Top Maryland Walking Tours

This tour is all about the real Baltimore, the one shaped by sports, industry, invention, authors and community. Along the way, you’ll see statues that celebrate hometown heroes, a clock tower that once guided the city’s time, a dental museum that’s more fascinating than it sounds, a historic market, and yes — Edgar Allan Poe’s grave. All not to be missed sites. And for this price? It's the best deal in town. This tour is on our walking tour app, it's location aware, smartphone guided, hands free, go at your own pace, not big groups, and go anytime.

I’m Don Burgess, a Frederick resident interested in sharing my passion for heritage tourism and historic preservation as they contribute to preserving and creating a city’s “Sense of Place.” I’ve been a history buff of this region for years, and my role on Facebook as Frederick Tour enables me to combine my love of things old with my skills with things new. I’m a semi-professional photographer who has photographed, shown, and sold images of Frederick, Harpers Ferry, and other regions. See more details about tour in itinerary below and at fredericktour.org We can give tours year round. If it is raining/snowing (light) and you still want to take the tour, we can do that. If it is raining/snowing (hard), we can do a virtual "tour" indoors (groups of 8 or less). Upon request, we can offer theme tours such as churches, architecture, or Civil War, or even photo shoots.

Winding through trails, town, and time, this self-guided audio tour explores the powerful stories and landscapes of Harpers Ferry. Over the course of 3 miles, you’ll journey from quiet riverbanks to dramatic ridgelines, past weathered ruins and historic landmarks that shaped the course of American history. This is no ordinary walk—it’s a deep dive into a place where freedom was fought for, ideas were tested, and the nation’s future often hung in the balance. From John Brown’s bold raid to the legacy of Storer College, each stop brings to life a new chapter of ambition, conflict, and change. With GPS-triggered audio guiding your way, you can explore at your own pace—pausing for a scenic view or reflecting at a historic site. Whether you’re a history lover, a curious traveler, or just here for the beauty, this tour offers a moving and memorable way to experience Harpers Ferry.

Discover Chesapeake Bay cuisine and other dishes on a 3.5-hour small-group walking tour of Fells Point, Baltimore's historic waterfront district. Your guide shares commentary on the history and architecture of the city as you walk through the neighborhood. You'll stop for tastings at four restaurants, and sip a signature alcoholic drink at a fifth establishment. The tour features small local businesses that are popular in the area, and includes one drink and enough food samples to make up a meal. Additional drinks are available for purchase.

Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in America and it shows. Marble churches, libraries, and monuments are filled with Tiffany glass windows and stories of the movers and shakers who built them. A real eye candy tour.

Step into Annapolis's rich colonial past on a guided walking tour through the Historic District, led by a guide dressed in authentic colonial attire. Discover the history and heritage of the Maryland State House, the oldest continuously operating state capitol in the United States, where pivotal moments such as George Washington's resignation as Commander of the Continental Army and the ratification of the Treaty of Paris helped shape American history. Stroll past elegant mansions, historic homes, and landmarks while learning about the influential leaders, merchants, and signers of the Declaration of Independence who helped define Colonial Annapolis. Blending culture, history, and heritage, this family-friendly experience offers an engaging introduction to one of America's most significant colonial cities.

Baltimore's Fell's Point neighborhood is filled with great places to eat. But, if you are new in town, it can be difficult to find the best spots. This tour guides you through the historic district, visiting family-run restaurants along the way to sample specially made dishes including Polish, Baltimore-style pit beef, and Spanish tapas.

Some history-focused city tours can feel stale. Spice up your visit to Annapolis on this guided tour that combines history with food. Visit historic sites and hear fascinating stories while enjoying a series of dishes from downtown restaurants, which may include a tavern frequented by Washington, Jefferson, and Franklin, and a local lobbyists' favorite lunch spot.

Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once the capitol of the United States, and explore a colonial kitchen and dining room inside a stunning Georgian mansion. Stroll past iconic landmarks including St. Anne's Parish, the Hammond-Harwood House, the Paca House, and the lively Annapolis City Dock. Hear the fascinating story of the friendly rivalry between the U.S. Naval Academy and St. John's College, two institutions that have shaped the character of this unique city. Along the way, your guide will bring everyday colonial Maryland life to vivid detail, from the merchant class to the working poor. Covering less than a mile on foot, this tour is an accessible and immersive introduction to one of America's most historic cities.

As an historic city, Annapolis has plenty of haunts. Explore Annapolis oldest and most-ghosted neighborhood on this tour of the historic downtown district, where hundreds of years of history were made. While you walk to neighborhood sights like the Maryland State House and haunted graveyards, your guide shares stories of purported paranormal activity and the real stories behind each.

Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian sailor's grave in the Annapolis National Cemetery and the Confederate captain who never conceded defeat. Perfect for those curious about the unconventional side of history, this tour reveals the city's hidden gems and eccentric past. Ideal for adults and middle school-aged children, the tour takes place at 188 Main Street, Annapolis, MD. - Duration: 1 hour and 15 minutes - Suitable for adults and children aged 12 and older - Tours run on the second Saturday of each month - Learn about unique historical figures and events in Annapolis

Explore the rich culinary heritage of Baltimore on this guided food tour through Fells Point and Little Italy. Stroll along cobblestone streets while savoring authentic Maryland crab cakes, pierogies from a beloved Polish deli, a classic potato knish, and a delightful mini cannoli. Your local guide shares insider stories and historical insights, immersing you in the vibrant culture of this historic area. Experience a surprise stop that leaves guests amazed, ensuring a memorable journey through the heart of Baltimore's food scene. - Guided walking food tour through Baltimore’s historic neighborhoods - Taste iconic local dishes including crab cakes and cannoli - Meet your knowledgeable guide for personal storytelling and insights - Enjoy a surprise culinary stop along the route

