Annapolis Introduction Walking Tour, Annapolis

Annapolis Introduction Walking Tour (Self Guided), Annapolis

Nestled along the banks of the Severn River flowing into the Chesapeake Bay on the East Coast of the United States is the capital of the US state of Maryland, Annapolis. Dubbed “America’s Sailing Capital”, Annapolis thrives on its nautical roots and colonial history, boasting more 18th-century buildings still in use than any other city in the country.

Annapolis traces its origins back to 1649 when Puritan exiles from Virginia settled in the area and named it "Providence" after their safe arrival. However, in 1694, the settlement was renamed Annapolis (“Anna's city”) in honor of Princess Anne of Denmark, who would later become Queen Anne of Great Britain.

Over the years, Annapolis grew rapidly, serving as a political capital and a major center of the Atlantic slave trade until the American Revolutionary War. In 1783, after the Treaty of Paris, it briefly served as the temporary capital of the United States. The city's significance in American history was further solidified with the Annapolis Convention in 1786, which led to the drafting of the United States Constitution.

Throughout the Civil War, Annapolis was a major location for housing paroled soldiers across three camps, the last of which led to the creation of Parole, now known as home to the Annapolis National Cemetery. During World War II and later – during the Korean and Vietnam wars, Annapolis shipyards constructed military vessels.

One of Annapolis's most poignant landmarks is the Kunta Kinte - Alex Haley Memorial, paying tribute to the resilience and legacy of African Americans. Visitors can also explore the Banneker-Douglass Museum, dedicated to African American heritage and culture.

Ego Alley, a bustling waterfront strip, showcases the city's vibrant maritime scene, dotted with sailboats and yachts.

History buffs will find delight in the William Paca House and Garden, a meticulously preserved 18th-century mansion offering a glimpse into colonial life. The Maryland State House and Government House further underscore Annapolis's significance in American history.

Annapolis's architectural splendor shines through landmarks like Saint Anne's Church, Maryland Inn, Old City Hall, and Engine House. For a sweet treat, indulge in artisanal flavors at the Annapolis Ice Cream Company along charming Main Street.

With its cobblestone streets and waterfront views, Annapolis invites you to dive into its eventful past and vibrant atmosphere. From exploring historic districts to trying local cuisine, there's much to enjoy here. Just follow our self-guided walk and experience for yourself the allure and timeless appeal of this lovely city!
How it works: Download the app "GPSmyCity: Walks in 1K+ Cities" from Apple App Store or Google Play Store to your mobile phone or tablet. The app turns your mobile device into a personal tour guide and its built-in GPS navigation functions guide you from one tour stop to next. The app works offline, so no data plan is needed when traveling abroad.

Download The GPSmyCity App

Annapolis Introduction Walking Tour Map

Map Instructions: (1) Click the "Nearby Sights" button to view the nearby attractions; (2) click a map pin to see sight information.

Guide Name: Annapolis Introduction Walking Tour
Guide Location: USA » Annapolis (See other walking tours in Annapolis)
Guide Type: Self-guided Walking Tour (Sightseeing)
Tour Duration: 2 Hour(s)
Travel Distance: 2.2 Km or 1.4 Miles

Sights Featured in This Walk

WalkBuilder (customize this walk)


Use the WalkBuilder tool below to customize this walk to suit your interests. Instructions: click at the upper right corner in the map above to view other sights in the city. To learn more about a sight, click a map pin. Click the “+” or “–” to add or remove a sight from the walk. To reorder the selected sights, simply drag and move them up or down the list in the left column.
Click here to view route map
Enter a name for your custom walk, along with your email address, in the fields below. You will receive the instructions for retrieving your custom walk in the GPSmyCity app by email. The GPSmyCity app offers turn-by-turn travel directions to guide you from one attraction to the next.
Walk Name*:
Email*:

Frequently Asked Questions


1. How do I access my walking tour in Annapolis?
Save your walking tour on the website. Then download the GPSmyCity app from the Apple App Store or Google Play Store and sign in to your GPSmyCity account. Next, download “Annapolis Map and Walking Tours” within the app. Your walk will appear on the Walks screen.

2. How do I view other attractions in Annapolis?
At the upper-right corner of the map above, click the “Nearby Sights” button to show or hide other sights in the city. Click a map pin to view details about a sight. To add a sight to your walk, find it in the right column of the WalkBuilder tool above and click the “+” button next to it.

3. How do I re-arrange the sight order?
In the left column of the WalkBuilder tool, drag a sight to move it up or down the list. Then click “Click here to view route map”. Repeat this process until the route meets your needs.

4. Can I add my hotel to a walking tour?
Yes. You can add your hotel as the starting point, the ending point, or both (creating a loop route). This feature is currently available only in the GPSmyCity app.

5. Can I add my own sights to a walking tour?
Yes. You can add sightss that are not in our database and include them in your walk. To do so, sign in to your GPSmyCity account on the website or use the GPSmyCity app.

6. How many sights can be included in a walking tour?
For technical reasons, the number of sights in a walking tour is currently capped at 20. This limit may be increased over time.

Walking Tours in Annapolis, Maryland

Create Your Own Walk in Annapolis

Create Your Own Walk in Annapolis

Creating your own self-guided walk in Annapolis is easy and fun. Choose the city attractions that you want to see and a walk route map will be created just for you. You can even set your hotel as the start point of the walk.
Naval Academy Campus Walking Tour

Naval Academy Campus Walking Tour

Established in 1845 under George Bancroft, the US Naval Academy in Annapolis is the city's most prominent complex. Situated right at the confluence of Severn River and Chesapeake Bay, this prestigious institution, where future naval officers receive their education and training, has on its campus some truly magnificent structures.

At the heart of it stands Bancroft Hall, the largest...  view more

Tour Duration: 1 Hour(s)
Travel Distance: 1.7 Km or 1.1 Miles
Annapolis Historical Houses Tour

Annapolis Historical Houses Tour

One of the first planned cities in colonial America, first the capital of the Colony and then of the State of Maryland, Annapolis is rich in history, predating the Revolutionary War by decades. Although many structures from its early days are either gone, destroyed by neglect, or completely renovated, several magnificent 18th-century homes are still in place and retain their original beauty.

...  view more

Tour Duration: 1 Hour(s)
Travel Distance: 1.6 Km or 1 Miles
Best Pubs and Taverns in Annapolis

Best Pubs and Taverns in Annapolis

America’s Sailing Capital, Annapolis, has no shortage of exciting places where locals and visitors alike can enjoy great beer and seafood till late at night. For extra fun, on top of regular treats, the majority of local pubs, saloons, and bars host live music shows on a regular basis, as well as different contests.

Galway Bay Irish Pub, nestled in the heart of downtown, offers an authentic...  view more

Tour Duration: 1 Hour(s)
Travel Distance: 1.2 Km or 0.7 Miles