Discover the Charm of Annapolis Waterfront

Explore the historic Annapolis Waterfront in Maryland, where maritime heritage, delicious seafood, and charming shops meet on the scenic Chesapeake Bay.

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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.

Local tips in 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.

File:Gig Harbor Waterfront and Mt Rainier.jpg - Wikimedia Commons

File:Maryland State House from College Ave.JPG - Wikipedia

File:Annapolis Harbor alongside Dock Street by Don Ramey Logan.jpg - Wikimedia Commons

File:Chesapeake Bay Bridge, westward view towards Annapolis, MD MG 1750.jpg - Wikimedia Commons

File:Paca House Jul 09.JPG - Wikimedia Commons

File:Colonial Annapolis Historic District - Church of St Anne2.JPG - Wikimedia Commons

When is the best time to go to Annapolis Waterfront?

Iconic landmarks you can’t miss

Annapolis City Dock

Discover the enchanting Annapolis City Dock, where history meets modern charm in a stunning waterfront setting perfect for tourists.

Quiet Waters Park

Discover tranquility and recreation at Quiet Waters Park in Annapolis, where nature meets culture in a beautiful setting.

Annapolis Waterfront Hotel, Autograph Collection

Experience luxury and stunning waterfront views at the Annapolis Waterfront Hotel, your perfect getaway in the heart of Maryland.

Jonas and Anne Catharine Green Park

Explore the serene beauty of Jonas and Anne Catharine Green Park in Annapolis, where nature and history coalesce for an unforgettable experience.

Historic Inns of Annapolis

Experience the charm and history of Annapolis at the Historic Inns, where elegant accommodations meet vibrant local culture.

Maryland World War II Memorial

Explore the Maryland World War II Memorial: a serene tribute celebrating the courage and sacrifice of those who served in World War II.

Truxtun Park

Discover Truxtun Park, a scenic retreat in Annapolis, offering trails, waterfront views, and recreational activities for nature lovers and families.

Watermark Tours, Charters, Cruises

Explore the stunning waters of Annapolis with Watermark Tours, offering memorable boat cruises, live music, and scenic experiences.

Maryland State House

Explore the historic Maryland State House, the oldest state capitol still in use, and discover Maryland's rich political heritage in Annapolis.

Pirate Adventures on the Chesapeake

Experience the thrill of pirate adventures on the Chesapeake Bay with interactive boat tours, treasure hunts, and family-friendly fun.

Schooner Woodwind Sailing Cruises

Experience the beauty of Chesapeake Bay with Schooner Woodwind Sailing Cruises – where adventure meets tranquility in Annapolis.

Thomas Point Park

Discover the tranquil beauty of Thomas Point Park in Annapolis, where scenic trails, lush landscapes, and stunning waterfront views await.

The Maryland Inn of the Historic Inns of Annapolis

Experience historic charm and modern comfort at The Maryland Inn in Annapolis, a perfect blend of history, hospitality, and local culture.

Visit Annapolis & Anne Arundel County

Explore the vibrant history and scenic beauty of Annapolis, Maryland's charming capital with a rich maritime legacy and culinary delights.

Banneker-Douglass Museum

Uncover the rich stories of African American heritage at the Banneker-Douglass Museum in Annapolis, a must-visit historical landmark.

Unmissable attractions to see

Nationals Park

Discover the excitement of Major League Baseball at Nationals Park, the home of the Washington Nationals in the heart of Washington, D.C.

Sandy Point State Park

Experience the stunning landscapes, sandy beaches, and outdoor adventures at Sandy Point State Park, a must-visit destination in Maryland.

L'Enfant Plaza

Discover the culinary and shopping delights of L'Enfant Plaza, a vibrant destination in Washington, D.C. featuring diverse dining and retail options.

Ben's Chili Bowl

Experience the rich flavors and history of Ben's Chili Bowl, a cherished dining spot in Washington, D.C., known for its iconic chili and half-smokes.

Northwest Stadium

Discover the vibrant experience of Northwest Stadium in Landover, Maryland, where sports and entertainment come alive in an electrifying atmosphere.

Union Market

Discover the vibrant flavors and unique shops at Union Market, a must-visit culinary destination in Washington, DC.

The Dubliner Restaurant

Immerse yourself in authentic Irish culture at The Dubliner Restaurant in Washington, D.C., featuring traditional cuisine, extensive drinks, and live music.

Meridian Hill Park

Explore the serene beauty and rich history of Meridian Hill Park, a gem in the heart of Washington, DC, perfect for relaxation and cultural experiences.

The Phillips Collection

Explore the beauty of modern art at The Phillips Collection in Washington, DC, featuring masterpieces and contemporary exhibitions in a stunning setting.

Washington Canal Park

Discover the tranquility of Washington Canal Park, an urban oasis in the heart of the capital with art, greenery, and family-friendly activities.

Top of the World Observation Level

Discover breathtaking panoramic views of Baltimore's skyline and Inner Harbor at the Top of the World Observation Level, a premier tourist attraction.

Watermark Tours, Charters, Cruises

Discover the beauty of Annapolis through scenic boat tours, exciting events, and live music at Watermark Tours.

Maryland State House

Discover the rich history and stunning architecture of the Maryland State House, the oldest state capitol still in use, located in beautiful Annapolis.

Johnny Unitas Stadium

Discover the excitement of college sports at Johnny Unitas Stadium in Towson, Maryland, a must-visit destination for sports fans and tourists alike.

Mexican Cultural Institute

Immerse yourself in Mexican art and culture at the Mexican Cultural Institute in Washington, D.C. A vibrant hub celebrating heritage and creativity.

Essential places to dine

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.

Blackwall Hitch

Experience exquisite American cuisine at Blackwall Hitch in Annapolis – where every meal is paired with stunning waterfront views.