From the National Aquarium to one of the wildest Super Bowls ever played, a mayor who swam in a seal pond to the only Outsider Art Museum in the country, the Civil War to a sinking hill Baltimore's Inner Harbor riches to rags to riches story has something for everyone. Starting at The Civil War Museum this walking tour ends at The American Visionary Art Museum, whose gift shop John Waters says is the best anywhere. Chock-a-block full of all-ages history and things to see and do and eat

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, boutique shops, and historic sites. Guests enjoy a complimentary non-alcoholic beverage during the cruise before spending around three hours ashore exploring the town before the return journey to Annapolis. Admission to the Chesapeake Bay Maritime Museum is included, making this sightseeing day trip an ideal way to experience Maryland's rich maritime history.

Step into Baltimore’s darker side on Devil in the Harbor, an adults-only ghost tour through historic Fells Point where the city’s sins, scandals, and spirits come out after dark. Explore one of the city’s oldest waterfront neighborhoods through the theme of the Seven Deadly Sins. Along the route, you’ll hear stories of pride, greed, lust, gluttony, wrath, envy, and sloth — not as a sermon, but as a chilling look at the ambition, corruption, violence, vice, and weakness that shaped Baltimore’s harbor.. Atmospheric, mature, and historically inspired, Devil in the Harbor is perfect for adults who want a ghost tour with sharper edges, darker storytelling, and a deeper look at the sins that still haunt Baltimore after dark. Guests must be age 16+.

Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended drinks at each stop. From rebels to rum-runners, each location reveals fascinating stories paired with a drink that defines the era. Perfect for whiskey enthusiasts and history buffs alike, this tour offers a relaxed atmosphere to toast the past and enjoy the present. Dress comfortably as you stroll through downtown, rain or shine, and prepare for a fun evening immersed in tipsy history. - 2-hour historical pub crawl through downtown Annapolis - Discover how drinking shaped Annapolis' history - Enjoy recommended drinks at each stop, not included in the price - Limited walking involved; dress for comfort and the weather

Drink your way through the haunted side of historic Fells Point on Spirits of Fells Point, Baltimore’s adults-only haunted pub crawl. Along the route, guests will visit atmospheric bars and historic streets while hearing stories of Edgar Allan Poe, vanished sailors, smugglers, gamblers, haunted taverns, waterfront crime, and the bad decisions that helped give Fells Point its notorious reputation. This is more than a night out at the bars. It is a haunted walk through the places where sailors once spent their wages, privateers and merchants chased fortunes, and legends of restless spirits still linger near the harbor. Guests will have time to purchase drinks at select stops while enjoying spooky storytelling, local lore, and a fun social atmosphere. Perfect for adults who want ghosts, history, drinks, and a little chaos, Spirits of Fells Point offers a memorable way to experience Baltimore after dark. Guests must be 21+ with valid photo ID.

Find out all about the haunted side of Baltimore and its dark history on this walking tour of the Fell’s Point neighborhood. Learn about the spirit of Edgar Allen Poe and his mysterious death along the way. You’ll be stopping at several pubs/bars/saloons, the cemetery, and a hotel, where you’ll hear tales of the haunted places from your guide along the way.

Uncover the rich history of Annapolis on this engaging tour, showcasing Colonial Annapolis, the Maryland State House, and the U.S. Naval Academy. Guided by a knowledgeable colonial-costumed expert, wander through the historic district and delve into the city's 18th-century Golden Age. Stand in the Maryland State House, where pivotal moments in American history unfolded, including George Washington's resignation. Discover the U.S. Naval Academy's storied past and the life of midshipmen on the Yard. Perfect for history buffs and families alike, this tour offers a comprehensive view of Annapolis’ unique culture and heritage. - Enjoy a guided stroll through historic Annapolis with a colonial-costumed guide - Visit the Maryland State House, the oldest state capitol in continuous use - Explore the U.S. Naval Academy and learn about midshipmen life - Suitable for all ages with a focus on cultural and historical experiences

Explore the eerie side of Annapolis with the Spirits & Spirits tour, blending a captivating walking tour through the Historic District with a thrilling cruise on the haunted waterways. Listen to spooky stories from your Ghost Guide, uncover nautical myths, and indulge in beverages available for purchase during the cruise. Perfect for those seeking a unique blend of history and ghostly tales in a fun atmosphere. This tour is suitable for adults and private tours can be arranged upon request. - Combination of a guided walking tour and a scenic ghost cruise. - Hear chilling tales from expert Ghost Guides while exploring Annapolis's Historic District. - Enjoy a variety of beverages and snacks available for purchase once on the boat. - Tours available on select dates, departing from 188 Main Street, Annapolis.

Explore Virginia’s Great Falls Park with this app-based self-guided hiking tour. Discover top highlights and hidden gems, including views of hidden waterfalls, the best rock climbing and rappelling spots, a route through the canals, and an abandoned colonial-era city. The app audio plays automatically using your smartphone’s GPS, making for a seamless way to explore. Note that park entry and parking fees are not included.

Come on to our Haunted Pub Crawl Tour in Annapolis! Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking hotspots. Take a Boo's and Booze Haunted Pub Crawl for genuine stories, scares, and delicious drinks in the historic district, with up to 2 hours of ghostly fun with the city's spirits and Spirits. Price does not include drinks or tastings.

The tour is conducted by Dr. Brad Gottfried, a 45-year educator and the author of 22 Civil War books, including the "Maps of Antietam." This tour will cover what happened here, troop movements, and human interest stories. Each participant will also receive a packet of maps to better understand the action.