Annapolis Waterfront, Maryland Travel Guide
Explore the historic Annapolis Waterfront in Maryland, where maritime heritage, delicious seafood, and charming shops meet on the scenic Chesapeake Bay.
Annapolis Waterfront in Maryland is a delightful blend of history, culture, and maritime beauty. As the capital of Maryland, Annapolis boasts a rich history dating back to the colonial era. The waterfront area, with its scenic views and historic architecture, is the perfect place for a leisurely stroll or a boat ride on the Chesapeake Bay. This area is renowned for its vibrant maritime culture. Tourists can explore the United States Naval Academy, a historic institution just steps away from the waterfront. For those interested in nautical history, the Annapolis Maritime Museum offers a fascinating glimpse into the city's seafaring past. The Annapolis Waterfront is also a hub for dining and shopping. With numerous seafood restaurants serving the freshest catches, visitors can indulge in Maryland's famous crab dishes. Quaint shops and boutiques line the streets, providing unique local treasures and souvenirs. The waterfront is a lively place with regular events and festivals. From boat shows to art festivals, there's always something happening. The area's picturesque setting also makes it a popular spot for sailing, kayaking, and paddleboarding. Whether you're here for the history, the food, or the activities, the Annapolis Waterfront has something to offer every visitor.
Know before you go
Hi, I'm Eve. Here are a few practical things to know before exploring Annapolis Waterfront.
- Visit early in the morning to avoid crowds and enjoy the peaceful waterfront views.
- Book a guided tour at the United States Naval Academy for an in-depth historical experience.
- Try the local crab cakes at one of the waterfront seafood restaurants for an authentic taste of Maryland.
- Check the local event calendar to attend festivals and boat shows during your visit.
- Wear comfortable shoes for walking around the cobblestone streets and exploring the area.
Explore Annapolis Waterfront: Things to Do, Places to Eat, Hotels & More
Handpicked recommendations for top attractions, local dining, accommodations, and more
Best attractions in Annapolis Waterfront
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Nationals Park
Discover the excitement of Nationals Park, where baseball meets vibrant atmosphere and unforgettable experiences in the heart of Washington, D.C.
Sandy Point State Park
Discover the natural beauty and outdoor adventures waiting for you at Sandy Point State Park, a premier destination along the Chesapeake Bay in Maryland.
L'Enfant Plaza
Discover L'Enfant Plaza, a bustling hub in Washington D.C. with diverse dining and shopping options that reflect the city’s vibrant culture.
Ben's Chili Bowl
Experience the iconic Ben's Chili Bowl in Washington, D.C., where legendary chili meets vibrant history in a family-friendly atmosphere.
Best landmarks in Annapolis Waterfront
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Annapolis City Dock
Experience the historical charm and vibrant atmosphere of Annapolis City Dock, the perfect waterfront getaway for tourists exploring Maryland.
Quiet Waters Park
Discover the natural beauty and recreational charm of Quiet Waters Park in Annapolis, a perfect blend of serenity and family fun with trails and an ice skating rink.
Annapolis Waterfront Hotel, Autograph Collection
Discover the elegance of Annapolis Waterfront Hotel, where luxury meets the charm of Maryland's historic capital, perfect for leisure and business travelers alike.
Jonas and Anne Catharine Green Park
Explore the serene beauty of Jonas and Anne Catharine Green Park in Annapolis, Maryland, offering stunning views, walking trails, and family-friendly amenities.
Best restaurants in Annapolis Waterfront
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Boatyard Bar & Grill
Discover fresh seafood delights and vibrant local flavors at Boatyard Bar & Grill in Annapolis - A must-visit for food lovers!
Iron Rooster- Annapolis
Experience traditional American comfort food at Iron Rooster in Annapolis - where every meal feels like home.
Carrol's Creek Cafe
Discover Carrol's Creek Cafe in Annapolis for exquisite seafood dining with stunning waterfront views and an inviting atmosphere.
Chart House Prime
Experience fine dining at Chart House Prime in Annapolis, where fresh seafood meets breathtaking waterfront views.
Best bars in Annapolis Waterfront
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Boatyard Bar & Grill
Experience the best seafood in Annapolis at Boatyard Bar & Grill, where fresh flavors meet a lively atmosphere.
Galway Bay Irish Restaurant and Pub
Savor the flavors of Ireland at Galway Bay Irish Restaurant and Pub, a lively Annapolis hotspot for food and fun.
Pusser's Caribbean Grille
Experience the vibrant flavors of the Caribbean at Pusser's Caribbean Grille, Annapolis' waterfront dining destination offering a delightful fusion of cuisines.
Federal House Bar & Grille
Discover the vibrant flavors of American cuisine at the Federal House Bar & Grille, where seafood and hospitality meet in the heart of Annapolis.
Best nightclubs in Annapolis Waterfront
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Federal House Bar & Grille
Experience the essence of American dining at Federal House Bar & Grille in Annapolis, where vibrant flavors and a lively atmosphere await you.
