Top Maryland Sightseeing Tours

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.

Tick off the highlights of Washington D.C. during this private, half-day tour. Customize your own itinerary, selecting a range of local sights to visit. Optional stops include the White House, Arlington National Cemetery, Lincoln Memorial, or the National Museum of American History at the Smithsonian. Air-conditioned vehicle transfers with hotel pickup and drop-off are provided.

Explore Great 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.

The Sea Rocket has been cruising the coast of Ocean City, Maryland for nearly 30 years! Departing from downtown OCMD on Dorchester Street, we will cruise out of the Ocean City Inlet and head up the coast! There are plenty of beautiful sights along the coast as well as wildlife to see! We are always on the lookout for the Atlantic Bottlenose Dolphin! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!

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.

The Battle of Antietam is the single most fatal battle in American military history. Over 23,000 soldiers were killed, wounded, or missing after this 12-hour conflict; this private self-guided audio tour tells you how such combat happened and why. You’ll need a separate entry ticket to access the battlefield; once inside, use this driving guide to learn more about each landmark. Lifetime access lets you replay the tour anytime.

Celebrate in style with MyFlight Tours' private Baltimore downtown helicopter tour! Perfect for birthdays, anniversaries, and special occasions, this unforgettable experience offers stunning views of the city’s iconic skyline as soon as you lift off from the pier. Soar over the Inner Harbor, marvel at the towering Transamerica Tower, and glide past M&T Bank Stadium and Baltimore’s vibrant neighborhoods. Make your next celebration one to remember from the skies!

Select a one hour preset tour or let us make a custom tour for you! Choose from Fells Point: The oldest and saltiest neighborhood in Baltimore, she's paved with Belgium Block streets, European architecture, great eateries and shops. Here Frederick Douglass made his bold escape to freedom and Ann Bond Fell turned a thriving shipyard into one of the most sought after neighborhoods in 1800's America. Fells Point is a charmer. 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. Inner Harbor: The heartbeat of Baltimore, it's chock-a-block full of history, Gilded Age architecture, and quirky characters. Includes the only Outsider Museum in America. Fascinating history in the water and out.

Enjoy panoramic views of Washington D.C.'s most important monuments during this attraction-packed, small-group boat cruise from the D.C. Wharf to Alexandria Old Town and back. Highlights covered include the Lincolm Memorial, Washington Monument, and Arlington National Cemetery. Food and beverages are available for purchase onboard.

Discover three of the most important and scenic Civil War sites in the Mid-Atlantic on this immersive full-day guided tour combining history, landscapes, and storytelling. With comfortable transportation and a professional guide, this experience is ideal for history lovers, families, and small private groups seeking a meaningful and well-paced journey through America’s past.

Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what makes their home special to them. Along with the 300+ year history of the region, your private driver will share with you stories, show you other points of interest, fill you in on the best restaurants or other attractions that only the locals know. This is a chance to experience Harpers Ferry and Jefferson County not just in times long past but as a thriving and diverse region. Many of the guests are looking for authentic interactions on a personal level that are more real than just a history tour. With facts about how George Washington and his family shaped the area and the country is to where the best ice cream shop is along the way, we strive to make your journey with us is like traveling with a friend through the centuries!

Your tour will take you through the historic downtown area known as Old Towne, where Victorian-style buildings and century-old businesses tell the incredible story of the "Petticoat Regime"—the pioneering women who owned and operated 30 out of 32 hotels by 1926. We'll start at the Ocean City Life-Saving Museum near the inlet and walk north along the Boardwalk and Baltimore Avenue, ending at the famous Thrasher's French Fries stand.You will hear stories about remarkable businesswomen like Zipporah "Zippy" Lewis, who lived in a house made from shipwreck wood and left her land to her daughters instead of her sons, and Ella Phillips Dennis, who along with other women, created one of America's most successful female-dominated business communities during an era when women weren't even allowed to vote. Go at your own pace, anytime. This tour is smartphone guided and never expires. It's all on your walking tour app.

Cruise Baltimore and learn all about its rich history from the comfort of your own car with this self-guided audio driving tour. This app-based tour works with your smartphone to send you on a sightseeing route, aided by a live GPS map. Drive past sites like the USS Constellation, Fells Point, and Baltimore City Hall while listening to riveting tales of Baltimoreans such as Frederick Douglass and Edgar Allen Poe.

