6 days in Maryland Itinerary

6 days in Maryland Itinerary

Created using Inspirock Maryland vacation planner

Make it your trip
— 3 nights
St. Michaels
— 1 night
Ocean City
— 1 night



— 3 nights

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.
Explore Baltimore's surroundings by going to Annapolis (U.S. Naval Academy & The Kunta Kinte - Alex Haley Memorial). The adventure continues: try your luck at Horseshoe Casino, admire the masterpieces at The Walters Art Museum, brush up on your knowledge of spirits at Sagamore Spirit Distillery, and explore the galleries of Historic Ships in Baltimore.

For reviews, where to stay, photos, and tourist information, read our Baltimore road trip planner.

New York City to Baltimore is an approximately 3-hour train ride. You can also drive; or take a bus. Traveling from New York City in May, you will find days in Baltimore are somewhat warmer (75°F), and nights are about the same (59°F). Finish up your sightseeing early on the 21st (Fri) so you can go by car to St. Michaels.

Things to do in Baltimore

Parks · Historic Sites · Nature · Museums

Side Trip

St. Michaels

— 1 night
On the 22nd (Sat), examine the collection at Chesapeake Bay Maritime Museum, then take a memorable tour with Tours, then sample the tasty concoctions at Eastern Shore Brewing, and finally sample the fine beverages at Lyon Rum Distillery & Tasting Room.

For photos, ratings, more things to do, and tourist information, use the St. Michaels vacation builder app.

You can drive from Baltimore to St. Michaels in 2 hours. In May, daytime highs in St. Michaels are 75°F, while nighttime lows are 57°F. Wrap up your sightseeing on the 22nd (Sat) to allow time to drive to Ocean City.

Things to do in St. Michaels

Breweries & Distilleries · Museums · Tours · Outdoors

Ocean City

— 1 night

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 23rd (Sun), stroll around Northside Park, then stroll through Ocean City Beach, then see the interesting displays at Ocean City Life-Saving Station Museum, and finally take a leisurely stroll along Ocean City Boardwalk.

To see more things to do, maps, ratings, and more tourist information, refer to the Ocean City tour itinerary maker tool.

Drive from St. Michaels to Ocean City in 2 hours. Alternatively, you can do a combination of taxi and shuttle; or do a combination of taxi and bus. Expect a bit cooler weather when traveling from St. Michaels in May: highs in Ocean City hover around 69°F, while lows dip to 55°F. Finish your sightseeing early on the 23rd (Sun) so you can drive back home.

Things to do in Ocean City

Parks · Outdoors · Beaches · Museums

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.