8 days in Eastern Shore Itinerary

8 days in Eastern Shore Itinerary

Created using Inspirock Eastern Shore vacation maker
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Make it your trip
Fly to Salisbury, Shuttle to Ocean City
1
Ocean City
— 3 nights
Unknown
2
Assateague Island
— 1 night
Unknown
3
Chesapeake City
— 1 night
Drive
4
St. Michaels
— 2 nights
Fly

S M T W T F S
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Ocean City — 3 nights

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.
Ocean City is known for sightseeing, beaches, and theme parks. Your trip includes some of its best attractions: take a leisurely stroll along Ocean City Boardwalk, get a dose of the wild on Ayers Creek Adventures, get in on the family fun at Jolly Roger Amusement Park, and get some thrills out on the water with a waterskiing or jet-skiing adventure.

For maps, more things to do, where to stay, and more tourist information, read our Ocean City trip maker tool.

Charlotte to Ocean City is an approximately 5-hour combination of flight and shuttle. You can also drive; or do a combination of train and bus. When traveling from Charlotte in August, plan for little chillier days in Ocean City, with highs around 82°F, while nights are about the same with lows around 67°F. Finish up your sightseeing early on the 9th (Tue) so you can travel to Assateague Island.
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Theme Parks · Outdoors · Parks · Tours
Side Trip

Assateague Island — 1 night

Start off your visit on the 10th (Wed): explore the striking landscape of Assateague Island National Seashore.

To find where to stay, traveler tips, photos, and tourist information, refer to the Assateague Island trip planning app.

The Route module can help you plan travel from Ocean City to Assateague Island. In August, daily temperatures in Assateague Island can reach 82°F, while at night they dip to 67°F. Finish your sightseeing early on the 10th (Wed) so you can travel to Chesapeake City.
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Nature · Parks · Wildlife
Highlights from your trip

Chesapeake City — 1 night

Chesapeake City is a town in Cecil County, Maryland, USA. The population was 673 at the 2010 census.The town was originally named by Bohemian colonist Augustine Herman the Village of Bohemia — or Bohemia Manor — but the name was changed in 1839 when the Chesapeake and Delaware Canal (C&D Canal) was built. On the 11th (Thu), admire the majestic nature at Elk Neck State Park, take an in-depth tour of C&D Canal Museum, and then awaken your taste buds at M/V Bay Breeze of Chesapeake City.

To find photos, ratings, traveler tips, and tourist information, go to the Chesapeake City online trip itinerary builder.

The Route module can help you plan travel from Assateague Island to Chesapeake City. In August, daytime highs in Chesapeake City are 84°F, while nighttime lows are 66°F. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to St. Michaels.
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Museums · Wineries · Nature · Outdoors
Side Trip

St. Michaels — 2 nights

Start off your visit on the 12th (Fri): look for gifts at Take Me Home, then brush up on your knowledge of spirits at Lyon Rum Distillery, then see the interesting displays at Chesapeake Bay Maritime Museum, and finally get a new perspective on things with Boat Tours & Water Sports. On the 13th (Sat), you'll have a packed day of sightseeing: visit a coastal fixture at 1879 Hooper Strait Lighthouse, then identify plant and animal life at Blackwater National Wildlife Refuge, and then head off the coast to Tilghman Island.

To find reviews, where to stay, other places to visit, and other tourist information, read St. Michaels online tour itinerary builder.

Drive from Chesapeake City to St. Michaels in 1.5 hours. Alternatively, you can drive. In August, daily temperatures in St. Michaels can reach 84°F, while at night they dip to 67°F. Finish your sightseeing early on the 13th (Sat) to allow enough time to fly back home.
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Parks · Museums · Breweries & Distilleries · Outdoors
Side Trip