THE TOP 10 Maryland Private and Luxury (w/Prices)

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.

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5.0

(2)

Baltimore Custom Historic Walking Tours

Free Cancellation
1 to 3 hours

from $25

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

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5.0

(18)

Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis

Free Cancellation
2 hours

from $30

4.2

(504)

City Cruises Baltimore: Signature Dinner Cruise

Free Cancellation
2 hours 30 minutes

from $102

Set sail for a memorable experience on the Inner Harbor with a Signature Baltimore Brunch Cruise that is as scenic as it is delicious! You'll savor a chef-prepared buffet and bottomless mimosas while staying cozy and warm in our spacious indoor areas. Marvel at unparalleled views of Baltimore’s iconic landmarks, such as the National Museum and Fort McHenry from inside or enjoy fresh breezes on the open-air decks. This fun-filled dining experience for all ages is complete with lively DJ entertainment, dancing, games, and a fully stocked cash bar. Elevate your weekend plans with a one-of-a-kind brunch cruise on the water!

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4.5

(25)

City Cruises Baltimore: Signature Bottomless Mimosa Brunch Cruise

Free Cancellation
2 hours

from $96

4.6

(440)

Baltimore's Historical Sightseeing Tour

Free Cancellation
1 hour 30 minutes

from $44

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.

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Historic Annapolis Walking Tour - Small Group Guided Tour

Free Cancellation
1 hour 30 minutes to 2 hours

from $35

Likely to Sell Out

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!

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5.0

(2)

Downtown Baltimore Helicopter Tour

Free Cancellation
10 minutes

from $125

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.

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5.0

(63)

4- Hour Private customizable Washington DC Tour

Free Cancellation
4 hours 5 minutes

from $550

Per group

4.8

(99)

Private and personalized tour of Washington dc

Free Cancellation
3 to 4 hours

from $343

Per group

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.

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4.8

(23)

Assateague Island Cruise Departs from Ocean Pines

Free Cancellation
2 hours

from $40

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!

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10

Harpers Ferry and Jefferson County 3 Hour Private History Tour

Free Cancellation
3 hours

from $295

Per group

255

Johns Hopkins History Review

Free Cancellation
2 hours

from $220

Per group

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!

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5.0

(19)

1-Hour Private Party Assateague Island Pony Cruise in Ocean City

Free Cancellation
1 hour

from $200

Per group

4.7

(44)

Historic Annapolis Food Tour

Free Cancellation
3 hours 30 minutes

from $80

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.

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5.0

(1)

Baltimore Downtown Poe Ruth and More GPS Self Guided Walking Tour

Free Cancellation
1 hour to 1 hour 30 minutes

from $10

5.0

(23)

Berlin Tasting Tour: A Delicious Walk Through History

Free Cancellation
3 hours

from $110

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.

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5.0

(2)

OC Bay Hopper Sunset Cruise Departs Downtown OC

Free Cancellation
1 hour

from $45

Explore and relish the enchanted day trip to Yosemite from SFO -something you don’t want to miss. Enjoy the great the great outdoors with both guided sightseeing and free time, ensuring you see the UNESCO World Heritage Site’s major attractions, like Half Dome, Yosemite Falls, and Yosemite Valley. Travel through the Central Valley farmlands, historical Gold Country, and the Sierra Nevada foothills Spend hours snapping photos of Yosemite’s stunning forests, rock formations, and waterfalls Visit Half Dome, Yosemite Falls, and El Capitan on a guided van tour. Enjoy free time to explore Yosemite’s other natural wonders by foot or bike. Take in a breathtaking panorama from the Tunnel View overlook for an expansive view of the Yosemite Valley. Small-group tour with a private and group options limited to 5 ensures a more personalized experience.

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17

Full Day Yosemite National Park Tour from Oakland

Free Cancellation
13 to 14 hours

from $380

Explore the best that the United States capital has to offer when you book this half-day, private sightseeing tour by mini-bus. Tours can accommodate up to 30 people, great for company events or large parties, and itineraries are completely customizable. Choose to see top monuments like the White House, Lincoln Memorial, and National Mall, or make stops at any location of your choosing in the district.

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4.6

(18)

Executive Bus Private Day & Night Custom Tours of Washington DC

Free Cancellation
3 to 4 hours

from $890

Per group

4.6

(19)

The Original Haunted Pub Crawl by Annapolis Ghost Tours

Free Cancellation
2 hours

from $31

4.8

(141)

Fells Point Food Tour in Baltimore

Free Cancellation
3 hours 30 minutes

from $78

5.0

(20)

3- Hour Private Customizable Washington, DC Tour

Free Cancellation
3 hours

from $450

Per group

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!

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4.6

(585)

45-Minute Sea Rocket Speed Boat & Dolphin Cruise in Ocean City MD

Free Cancellation
45 minutes

from $40

Special Offer

Experience a quieter, more intimate cherry blossom viewing on this half-day tour to Kenwood, one of the region’s most exclusive spring destinations. Skip the crowded Tidal Basin and wander through residential streets lined with hundreds of mature cherry trees, creating a canopy of pink blooms overhead. This tour offers time for photos, peaceful walks, and insights into the Kenwood community’s history and tradition of cherry planting. Perfect for travelers seeking a relaxed, beautiful seasonal escape right outside Washington.

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117

Kenwood Cherry Blossoms: Washington DC Half-Day Escape

Free Cancellation
3 to 4 hours

from

$41

$45

Top Maryland Private and Luxury

79 results

Top Attractions in Maryland

Baltimore National Aquarium

Maryland Science Center

Fort McHenry National Monument and Historic Shrine

Fell’s Point

North Beach

Baltimore Inner Harbor

Baltimore National Aquarium

Maryland Science Center

Fort McHenry National Monument and Historic Shrine

Fell’s Point

North Beach

Baltimore Inner Harbor

Baltimore National Aquarium

Maryland Science Center

Fort McHenry National Monument and Historic Shrine

Fell’s Point