Ultimate Family Adventure Road Trip in Maryland

Day 1: City Exploration

Baltimore, USA

8:00AM

Breakfast at Miss Shirley's Cafe

Fuel up with delicious Southern-inspired dishes before exploring Baltimore's Inner Harbor.
Head to 750 E Pratt St, Baltimore, MD 21202
$30, 1 hour

10:00AM

Visit the National Aquarium

Discover marine life from around the world with interactive exhibits the whole family will enjoy.
501 E Pratt St, Baltimore, MD 21202
$100, 2 hours

1:00PM

Lunch at Thames Street Oyster House

Indulge in fresh seafood and waterfront views at this local favorite in Fells Point.
1728 Thames St, Baltimore, MD 21231
$50, 1.5 hours

3:00PM

Explore Fort McHenry

Step back in time and learn about the history of this historic fort that inspired the writing of the US national anthem.
2400 E Fort Ave, Baltimore, MD 21230
$20, 1.5 hours

5:00PM

Dinner at Woodberry Kitchen

Enjoy farm-to-table cuisine in a rustic-chic setting perfect for winding down after a day of exploring.
2010 Clipper Park Rd, Baltimore, MD 21211
$80, 2 hours
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Day 2: Scenic Drive and Historical Sites

Frederick, USA

9:00AM

Drive to Frederick

Embark on a picturesque drive to Frederick, known for its charming historic downtown and scenic beauty.
Head northwest on I-70 W, then take US-40 W to Frederick.
Gas Cost, 1.5 hours

11:00AM

Explore Downtown Frederick

Stroll along Market Street, visit local shops, and admire beautifully preserved 18th and 19th-century architecture.
Downtown Frederick, MD
$0, 2 hours

1:30PM

Lunch at Volt

Experience modern American cuisine at this fine dining destination owned by a celebrity chef.
228 N Market St, Frederick, MD 21701
$100, 1.5 hours

3:30PM

Visit Monocacy National Battlefield

Learn about the Civil War history of the area and explore the battlefield and visitor center.
4801 Urbana Pike, Frederick, MD 21704
$10, 2 hours

6:00PM

Check-in at a Luxury Hotel

Relax and unwind at a luxury hotel in Frederick to recharge for the next day's adventures.
Choose a luxury hotel in Frederick.
$300, Evening
View Hotel Availability

Day 3: Historic Charm and Waterfront Views

Annapolis, USA

9:00AM

Drive to Annapolis

Head south towards Annapolis, Maryland's capital known for its historic charm and waterfront location.
Take I-70 E and US-29 S to US-50 E, then follow US-50 E to Annapolis.
Gas Cost, 1.5 hours

11:00AM

Explore Historic Downtown Annapolis

Walk along quaint streets lined with colonial homes, visit the State House, and enjoy the maritime atmosphere.
Downtown Annapolis, MD
$0, 2 hours

1:30PM

Lunch at Boatyard Bar & Grill

Savor fresh seafood and American classics with a waterfront view at this local hotspot.
400 4th St, Annapolis, MD 21403
$60, 1.5 hours

3:30PM

Visit the U.S. Naval Academy

Tour the campus and learn about the prestigious history and traditions of the Naval Academy.
121 Blake Rd, Annapolis, MD 21402
$20, 2 hours

6:00PM

Dinner at Severn Inn

Indulge in dinner with stunning views of the Severn River and the Annapolis Harbor.
1993 Baltimore Annapolis Blvd, Annapolis, MD 21409
$80, 2 hours
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Day 4: Beach Day and Boardwalk Fun

Ocean City, USA

9:00AM

Drive to Ocean City

Head east towards Ocean City, Maryland's premier beach destination for a day of sun, sand, and surf.
Take US-50 E and US-113 S to Ocean City.
Gas Cost, 3 hours

12:00PM

Beach Day at Ocean City Beach

Relax on the sandy shores, splash in the waves, and enjoy beach activities for the whole family.
Ocean City Beach, MD
$0, 4 hours

