The 3 Best Historical Tours in Maryland
Maryland’s charm lies in its mix of storied towns, seaside towns, and historic landmarks. Unlike more touristy states, Maryland offers authentic experiences that reveal its past—whether through walking tours, culinary journeys, or seaside strolls. The state’s small towns like Berlin have been recognized by the Smithsonian for their architectural charm and lively community spirit. Meanwhile, North Beach provides a nostalgic look at beachside development and entertainment. These experiences combine history, local flavor, and scenic views, making Maryland a surprisingly rewarding destination for history lovers.
Below, we highlight three standout tours that showcase Maryland’s diverse historic offerings, from a delicious walk through a small town to seaside explorations that reveal fascinating local stories. Whether you’re on a tight schedule or seeking an in-depth experience, these tours are worth adding to your Maryland trip.
1. Berlin Tasting Tour: A Delicious Walk Through History
At number 1, the Berlin Tasting Tour offers a perfect blend of culinary adventure and historic sightseeing. For around $110, you’ll spend roughly three hours strolling along Main Street and exploring the architectural heritage that got the town named one of the “20 Best Small Towns to Visit” by the Smithsonian. The tour includes tastings from several local restaurants and specialty shops, giving you a flavor of Baltimore-inspired dishes and local family stories.
What makes this tour unique is its focus on the families and traditions that shaped Berlin’s food scene. You’ll visit sights where Julia Roberts and Richard Gere filmed “Runaway Bride,” and learn about the locally renowned equine center, home to legendary horses like “Man O’ War” and “War Admiral.” The walking pace is leisurely, allowing plenty of time to admire nearly two centuries of architecture and soak in the town’s small-town charm. The guide’s storytelling makes history approachable and engaging.
Bottom line: If you’re interested in a well-rounded experience combining food, history, and Hollywood lore, this tour offers great value. It’s perfect for those wanting a relaxing, flavorful day in a town recognized for its “cool” vibe and authentic heritage.
2. North Beach Historic – Guided Walking Tour

Coming in at number 2, the North Beach Historic Guided Walking Tour provides a concise but immersive experience of this seaside town. Priced at $41 per person, it lasts about an hour to an hour and a half and includes a walk along the boardwalk and pier, where many entertainers first found fame. The tour ends at the Bayside History Museum, which adds depth to your understanding of North Beach’s lively past.
This tour’s strength lies in its focus on local landmarks and historic points of interest. You’ll see beautiful homes, learn about the town’s development, and get a behind-the-scenes look at its waterfront charm. The guide will share stories about famous entertainers discovered on the pier, adding a bit of Hollywood sparkle. Keep in mind, the tour requires a minimum of four participants, so calling 24 hours in advance is advised.
Bottom line: Ideal for travelers seeking a quick yet culturally rich overview of North Beach, this tour suits those interested in beach history, architecture, and entertainment legends. It’s a cost-effective way to add seaside history to your Maryland itinerary.
3. North Beach: North Beach Historic Guided Walking Tour

Rated 4.7 out of 5, the North Beach: North Beach Historic Guided Walking Tour offers a deeper exploration of this charming beach town. Lasting about 1.5 hours, the tour begins at 9023 Bay Ave and takes you through the colorful shops, historic homes, and cultural landmarks that define North Beach.
What sets this tour apart is its emphasis on hidden gems and local stories. You’ll hear about the evolution of North Beach from a simple fishing village to a popular resort destination. The guide will also point out educational exhibits in the Bayside History Museum and discuss the significance of the pier in entertainment history. The walk provides a good mix of visual sights and storytelling.
Reviewers appreciate the friendly guides and the balance of walking and storytelling, making it suitable for those who want a relaxed but informative experience. It’s perfect for history enthusiasts who enjoy learning about local architecture and town development.
Bottom line: If you’re interested in a more rundown of North Beach’s history and enjoy uncovering lesser-known stories, this tour is well worth your time.
How to Choose the Best Maryland Historical Tour for You
When deciding between these options, consider your budget, time, and specific interests. The Berlin Tasting Tour is a great choice if you want a combination of food, historic sights, and Hollywood stories in a quaint town. If you prefer a short seaside walk with a focus on entertainment history, the North Beach Guided Tour fits perfectly. For a deeper dive into North Beach’s development and hidden spots, the North Beach Historic Guided Walk offers a more detailed experience.
Think about your fitness level and walking pace—all tours involve walking, but durations vary. Booking early is recommended, especially for tours with minimum participant requirements. Consider combining these tours with other Maryland experiences like visiting the Baltimore Inner Harbor or exploring nearby historic sites.
Final Thoughts
Maryland offers a diverse array of historic experiences, from the culinary delights in Berlin to seaside strolls in North Beach. For a relaxed, storytelling-focused walk, the Berlin Tasting Tour is a top pick. If seaside charm and entertainment history appeal, the tours in North Beach will serve you well. For those who like a bit of everything, North Beach’s more comprehensive walk offers a deeper look into the town’s stories.
No matter which tour you choose, booking ahead and taking advantage of the local guides’ knowledge will ensure a memorable visit. Maryland’s small towns and waterfronts are full of stories waiting to be uncovered—so pick your favorite and start planning your trip today.