Discover the highlights of Washington D.C. during this four-hour private tour. Follow a customizable itinerary with a seasoned guide and long-time local resident. Understand the history and significance of iconic landmarks like the White House, Supreme Court, Lincoln Memorial, and more—with plenty of get-down photo stops along the way. Enjoy complimentary bottled water and door-to-door transfers from the airport or your DC Metro Area hotel.

Experience a quieter, more intimate cherry blossom viewing on this half-day tour to Kenwood, one of the region’s most exclusive spring destinations. Skip the crowded Tidal Basin and wander through residential streets lined with hundreds of mature cherry trees, creating a canopy of pink blooms overhead. This tour offers time for photos, peaceful walks, and insights into the Kenwood community’s history and tradition of cherry planting. Perfect for travelers seeking a relaxed, beautiful seasonal escape right outside Washington.

IMPORTANT UPDATE (3/11/26): The Naval Academy is not currently letting visitors on the Yard for security reasons. Tours currently will focus on the Harbor and colonial downtown. Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor. We'll see the Georgian mansions, the iconic Maryland State House, and much more as you learn the fascinating story of the town. We'll see where the Treaty of Paris was signed (bringing to a conclusion the Revolutionary War) and where General Washington resigned as general, thus becoming the "greatest man in the world" and the "American Cincinnatus. " We'll explore the campuses of two institutes of learning that have shaped American culture. We'll walk along the city dock, harbor, and see the view to the Chesapeake Bay and wider world. I'll also share personal and family stories along the way, to add a personal dimension to the tour. I welcome all questions and special interests for our tour!

Put a ghoulish twist on your night out with a haunted pub crawl through historic Annapolis. Visit three bars over the course of the night, each with a ghost story behind it that will scare you sober. Drinks available at your own purchase.

Come relax and unwind with us aboard the famous “Sea Rocket” while we check out the iconic fishing boats and restaurants/ bars in the Ocean City harbor, surrounding mansions, and search for dolphins in the Atlantic Ocean or Assawoman Bay all while watching the sun set over the Ocean City skyline! The Sea Rocket now also has a full liquor license onboard for the 2025 season as well as non-alcoholic drinks. Drink packages are available for purchase during checkout! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!

Enjoy a comfortable, one-of-a-kind way to explore the nation's capital on this private limousine tour. Meet your guide at your preferred Washington DC, Virginia, or Maryland address, and hop aboard your luxury vehicle. In the space of just half a day, you'll see dozens of Washington DC's top landmarks, from the White House and Jefferson Memorial to the Supreme Court, Library of Congress, and much more.

Set on the Chesapeake Bay at the mouth of the Severn River, the picturesque town of Annapolis features some 17 miles of shoreline. This makes it the perfect home of the United States Naval Academy—and thousands of other boating enthusiasts. But there’s much more to this place than just sailing. On this tour, we’ll examine the Revolutionary roots of Annapolis and meet some of the founding fathers who lived and visited here. We’ll explore the town’s role in America’s dark history of slavery and the Civil War, while also highlighting the miraculous accomplishments of free Black Marylanders in the eighteenth and nineteenth centuries. NOTE: This is a self-guided outdoor walking tour. Your purchase does not include entrance to any attractions highlighted on the tour.

Patterson Park is a rare blend of natural beauty, history, and everyday neighborhood life, often called the city’s “Best Backyard.” On this self-guided walking tour, you’ll find out how the park – which stretches across more than 130 acres in the heart of East Baltimore – has served Baltimoreans for over two centuries. You’ll also hear how it began as farmland, then became a defensive stronghold during the War of 1812, and why today it remains one of Baltimore’s most cherished public spaces. You’ll pass the Monument honoring Revolutionary War hero Casimir Pulaski, and wind your way over Harris Creek, one of Baltimore’s “ghost rivers” that’s now hidden underground. You’ll see the mile-long earthworks built by residents to prevent the British from attacking the city. You’ll also walk where President Abraham Lincoln ordered troops to camp while keeping peace after pro-Confederate residents threatened more violence after the Pratt Street Riot of 1861.

Our Johns Hopkins History Tour Review, into the life and contribution of one of Baltimore greatest entrepreneurs and philanthropists of the 18th century. His legacy continue's over 150 years.

Take a ride on our beautiful Skiff Boat with the family and friends! Our world-class captain will take you wherever you want to enjoy the breathtaking evening views of Assateague, Ocean City, and more! "BYOB" and enjoy the evening, or sail down south of the inlet to Assateague, where sightings of wild horses abound. We can accommodate up to five passengers. Have fun! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!