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!

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

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.

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.

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.

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.

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.

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.

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.

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.

Discover Chesapeake Bay cuisine and other dishes on a 3.5-hour small-group walking tour of Fells Point, Baltimore's historic waterfront district. Your guide shares commentary on the history and architecture of the city as you walk through the neighborhood. You'll stop for tastings at four restaurants, and sip a signature alcoholic drink at a fifth establishment. The tour features small local businesses that are popular in the area, and includes one drink and enough food samples to make up a meal. Additional drinks are available for purchase.

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!

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!

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

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.

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.

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!

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

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.

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.

Set on the Chesapeake Bay at the mouth of the Severn River, the picturesque town of Annapolis features some 17 miles of shoreline. This makes it the perfect home of the United States Naval Academy—and thousands of other boating enthusiasts. But there’s much more to this place than just sailing. On this tour, we’ll examine the Revolutionary roots of Annapolis and meet some of the founding fathers who lived and visited here. We’ll explore the town’s role in America’s dark history of slavery and the Civil War, while also highlighting the miraculous accomplishments of free Black Marylanders in the eighteenth and nineteenth centuries. NOTE: This is a self-guided outdoor walking tour. Your purchase does not include entrance to any attractions highlighted on the tour.