4 days in Maryland Itinerary

4 days in Maryland Itinerary

Created using Inspirock Maryland trip itinerary builder

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Fly to Baltimore, Bus to Ocean City
Ocean City
— 2 nights
— 1 night


Ocean City

The White Marlin Capital of the World

One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
Start off your visit on the 7th (Tue): examine the collection at Ocean City Life-Saving Station Museum, then walk around Northside Park, then enjoy the sand and surf at Ocean City Beach, and finally find something for the whole family at Jolly Roger Amusement Park. On your second day here, fly like a bird with a parasailing or paragliding tour, then get in on the family fun at Trimper's Rides and Amusement Park, and then take a leisurely stroll along Ocean City Boardwalk.

For more things to do, reviews, where to stay, and more tourist information, you can read our Ocean City day trip planning site.

Chicago to Ocean City is an approximately 8-hour combination of flight and bus. You can also drive; or take a bus. Traveling from Chicago to Ocean City, you'll lose 1 hour due to the time zone difference. In July, daily temperatures in Ocean City can reach 84°F, while at night they dip to 70°F. Finish up your sightseeing early on the 8th (Wed) so you can go by car to Baltimore.

Things to do in Ocean City

Outdoors · Parks · Theme Parks · Tours


City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
On the 9th (Thu), observe the fascinating underwater world at National Aquarium, try to win big at Horseshoe Casino, and then get your game on at Urban Axes Baltimore.

To see reviews, photos, and other tourist information, go to the Baltimore sightseeing planning website.

You can drive from Ocean City to Baltimore in 3 hours. Another option is to take a bus. In July, plan for daily highs up to 89°F, and evening lows to 74°F. Finish your sightseeing early on the 9th (Thu) to allow enough time to travel back home.

Things to do in Baltimore

Fun & Games · Zoos & Aquariums · Casinos · Parks

Maryland travel guide

Casinos · Specialty Museums · Aquariums
The Old Line State
Perhaps best known as the birthplace of religious and political freedom in the United States, Maryland retains the spirit of colonial America, with stately 18th-century villages and historical landmarks. Although it's one of the nation's smallest states, there is no shortage of things to do here and you may find your itinerary fills up quickly. Make time in your vacation to tour Maryland's diverse landscape, which includes mountain peaks, picturesque Atlantic coastline, and the bustling city of Baltimore. Military buffs will enjoy touring the state's four Civil War Trails, where you can follow the footsteps of U.S. soldiers, or visiting the port city of Annapolis, home to the United States Naval Academy.