DRY 85
Experience the essence of grill dining at DRY 85, Annapolis' go-to spot for flavorful dishes and vibrant social atmosphere.
Stan & Joe's Saloon
Experience the heart of Annapolis at Stan & Joe's Saloon, where delicious American cuisine meets live music and vibrant sports entertainment.
Level a small plates lounge
Discover the vibrant flavors of Annapolis at Level, a unique small plates lounge featuring Chesapeake-inspired cuisine and craft cocktails.
Best shops in Annapolis Waterfront
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Westfield Annapolis Mall
Explore the ultimate shopping destination in Annapolis, where fashion meets dining and entertainment at Westfield Annapolis Mall.
Annapolis Town Center
Explore Annapolis Town Center: A premier shopping mall with diverse stores, dining options, and vibrant community events in Maryland.
Eastport Shopping Center
Explore Eastport Shopping Center in Annapolis, a vibrant shopping mall offering an eclectic mix of stores and delightful dining experiences.
The Spice & Tea Exchange of Annapolis
Explore a world of flavors at The Spice & Tea Exchange of Annapolis, where gourmet spices and exotic teas await your discovery.
Explore Annapolis Waterfront on the Map
A handpicked selection of must-see spots in Annapolis Waterfront, mapped for you.
Annapolis Waterfront Essentials
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Annapolis Waterfront is located in Annapolis, Maryland. The closest major airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), which is about 25 miles away. From BWI, you can rent a car, take a shuttle service, or use rideshare options to reach Annapolis. If you're coming from Washington D.C., Annapolis is about a 45-minute drive. There are also bus services like Greyhound and local commuter buses that connect Annapolis with other major cities in the region.
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Within Annapolis Waterfront, many attractions are within walking distance. For longer distances, the Annapolis Transit operates a local bus service, including the free Circulator trolley that runs through downtown. Taxis and rideshare services like Uber and Lyft are readily available. Renting a bike or a scooter is another popular option, especially for exploring the scenic waterfront areas.
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The official currency is the US Dollar (USD). Credit cards are widely accepted in hotels, restaurants, and shops. There are numerous ATMs available for cash withdrawals. It’s advisable to carry some cash, especially for small purchases or in establishments that may not accept cards.
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Annapolis Waterfront is generally safe for tourists. However, it is advisable to take standard precautions such as not leaving your belongings unattended and being cautious at night. Areas like downtown Annapolis are well-patrolled, but it’s always good to stay vigilant. Avoid less crowded areas after dark and be aware of your surroundings.
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In case of emergency, dial 911 for immediate assistance. The nearest hospital is Anne Arundel Medical Center, which is well-equipped for medical emergencies. The local police station is also available for assistance. It’s recommended to have travel insurance that covers medical emergencies. Pharmacies are plentiful for minor health issues.
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Fashion: Do dress comfortably but neatly; casual attire is generally acceptable. Avoid overly revealing clothing. Religion: Do respect local customs, especially when visiting historic churches. Public Transport: Do give up your seat to elderly passengers. Don’t eat or drink on public transport. Greetings: Do greet people with a smile and a handshake. Eating & Drinking: Do try local seafood delicacies like Maryland crab cakes. Don’t forget to tip, as it is customary in the US.
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To experience Annapolis Waterfront like a local, visit the Saturday Farmers Market to enjoy fresh produce and local crafts. Take a leisurely stroll along Ego Alley, a popular spot for people-watching and boat-viewing. Engage with locals at the City Dock Cafe or take a sailing tour to see the Chesapeake Bay from a different perspective. Don’t miss the chance to tour the United States Naval Academy, a significant historical landmark.
When is the best time to visit Annapolis Waterfront?
Useful Local Phrases for Annapolis Waterfront
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
Here are the phrases I use most often in Annapolis Waterfront. Try a few—you'll be surprised how far they go! 😊
❤️
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- HelloAhoy
[uh-hoi] - GoodbyeFair winds
[fair windz] - YesAye
[ai] - NoNay
[nei] - Please/You're welcomePlease/You're welcome
[Please/You're welcome] - Thank youThank ye
[thank yee] - Excuse me/SorryBeg pardon
[beg pahrd-n] - How are you?How be ye?
[how bee yee?] - Fine. And you?Fair winds. And ye?
[fair windz. and yee?] - Do you speak English?Speak ye English?
[speek yee ing-glish?] - I don't understandI don't savvy
[ai don't sav-ee]
- HelloAhoy
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- I'd like to see the menu, pleaseI'd like to see the bill of fare, please
[ai'd like to see the bil uv fair, please] - I don't eat meatI don't eat flesh
[ai don't eat flesh] - Cheers!Cheers!
[cheers] - I would like to pay, pleaseI would like to settle, please
[ai wood like to set-ul, please]
- I'd like to see the menu, pleaseI'd like to see the bill of fare, please
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- Help!SOS!
