8 days in Maryland Itinerary

8 days in Maryland Itinerary

Created using Inspirock Maryland Trip Planner

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Route & dates

8 days in Maryland Itinerary

Start: New York City
train:  2​h 45​min
1
Baltimore
— 2 nights
Drive:  1​h 45​min
2
St. Michaels
— 2 nights
Drive:  1​h 45​min
3
Ocean City
— 3 nights
Drive:  4​h 30​min
End: New York City

2
nights
Baltimore

Baltimore ©
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 hidden gems such as Fort McHenry National Monument and Historic Shrine and The Walters Art Museum. Go for a jaunt from Baltimore to Annapolis to see U.S. Naval Academy about 40 minutes away. There's still lots to do: try your luck at Horseshoe Casino, admire the masterpieces at Baltimore Museum of Art, contemplate the long history of Federal Hill Park, and wander the streets of Fell's Point.

To find more things to do, reviews, maps, and other tourist information, read Baltimore route site .

New York City to Baltimore is an approximately 3-hour train ride. You can also drive; or fly. In February in Baltimore, expect temperatures between 46°F during the day and 32°F at night. Wrap up your sightseeing on the 20th (Sat) to allow time to drive to St. Michaels.

Things to do in Baltimore

Museums Parks Historic Sites

Side Trip

U.S. Naval Academy
Highlights from your plan
The Walters Art Museum ©
The Walters Art Museum
Horseshoe Casino ©
Horseshoe Casino

2
nights
St. Michaels

St. Michaels ©
Start off your visit on the 21st (Sun): head outdoors with Shore Pedal and Paddle, visit a coastal fixture at 1879 Hooper Strait Lighthouse, then see the interesting displays at Chesapeake Bay Maritime Museum, and finally look for gifts at The Candleberry Shoppe. On your second day here, get all the equipment you need at Tilghman Island Marina, do a tasting at Saint Michaels Winery, and then look for gifts at The Preppy Redneck.

For photos, more things to do, where to stay, and other tourist information, you can read our St. Michaels trip itinerary builder .

You can drive from Baltimore to St. Michaels in 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In February, plan for daily highs up to 46°F, and evening lows to 30°F. Wrap up your sightseeing on the 22nd (Mon) to allow time to drive to Ocean City.

Things to do in St. Michaels

Outdoors Adventure Tours

Side Trip

Tilghman Island Marina
Highlights from your plan
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
The Candleberry Shoppe ©
The Candleberry Shoppe
The Preppy Redneck ©
The Preppy Redneck

3
nights
Ocean City

Ocean City ©
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.
Discover out-of-the-way places like Northside Park and The Kite Loft. And it doesn't end there: admire the majestic nature at Assateague State Park, find something for the whole family at Trimper's Rides and Amusement Park, examine the collection at Ocean City Life-Saving Station Museum, and take a leisurely stroll along Ocean City Boardwalk.

To see where to stay, reviews, maps, and more tourist information, go to the Ocean City trip builder tool .

You can drive from St. Michaels to Ocean City in 2 hours. Alternatively, you can take a bus. In February, plan for daily highs up to 45°F, and evening lows to 30°F. Wrap up your sightseeing on the 25th (Thu) to allow time to drive back home.

Things to do in Ocean City

Theme Parks Parks Nature

Side Trip

Berlin
Highlights from your plan
Jolly Roger Amusement Park ©
Jolly Roger Amusement Park
Northside Park ©
Northside Park
Assateague State Park ©
Assateague State Park

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