Top Maryland Private Sightseeing Tours

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.

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!

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.

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 uses a GPS-powered app to guide your drive through key landmarks. You’ll need a separate entry ticket to access the battlefield; lifetime access lets you replay the tour anytime.

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.

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.

Experience Ocean City, Maryland, like never before with our exhilarating beach helicopter tour! Departing from Ocean City Municipal Airport, just two miles south of the iconic boardwalk, this 15-mile aerial adventure offers spectacular views of the Atlantic Ocean, the bustling boardwalk, and the breathtaking beaches that make this coastal town a favorite destination. The Beach Tour is a fan favorite, boasting a 4.9-star rating from over 370 reviews. Whether you're a first-time flyer or a seasoned aviation enthusiast, this tour promises an unforgettable perspective of Ocean City's vibrant shoreline. With top-tier customer service and an unwavering commitment to safety—evidenced by a perfect zero-incident record—you can relax and enjoy the ride, knowing you're in expert hands. Don't miss out on this unique opportunity to see Ocean City from the skies. Book your beach helicopter tour today and create memories that will last a lifetime!

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!

Our Baltimore Cultural tour allow you to get a personal perspective of why Baltimore is called "Charm City".

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.

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.

Explore Harpers Ferry with a professional, highly knowledgeable guide who brings America’s history to life. Walk iconic Civil War sites, abolitionist landmarks, and scenic river viewpoints while expert storytelling reveals the people, conflicts, and ideas that shaped the nation. Don’t just visit Harpers Ferry, experience it with a certified guide.

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.

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.

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in the picturesque views of St. Michaels, MD. Your journey includes gliding through the harbor and possibly spotting wildlife like osprey and dolphins. Enjoy a friendly crew that shares captivating stories about the area and sailing. Whether you’re looking for a fun family outing or a peaceful escape, this sailing experience is perfect for all ages. - Duration: 2 hours, with daily availability - Max capacity of 13 guests, ensuring a personalized experience - Beer and wine tasting available for adults, with complimentary water - Departing from Harbour Inn, 101 N Harbor Road, St. Michaels, MD

Discover the charm of Bethesda on this engaging two-hour tour that blends shopping and food at one of the area's most upscale shopping and dining districts, Bethesda Row! We’ll explore this lively, walkable district, popping into key shops you love while also sampling some of the area’s foodie highlights. Along the way, I’ll introduce you to some of my favorite local shops —think artisan gelato makers, talented bakers, specialty coffee roasters, and neighborhood chefs. Enjoy curated samples and warm welcomes from the people behind these beloved businesses, offering a more personal and insider experience than you’d typically find on your own. This experience is ideal for travelers looking to experience the local lifestyle and venture beyond the typical tourist attractions, this immersive tour offers a fun and flavorful introduction to Bethesda Row’s vibrant shopping, dining, and culinary scene.

Discover the top highlights of Washington DC in just three hours with this private tour. Travel by private vehicle and see more in less time with less effort. Customize your itinerary to see what interests you, including the US Capitol, Supreme Court, Library of Congress, White House, and the Lincoln, Jefferson, FDR, and Martin Luther King, Jr. memorials, and more.

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!

Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. 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!

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.

Come explore the beautiful bays of Ocean City, MD during golden hour under the professional guidance of our USCG Captain. We will take you wherever you desire on our brand new 22-foot Coastal Bay Skiff, or if you’re a “new-bee” to the area, our captain will suggest all the popular “must sees”. This could include checking out the famous Ocean City commercial fishing harbor, or the iconic Sunset Marina where Michael Jordan keeps his boat, or the legendary Harbor Island where the White Marlin Open is held! We guarantee you will have a great time wherever you go! This private tour is good for up to 5 passengers. 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!

See the highlights of Washington DC without having to rent a car or rely on public transportation by opting for a private tour of the city. Your driver will pick you up at your hotel, the airport, or Union Station and take you out to see sights such as the exterior of the U.S. Capitol building, the White House, the Martin Luther King, Jr. Memorial, and the Lincoln Memorial.

Looking for Washington DC private tours? Explore DC with World’s Five Star Limo Service. This Mercedes Van Tour is for up to 14 people. We provide pick up and drop off at any desired place in Washington DC, Virginia and Maryland. Distinguish customer service, modified limos and reliability shape our Tour Quality. Capture yourself in front of most of the historical buildings in the shortest possible time.