Top Maryland Tours, Sightseeing & Cruises

Baltimore is a city of diverse neighborhoods but, for visitors, it can be tricky to know which to visit. This small-group guided tour takes the guesswork out of your trip. Your guide will take you to see several different neighborhoods and fill you in on Baltimore's rich history and culture so that you have a fuller understanding of the city.

Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles of walking at a relaxed pace with frequent stops. Cobblestone pathways and uneven brick roads are present throughout; please wear comfortable walking shoes and bring appropriate rain gear/ umbrellas in case of rain. Annapolis is the sailing capital of the world; we go outside rain or shine! Tours are offered on the weekends. Additional times may be available with advanced notice. What should you bring? A camera Comfortable shoes Cash (for personal expenses) Important information: Punctuality is important and appreciated. Kindly be at the meeting spot ten minutes before the stated meeting time. The tour guide will wait a maximum of ten minutes before proceeding on the tour.

The Sea Rocket has been cruising the Ocean City, Maryland coastline since the 1980's! Come enjoy this Ocean City landmark and embark on a memorable adventure with your family & friends! The early bird cruise is our personal favorite, and the cheapest! 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!

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!

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.

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.

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.

Experience Assawoman Bay in Ocean City, Maryland, in the evening with this sunset cruise. Sit back with your favorite beverage and relax as you breathe in the salty ocean air. Glide across the water and get a front-row seat to the scenery. Start your night with this cruise before heading to dinner.

Set sail on the calm bay waters and unwind in our laid-back island vibe. With a tiki thatched roof, comfortable lounge seating, and a full-service bar stocked with Seacrets Distilling Company spirits, beer, wine, and soft drinks, this cruise is the perfect way to end your beach day—or start your night out! Whether you're celebrating, vacationing, or just looking for something unique to do, the Seacrets Sunset Cruise will be a highlight of your Ocean City adventure! All of our cruises feature a full cash bar with Seacrets spirits cocktails, beer, wine, and non-alcoholic options for everyone. Grab a refreshing drink as you take in the views, dance to the music, or toast to a stunning view! What's included Friendly, knowledgeable crew sharing local insights Music on board to set the vibe ☀️ Partially covered deck with sun & shade bench seating Clean onboard restrooms

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 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.

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!

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.

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!

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.

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.

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.

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.

This boat trip provides the best way to see the famous Asseteague Island wild ponies. On this 2.5 hour trip that will depart from the Ocean Pines Yacht Club we'll travel down the Assawoman Bay to Assateague Island. Children and Adults interested in nature and experiencing the beauty of the Bay will enjoy this trip. The trip provides something different to do while visiting Ocean City. Once the boat reaches Assateague Island, the captain will navigate around the backside of the island so you can see the wild ponies up close along with other wildlife including dolphins. This is one of the most popular boat trips in Ocean City, MD.

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!

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!

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.

Explore beautiful Assawoman Bay with this single kayak rental in Ocean City, Md. Flexible rental times—from 1 to 2 hours—allow you to tailor your experience. Kayaking requires no previous experience, and the rental staff will offer instruction before you take the equipment out on the water. Be on the lookout for birds like ospreys and bald eagles and marine life.