5 days in Maryland Itinerary

5 days in Maryland Itinerary

Created using Inspirock Maryland trip planner

Plan created by another user. Make it yours
Fly to Baltimore, Bus to Ocean City
1
Ocean City
— 2 nights
Drive
2
Baltimore
— 2 nights
Fly

S M T W T F S
23
24
25
26
27
28
29
30
31
1
2
3
4
5

2
nights
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.
On the 28th (Fri), fly like a bird with a parasailing or paragliding tour, view the masterpieces at Flashback Old Time Photos, then tour the pleasant surroundings at Ocean City Beach, and finally get in on the family fun at Jolly Roger Amusement Park. On the next day, see the interesting displays at Ocean City Life-Saving Station Museum, tee off at Rum Pointe Seaside Golf Links, then look for gifts at The Kite Loft, and finally take a leisurely stroll along Ocean City Boardwalk.

To find photos, maps, other places to visit, and more tourist information, you can read our Ocean City trip planner.

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 August, daytime highs in Ocean City are 82°F, while nighttime lows are 67°F. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Baltimore.

Things to do in Ocean City

Outdoors · Shopping · Beaches · Parks

Side Trip

2
nights
Baltimore

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.
Kick off your visit on the 30th (Sun): stroll through Fort McHenry National Monument and Historic Shrine and then walk around Patterson Park Pagoda. Get ready for a full day of sightseeing on the 31st (Mon): meet the residents at National Aquarium, appreciate the extensive heritage of Fell's Point, then take in the architecture and atmosphere at Saint Alphonsus Church, and finally look for gifts at Honeygo Wine and Spirits.

To see reviews, maps, more things to do, and more tourist information, you can read our Baltimore trip builder website.

Getting from Ocean City to Baltimore by car takes about 3 hours. Other options: take a bus. In August, plan for daily highs up to 86°F, and evening lows to 71°F. Wrap up your sightseeing on the 31st (Mon) early enough to travel back home.

Things to do in Baltimore

Parks · Historic Sites · Nature · Shopping

Side Trip

Maryland travel guide

4.1
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.