Top Maryland Tours, Sightseeing & Cruises

Explore Baltimore's Inner Harbor on a captivating 45-minute narrated sightseeing cruise. This journey unveils the rich history and vibrant culture of Charm City while gliding past iconic neighborhoods like Federal Hill and Fells Point. Experience the significance of landmarks including Fort McHenry and the famous Domino Sugar sign, all while enjoying insightful live commentary from a guide. Departing daily from the Baltimore Finger Piers, this family-friendly cruise offers a smooth and enjoyable way to experience the city's waterfront from the water.

Experience an evening of beauty as we cruise into the golden hues of the sunset. All ages are welcome onboard, and for guests 21+, a full bar awaits with a variety of beverages. Departing daily in season, our times vary with the changing sunset, ensuring the best experience. Reserve your spot for an unforgettable evening with friends and loved ones! We are docked directly behind the Hyatt Place Kent Narrows & Marina with walking distance to Fishermans Inn, Fishermans Crab Deck, Big Owl’s Tiki Bar and the Narrows Restaurant! 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

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!

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.

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.

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.

Discover the wild ponies that live on Assateague Island near Ocean CIty, Maryland, on this morning sightseeing cruise. According to folklore, the horses are survivors of a shipwreck off the Virginia coast. During the cruise, learn facts about the island and about the other wildlife living on and around Assateague from your captain.

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage while enjoying stunning views of the Chesapeake Bay Bridge. Perfect for families and history buffs alike, this cruise is a cherished local tradition that uncovers the beauty and significance of this historic seaport. - Narrated cruise around Annapolis Harbor and U.S. Naval Academy - Learn about the history and significance of the region - Enjoy picturesque views, including the Chesapeake Bay Bridge

Who says tiki boats are just for adults? This special one-hour cruise is offered on select days each week, designed for families and friends. Climb aboard the bay’s most stunning tropical boat for a relaxing adventure. Soak up the sunshine, enjoy the good vibes, and cruise to our Caribbean-inspired playlist! It’s the perfect outing for your Ocean City vacation! Gather your crew and enjoy an unforgettable time on the water! Enjoy Seacrets Distillery cocktails, beer, wine, soft drinks, water, and light snacks, all served by our friendly crew. Included: - Friendly crew sharing local insights - Music on board - Sun & shade bench seating - Clean onboard restrooms All guests must have a valid form of ID to enter. Guests under 21 must be accompanied by an adult parent or guardian. Any guest who presents a fake ID may have it confiscated, will be denied entry, and will not be permitted to board or receive a refund. This also applies to all other members of their party.

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide through scenic vistas and spot local wildlife while enjoying a brief harbor tour, including the historic Hooper Strait Lighthouse. Whether you choose to relax or learn a bit about sailing, the friendly crew ensures an enjoyable experience for everyone on board.

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.

Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended drinks at each stop. From rebels to rum-runners, each location reveals fascinating stories paired with a drink that defines the era. Perfect for whiskey enthusiasts and history buffs alike, this tour offers a relaxed atmosphere to toast the past and enjoy the present. Dress comfortably as you stroll through downtown, rain or shine, and prepare for a fun evening immersed in tipsy history. - 2-hour historical pub crawl through downtown Annapolis - Discover how drinking shaped Annapolis' history - Enjoy recommended drinks at each stop, not included in the price - Limited walking involved; dress for comfort and the weather

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.

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!

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.

The best views in Ocean City are from the water—and the surest dolphin sightings. But it can be hard for busy travelers to slot a cruise into their packed vacation schedules. At just an hour long, this scenic boat ride lets you check off the area’s coastal highlights without complicating your itinerary.

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

Assateague Island is famous for its rustic, coastal scenery and wild horses—but also swarms of biting insects, making it tricky to visit by land. On this private hour-long cruise, take in the island’s stunning landscapes and watch horses graze along the marshy shorelines while relaxing comfortably on your own chartered, captain-driven skiff boat.

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.

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 This cruise is 21+

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.

Watch the sun set over Assateague Island on your own private boat, with 75 minutes of quiet, open bay all to yourselves, and plenty of time to look for wildlife along the way. Your USCG-licensed captain takes up to six guests into the calm back bays behind Ocean City and along the Assateague shoreline, where the famous wild ponies roam free. Look for the ponies along the beach and keep an eye out for dolphins, ospreys, herons, and egrets as the sun sets. Your captain shares what you are seeing and answers whatever your group is curious about, whether that is the wildlife, the barrier island, or life on the water. With no other guests aboard, the evening runs on your schedule. Bring your own beverages, play your music, and settle in for quiet water, open sky, and one of the finest sunset views on the Eastern Shore. It is a favorite for families, couples, and anyone who wants to end the day on the water!

Hear about Annapolis’s ghostly past with the help of a tour guide who’ll share historical spooky stories. From the spirits said to haunt Middleton Tavern to the dark past of James Brice House, you’ll explore a side of the city most tourists never see. Even though the subject matter may be dark, your tour leader will make sure you’re suitably creeped out, but still having fun.