
- I don't eat meatI'm a veggie
  [im uh ved-jee]
- Cheers!Cheers!
  [cheers]
- I would like to pay, pleaseCheck, please
  [chek pleez]
- Help!Help!
  [help]
- Go away!Get outta here!
  [get out-uh here]
- Call the Police!Call the cops!
  [call the cops]
- Call a doctor!Get a doc!
  [get uh doc]
- I'm lostI'm lost
  [im lost]
- I'm illI'm sick
  [im sik]
- I'd like to buy...I wanna get...
  [eye wanna get]
- I'm just lookingJust browsing
  [just brows-ing]
- How much is it?How much?
  [how much]
- That's too expensiveThat's pricey
  [thats pr-eye-see]
- Can you lower the price?Can you do a deal?
  [kan yoo doo uh deel]
- What time is it?What's the time?
  [whats the time]
- It's one o'clockIt's one
  [its one]
- Half past (10)Half ten
  [haff ten]
- MorningMornin'
  [mor-nin]
- AfternoonAfternoon
  [after-noon]
- EveningEvenin'
  [even-in]
- YesterdayYesterdee
  [yess-ter-dee]
- TodayToday
  [to-day]
- TomorrowTomorra
  [tom-or-rah]
- 1One
  [wun]
- 2Two
  [too]
- 3Three
  [three]
- 4Four
  [four]
- 5Five
  [five]
- 6Six
  [six]
- 7Seven
  [sev-en]
- 8Eight
  [ate]
- 9Nine
  [nine]
- 10Ten
  [ten]
- Where's a/the...?Where's the...?
  [wheres the]
- What's the address?What's the addy?
  [whats the add-ee]
- Can you show me (on the map)?Can you show me (on the map)?
  [kan yoo show mee on the map]
- When's the next (bus)?When's the next (bus)?
  [whens the next bus]
- A ticket (to ....)I need a ticket (to ...)
  [eye need uh ticket to]

History of Annapolis

Founded in 1649 by Puritan exiles from Virginia, Annapolis was originally known as 'Providence.' The town was later renamed in honor of Princess Anne, who became Queen Anne of Great Britain. Its strategic location made it an ideal port for trade and commerce, contributing to its early growth and prosperity.
In 1694, Annapolis was named the capital of the Maryland Colony, replacing St. Mary's City. This pivotal change brought political, economic, and cultural significance to the town, establishing it as a central hub of governance in the region. The Maryland State House, completed in 1772, remains the oldest state capitol still in continuous legislative use.
The United States Naval Academy was established in Annapolis in 1845. Known for its rigorous academic and physical training programs, the Academy has produced many notable military leaders. The campus, with its historic buildings and monuments, is a key part of Annapolis' identity and a major tourist attraction.
Annapolis played a significant role during the American Revolution. The city hosted the Continental Congress in 1783-1784, during which George Washington famously resigned his commission as commander-in-chief of the Continental Army. The Treaty of Paris, ending the Revolutionary War, was ratified in Annapolis in 1784, marking the city's importance in American history.
During the Civil War, Annapolis served as a major Union base and hospital center. Its strategic location and facilities provided crucial support for the Union war effort. The city also played a role in the underground railroad, helping enslaved people escape to freedom.
Annapolis is renowned for its well-preserved colonial architecture and historic districts. The city's rich history is reflected in its numerous landmarks, including the William Paca House, the Hammond-Harwood House, and the Banneker-Douglass Museum. Efforts to preserve these historic structures have helped maintain the city's unique character and charm.
Annapolis is home to a vibrant cultural scene, with numerous festivals and events celebrating its heritage. The Annapolis Boat Shows, the Maryland Renaissance Festival, and the annual Fourth of July Parade are just a few examples of the city's lively events that attract visitors from far and wide.