4:00PM

Explore the Ocean City Boardwalk

Stroll along the iconic boardwalk, try local treats like Thrasher's Fries, and visit amusement parks.
Ocean City Boardwalk, MD
$30, 2 hours

6:30PM

Dinner at Sunset Grille

Enjoy fresh seafood and beautiful sunset views overlooking the bay at this popular waterfront restaurant.
12933 Sunset Ave, Ocean City, MD 21842
$70, 2 hours

9:00PM

Stay at Luxury Beachfront Resort

Retire to a luxurious beachfront resort for a comfortable night's rest with the sound of waves lulling you to sleep.
Select a luxury beachfront resort in Ocean City.
$400, Night
View Hotel Availability

Day 5: Nature and Adventure

Eastern Shore, USA

9:00AM

Drive to Assateague Island

Head to Assateague Island for a day of exploring pristine beaches, wild ponies, and nature trails.
Take US-50 W to US-113 S, then follow signs to Assateague Island.
Gas Cost, 2 hours

11:00AM

Beach and Wildlife Viewing

Spend the morning relaxing on the beach and spotting the famous wild horses that roam freely on the island.
Assateague Island, MD
$10, 3 hours

2:00PM

Kayaking at Sinepuxent Bay

Paddle through tranquil waters, observe birds and marine life, and enjoy the serenity of the bay.
Rent a kayak at a local outfitter near Sinepuxent Bay.
$50, 2 hours

5:00PM

Return to Ocean City

Head back to Ocean City for a relaxing evening by the beach or exploring more of the town's attractions.
Drive back to Ocean City.
Gas Cost, 1 hour

7:00PM

Dinner at Fager's Island

Enjoy a fine dining experience with waterfront views and live music at this popular Ocean City restaurant.
201 60th St, Ocean City, MD 21842
$90, 2 hours
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Day 6: Mountain Retreat and Hiking

Western Maryland, USA

9:00AM

Drive to Deep Creek Lake

Head west to Deep Creek Lake, a mountain retreat known for outdoor activities and scenic beauty.
Take US-50 W and I-68 W to Deep Creek Lake.
Gas Cost, 2.5 hours

12:00PM

Hiking at Swallow Falls State Park

Explore the stunning waterfalls, ancient hemlock trees, and hiking trails of this beautiful state park.
2470 Maple Glade Rd, Oakland, MD 21550
$5, 3 hours

4:00PM

Check-in at Luxury Mountain Lodge

Relax in a luxurious mountain lodge with upscale amenities and beautiful views of Deep Creek Lake.
Choose a luxury mountain lodge in the Deep Creek Lake area.
$350, Evening

7:00PM

Dinner at Ace's Run Restaurant and Pub

Enjoy a delicious meal at this cozy restaurant known for its friendly atmosphere and local cuisine.
20160 Garrett Hwy, Oakland, MD 21550
$70, 2 hours
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Day 7: Return to Baltimore

Baltimore, USA

9:00AM

Drive back to Baltimore

Enjoy the scenic drive back to Baltimore, reminiscing on the wonderful memories made during the road trip.
Take I-68 E and I-70 E to return to Baltimore.
Gas Cost, 3 hours

12:00PM

Lunch at Rye Street Tavern

Savor modern American cuisine with waterfront views as you bid farewell to the adventure-filled road trip.
225 E Cromwell St, Baltimore, MD 21230
$50, 1.5 hours

2:00PM

Visit the American Visionary Art Museum

Explore the quirky and fascinating exhibits at this unique museum dedicated to outsider art and creativity.
800 Key Hwy, Baltimore, MD 21230
$15, 2 hours

4:30PM

Final Shopping and Souvenirs

Take a leisurely stroll through Inner Harbor for some last-minute shopping and souvenirs to remember the trip.
Inner Harbor, Baltimore, MD
$50, 1.5 hours

7:00PM

Farewell Dinner at The Woodberry Kitchen

Enjoy a farewell dinner at the iconic Woodberry Kitchen, savoring the flavors of Maryland before concluding the road trip.
2010 Clipper Park Rd, Baltimore, MD 21211
$100, 2 hours
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