Pusser's Caribbean Grille

Discover tropical flavors at Pusser's Caribbean Grille in Annapolis – where every meal feels like a getaway!

Federal House Bar & Grille

Discover delightful American cuisine at Federal House Bar & Grille in Annapolis – where great food meets vibrant atmosphere.

Cooper's Hawk Winery & Restaurant- Annapolis

Experience exquisite American cuisine and handcrafted wines at Cooper's Hawk Winery & Restaurant in Annapolis - where flavor meets elegance.

McGarvey's

Experience the best seafood dining in Annapolis at McGarvey's - where fresh catches meet local charm.

Davis' Pub

Experience authentic Maryland charm at Davis' Pub—your go-to destination for delicious food and drinks in Annapolis.

Middleton Tavern

Experience the essence of Annapolis at Middleton Tavern: A historic seafood haven with American favorites and stunning waterfront views.

O'Brien's Oyster Bar & Seafood Tavern

Experience the best of Maryland seafood at O'Brien's Oyster Bar & Seafood Tavern in Annapolis - fresh flavors in a charming coastal setting.

Mason's Famous Lobster Rolls

Experience authentic New England flavors at Mason's Famous Lobster Rolls in Annapolis - A seafood lover's paradise.

Severn Inn

Experience exquisite seafood dining at Severn Inn in Annapolis with stunning river views and locally inspired cuisine.

The Choptank

Experience the finest seafood at The Choptank in Annapolis—where fresh flavors meet stunning waterfront views.

Markets, malls and hidden boutiques

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.

Antiques At Annapolis

Explore a treasure trove of antiques and vintage finds at Antiques At Annapolis, a must-visit destination for treasure hunters in Maryland.

Return To Oz

Unearth unique fashion and décor treasures at Return To Oz, Annapolis' premier consignment shop for stylish finds.

Hats In the Belfry

Explore Hats In the Belfry in Annapolis for a unique selection of stylish hats perfect for every occasion, crafted with quality and care.

Back Creek Books

Discover rare books and local art at Back Creek Books, a cozy haven for literary enthusiasts in the heart of Annapolis.

Irish Traditions

Explore a delightful selection of authentic Irish goods at Irish Traditions in Annapolis, where culture and craftsmanship come together.

Annapolis Maritime Antiques

Explore Annapolis Maritime Antiques for a unique selection of nautical artifacts and maritime treasures in the heart of Maryland's historic waterfront.

Brightside Boutique- Annapolis

Explore Brightside Boutique in Annapolis for unique fashion, accessories, and local artisan treasures that embody the spirit of Maryland.

The Pink Crab

Discover unique women's fashion and accessories at The Pink Crab in Annapolis, a must-visit boutique for style-savvy travelers.

Hobo Flagship Store - Handbags, Wallets & Accessories

Explore the Hobo Flagship Store in Annapolis for premium leather handbags, wallets, and accessories crafted with care and style.

Local By Design Downtown

Discover local artistry and unique gifts at Local By Design Downtown, a vibrant gallery and shop in Annapolis, Maryland.

The Lucky Knot

Discover unique fashion and accessories at The Lucky Knot, a stylish clothing store in Annapolis, MD, perfect for all your shopping needs.

Essential bars & hidden hideouts

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.

McGarvey's

Experience the essence of Chesapeake Bay dining at McGarvey's, where fresh seafood meets vibrant atmosphere in historic Annapolis.

Davis' Pub

Experience local flavors and a welcoming atmosphere at Davis' Pub in Annapolis, Maryland, the perfect spot for delicious food and drinks.

Middleton Tavern

Discover over 200 years of history with fresh seafood and classic American dishes at Middleton Tavern, Annapolis's iconic waterfront restaurant.

DRY 85

Discover the vibrant culinary scene at DRY 85 in Annapolis, where expertly grilled dishes meet a lively atmosphere and an extensive drink selection.

Reynolds Tavern and 1747 Pub

Experience the rich history and delicious cuisine at Reynolds Tavern and 1747 Pub, a historic gem in Annapolis, Maryland.

O'Brien's Oyster Bar & Seafood Tavern

Experience the best of seafood dining at O'Brien's Oyster Bar & Seafood Tavern, where freshness meets flavor in the heart of Annapolis.

Metropolitan Kitchen & Lounge

Discover the vibrant culinary scene at Metropolitan Kitchen & Lounge, where American flavors meet a lively atmosphere in the heart of Annapolis.

Fox's Den

Discover the flavors of America at Fox's Den, Annapolis' premier gastropub, offering delicious dishes and local brews in a charming setting.

Stan & Joe's Saloon

Discover the lively atmosphere of Stan & Joe's Saloon in Annapolis, featuring American cuisine, live music, and a spirited sports bar vibe.

Level a small plates lounge

Experience the best of American cuisine with a Chesapeake twist at Level, Annapolis' premier small plates lounge and cocktail bar.

Heroes Pub

Discover Heroes Pub in Annapolis, a lively bar and grill offering delicious grilled dishes and a vibrant atmosphere for a memorable dining experience.

Your Ultimate Free Travel Guide to Annapolis Waterfront

Discover Annapolis Waterfront with Evendo, a 100% free app-based local travel guide. Explore attractions, landmarks, restaurants, and more with ease and convenience.

Local Phrases about Annapolis Waterfront

- 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]
- 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]
- 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]
- 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?]
- 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]
- 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 ....)]

History of Annapolis Waterfront

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.
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.
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.
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.
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.
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.

Annapolis Waterfront Essentials

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.
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.
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.
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.
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.
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.
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.

Discover the Charm of Annapolis Waterfront

Local tips in Annapolis Waterfront