[ess-oh-ess!] - Go away!Avast!
[ah-vast!] - Call the Police!Call the Constabulary!
[call the kon-stab-yu-lar-ee!] - Call a doctor!Call the sawbones!
[call the saw-bonz!] - I'm lostI'm adrift
[ai'm adrift] - I'm illI'm ailing
[ai'm ay-ling]
- Help!SOS!
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- I'd like to buy...I'd like to buy...
[ai'd like to buy...] - I'm just lookingI'm just browsing
[ai'm just brow-zing] - How much is it?What's the reckon?
[whats the rek-kun?] - That's too expensiveThat's too dear
[thats too deer] - Can you lower the price?Can ye trim the cost?
[can yee trim the cost?]
- I'd like to buy...I'd like to buy...
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- What time is it?What hour be it?
[what hour bee it?] - It's one o'clockIt be one bell
[it bee wun bell] - Half past (10)Half past (10)
[half past (10)] - MorningForenoon
[for-noon] - AfternoonAfternoon
[after-noon] - EveningEvening
[ee-ven-ing] - YesterdayYestermorn
[yester-morn] - TodayThis day
[this day] - TomorrowMorrow
[morrow] - 1One
[wun] - 2Two
[too] - 3Three
[three] - 4Four
[for] - 5Five
[fiv] - 6Six
[siks] - 7Seven
[sev-en] - 8Eight
[ate] - 9Nine
[nine] - 10Ten
[ten]
- What time is it?What hour be it?
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- Where's a/the...?Where be a/the...?
[where bee a/the...?] - What's the address?What's the bearings?
[whats the bear-ings?] - Can you show me (on the map)?Can ye give me the lay of the land?
[can yee giv mee the lay uv the land?] - When's the next (bus)?When be the next (bus)?
[when bee the next (bus)?] - A ticket (to ....)A passage (to ....)
[a pass-ij (to ....)]
- Where's a/the...?Where be a/the...?
History of Annapolis Waterfront
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Annapolis Waterfront traces its origins back to the colonial era when it was founded in 1649 by Puritan exiles from Virginia. Originally named 'Providence,' the settlement became a bustling port and a focal point for commerce and trade. Its location along the Chesapeake Bay made it a strategic hub for importing goods and exporting local produce.
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The United States Naval Academy, established in 1845, is one of the most significant landmarks of Annapolis Waterfront. Located at the confluence of the Severn River and the Chesapeake Bay, the academy has trained generations of naval officers. The waterfront area is often graced with the sight of midshipmen in their crisp uniforms, adding to the historical ambiance of the locale.
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During the American Revolutionary War, Annapolis played a crucial role as a meeting point for revolutionaries. The waterfront was a site of strategic importance for the Continental Navy. In 1783, Annapolis served as the temporary capital of the United States, and the Maryland State House, located just a short walk from the waterfront, hosted the Continental Congress.
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The maritime heritage of Annapolis Waterfront is reflected in its many historic ships and yachts. The Annapolis Maritime Museum, located on the waterfront, offers insights into the area's rich seafaring history. The annual United States Sailboat Show, held here since 1970, attracts boating enthusiasts from around the world, celebrating the city's enduring connection to the sea.
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Annapolis Waterfront also has a deep-rooted African American history. The nearby Banneker-Douglass Museum chronicles the contributions of African Americans in Maryland. The waterfront area was once a site for slave ships, and today, it stands as a testament to the resilience and contributions of the African American community.
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In the modern era, efforts have been made to preserve the historical character of Annapolis Waterfront while adapting it to contemporary needs. The area is a blend of the old and new, with historic buildings standing alongside modern marinas and restaurants. Preservation initiatives ensure that the heritage of Annapolis Waterfront remains intact for future generations.
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Discover the Charm of Annapolis Waterfront
Annapolis Waterfront in Maryland is a delightful blend of history, culture, and maritime beauty. As the capital of Maryland, Annapolis boasts a rich history dating back to the colonial era. The waterfront area, with its scenic views and historic architecture, is the perfect place for a leisurely stroll or a boat ride on the Chesapeake Bay. This area is renowned for its vibrant maritime culture. Tourists can explore the United States Naval Academy, a historic institution just steps away from the waterfront. For those interested in nautical history, the Annapolis Maritime Museum offers a fascinating glimpse into the city's seafaring past. The Annapolis Waterfront is also a hub for dining and shopping. With numerous seafood restaurants serving the freshest catches, visitors can indulge in Maryland's famous crab dishes. Quaint shops and boutiques line the streets, providing unique local treasures and souvenirs. The waterfront is a lively place with regular events and festivals. From boat shows to art festivals, there's always something happening. The area's picturesque setting also makes it a popular spot for sailing, kayaking, and paddleboarding. Whether you're here for the history, the food, or the activities, the Annapolis Waterfront has something to offer every visitor.