All Maryland Tours & Excursions in 2026

Sit back and relax on this up-close-and-personal cruise of Annapolis's waterways and scenic city shorelines on one of Watermark's 26-foot, open-aired vessels. Your captain will welcome you aboard for this intimate cruise from Annapolis Harbor and up Spa Creek, with stunning views of the U.S. Naval Academy, an abundance of boats of all size, a healthy dose of nature -- all with a recorded narration of historic facts and tidbits of Annapolis's colonial roots, its one-time ship-building might, and more.

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.

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.

Spend a few hours refining a new trade in axe-throwing, at an axe-throwing lounge in Columbia, Maryland. This is a small private group activity- max 15, so you can compete against your fellow axe-throwers. Beer and wine are available for purchase, so you can choose which order to drink and throw. You pour your own beers and wine- self serve.

Take a pleasant walking tour through the beautiful historic center of Annapolis, specially designed for the US 250th Anniversary. Discover the fascinating role Annapolis played in the fight for and achievement of American independence! We will begin along the city dock and harbor that received many founding fathers in the 1700's, admiring the view to the Chesapeake Bay and wider world. We'll see two Georgian mansion built in the 1770's, as well as the iconic Maryland State House, 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 also explore the campus of St. John's College, which dates back to 1696, and talk about other Annapolis customs and traditions, as well as bars, restaurants, and more. All questions are welcome!

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.

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.

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the famous Harborside Bar! Even better, your orange crush is on the house when you purchase a delicious lunch to go along with it from the Harborside Bar. All this combined with the best view of Assateague Island you can imagine. This is a front row seat to the famous Assateague Island wild ponies, dolphins, and all of the beautiful scenery and wildlife of the Assawoman Bay. This is a CAN’T MISS experience for your friends or family.

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.

Unlike a typical sip and paint, the Immersive Neon Starry Night Sip & Paint at Neon Paint Place surrounds you with moving projections, glowing stars, and vibrant music that bring Van Gogh’s masterpiece to life. Guests don’t just paint—they step into an interactive, multi-sensory environment where the art, the atmosphere, and the experience become one. With neon paints, blacklight effects, and a fully immersive starry sky, your canvas will glow long after the night is over. This BYOB event includes snacks, water, all materials, and even a take-home box for your masterpiece, making it a one-of-a-kind creative night out you won’t find at most sip and paint studios.

Enjoy a relaxing trip out on the Chesapeake Bay with this intimate, small-group sailing tour. Pick from several convenient start times, meet your captain and crew at the dock, and hop aboard your vessel—the Eternal Hope, a 42-foot (13-meter) sailing yacht. Then, sit back and take in the views, spot wildlife, and soak up the sea breezes as you head out on the water.

Most escape room experiences take place indoors—not ideal when you’re trying to sightsee. Ideal for anyone who wants to take in the sights of Baltimore’s Inner Harbor while solving changes, this private escape room pass features up to several hours of game play—including puzzles, clues to follow around statues and landmarks, a lockbox, and more, plus an easy-to-use app to track progress.

Discover the history of Annapolis, Maryland in a fun way with a citywide scavenger hunt. Drive to nontraditional locations all around town (a car-free hunt is also available), getting to know landmarks, local businesses, and alternative spots. The goal is to solve clues, complete challenges, and answer questions to gain points and beat the other teams.

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.

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving you a front row seat to some of the Bay’s most amazing wildlife. At this point, you might reach for one of those delicious snacks you packed for the trip and notice the lights in OC start to pop on. Then, you simply watch the sun melt into the water. At this point you’ll feel so relaxed that you might not be able to keep your eyes open. Once the sun sets, your captain will pilot the Bay Hopper back to our pier and you can start your evening on the town refreshed. Or, you have a couple of more drinks, look at the tv for a while and go to sleep. Either way, you’ll feel good. This is a more intimate version of our popular Sunset Cruise. This cruise will have a max capacity of 6 passengers.

Step into the chilly autumn of 1849 as we trace the mysterious final days of Edgar Allan Poe. From narrow rowhouses and cobblestone saloons to church catacombs and football stadiums, uncover political corruption, medical rivalries, and how Baltimore transformed a tragic author into its dark civic icon. - An 11.7 km self-guided tour with 7 stops over 256 min - Ideal for travelers interested in Pop Culture & Media Landscapes and History & Memory - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

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

Stroll through Baltimore's Fells Point neighborhood while hearing ghost stories on this spooky tour. With a guide providing eerie tales as you walk, stop at some of the most historic and haunted landmarks in the neighborhood. You'll come away with a deeper understanding of the neighborhood's history and its grisly past, facts you might not otherwise learn on traditional tours.

Need an airport transfer to the Baltimore, Washington, DC or northern Virginia area? Forget the long lines associated with finding transportation from the many Baltimore-Washington International Airport (BWI) arrivals. Skip the taxis and shuttles and travel with confidence by scheduling for a private vehicle. Choose from a 3-person sedan, a 5-passenger SUV or an 8-person stretch limousine, then sit back and relax on the road from the airport to any Baltimore, downtown Washington, DC, Alexandria or Arlington, Virginia accommodation.

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.

Step inside some of Baltimore's most haunted sites on a Fells Point pub crawl that delivers far more than drinks. Hear ghost stories from your guide as you make your way around the historic maritime neighborhood and in and out of 3–4 historic taverns, each known for their ghostly experiences.

Explore Baltimore at your own pace with a fun and interactive scavenger hunt that combines the educational aspects of a tour with the freedom to explore at your own pace. Download an app and head out with your friends or solo to answer trivia questions, complete challenges, and snap photos. Highlights include Westminster Church Cemetery, Camden Yards, and Lord Baltimore Hotel.

Enjoy views out on the water of the Inner Harbor with this cruise that sets sail on authentic schooner with space for up to six passengers. Meet at the Oasis Marinas to board the sailboat, and sit back and relax as your captain and crew sail out to Fort McHenry. Enjoy the fresh air and views of Baltimore and the Inner Harbor.