Top Maryland Private and Luxury

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.

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.

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!

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.

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

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!

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.

Who says tiki boats are just for adults? This special one-hour cruise is offered on select days each week—designed with families and friends in mind. Climb aboard the bay’s most stunning tropical boat for a relaxing and memorable adventure. Soak in the sunshine, enjoy the good vibes, and cruise to the sounds of our Caribbean-inspired playlist! Our boat features a thatched roof covering over 75% of the deck, giving you the choice to chill in the shade or bask in the sun—your cruise, your way. It’s the perfect outing for your Ocean City vacation! Gather your crew and join us for an unforgettable time on the water! Enjoy tropical Seacrets Distilling Company cocktails, beer, wine, soft drinks, water, and light snacks—all served by our friendly crew. 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

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.

Explore the Antietam National Battlefield, the site of the bloodiest single day in American military history. This self-guided driving tour traces the pivotal battle of September 1862, allowing you to discover key sites like Dunker Church and Burnside Bridge at your own pace. Utilize GPS-triggered narration that brings historical stories to life as you navigate through serene landscapes that witnessed fierce combat. Reflect on the sacrifices made here and understand how this battle influenced the Emancipation Proclamation and the future of the nation. - Self-guided driving tour with GPS-triggered narration - Visit historic sites including Miller Cornfield and Bloody Lane - Flexible exploration: take your time at various landmarks - Total tour duration of 2 to 4 hours, designed for easy stops along the route

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.

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.

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.

Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once the capitol of the United States, and explore a colonial kitchen and dining room inside a stunning Georgian mansion. Stroll past iconic landmarks including St. Anne's Parish, the Hammond-Harwood House, the Paca House, and the lively Annapolis City Dock. Hear the fascinating story of the friendly rivalry between the U.S. Naval Academy and St. John's College, two institutions that have shaped the character of this unique city. Along the way, your guide will bring everyday colonial Maryland life to vivid detail, from the merchant class to the working poor. Covering less than a mile on foot, this tour is an accessible and immersive introduction to one of America's most historic cities.

The Wildlife Discovery Tour provides the opportunity to explore Assateague's fascinating ecosystem. Learn about Assateague's natural and cultural history aboard your own kayak, or take a tandem kayak with a friend! This hands-on, experiential tour focuses on marine species, birds, plants, and of course, Assateague's famous Wild Horses. With the help of our expert guides, you will safely meet some of the amazing creatures that inhabit Assateague Island, one of the world's most productive habitats. We prioritize finding horses on this tour, but it doesn't always happen, let's say 80/20 in favor of seeing the horses. They are wild animals and are always on the move while grazing, but we scout early and often to give you the best chance. However, there are hundreds of other amazing native species we may discover on the tour, and we think you, and definitely your kids, will still have a blast. On all tours, our guides will always prioritize whatever you are most interested in, just ask!

There's no better way to see historic Southern Maryland than by watching the sunset over the twin beaches on the western shores of the Chesapeake Bay. This yacht cruise promises the perfect ending to your day by taking you out on the water. While the sun slowly goes down, look out for wildlife including ospreys and dolphins and landmarks such as the Cliffs of Calvert.

Find out why the Smithsonian named Berlin one of the 20 best small towns to visit. Enjoy tasty treats from several restaurants and specialty shops while learning about the families who started here and the dishes that inspire them. See for yourself why Berlin was crowned the "Coolest Small Town in America".

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!

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's Fell's Point neighborhood is filled with great places to eat. But, if you are new in town, it can be difficult to find the best spots. This tour guides you through the historic district, visiting family-run restaurants along the way to sample specially made dishes including Polish, Baltimore-style pit beef, and Spanish tapas.

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.