7 days in Eastern Shore Itinerary

7 days in Eastern Shore Itinerary

Created using Inspirock Eastern Shore itinerary planner

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Route & dates

7 days in Eastern Shore Itinerary

Start: Montreal
Fly + Drive:  10​h 15​min
Assateague Island
— 1 night
Travel:  2​h 45​min
Ocean City
— 3 nights
Drive:  1​h 30​min
— 2 nights
Drive + Fly:  6​h 45​min
End: Montreal

Assateague Island

Assateague Island ©
Start off your visit on the 19th (Mon): explore the striking landscape of Assateague Island National Seashore.

To see where to stay, photos, reviews, and tourist information, refer to the Assateague Island tour builder website .

Montreal, Canada to Assateague Island is an approximately 10.5-hour combination of flight and car. Expect a daytime high around 32°C in August, and nighttime lows around 22°C. Wrap up your sightseeing on the 19th (Mon) early enough to travel to Ocean City.

Things to do in Assateague Island

Wildlife Nature Parks
Highlights from your plan
Assateague Island National Seashore ©

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.
Ocean City is known for beaches, theme parks, adventure, fun & games, and nightlife. Your plan includes some of its best attractions: kick back and relax at Ocean City Beach, walk around Northside Park, find something for the whole family at Jolly Roger Amusement Park, and examine the collection at Ocean City Life-Saving Station Museum.

To find traveler tips, where to stay, photos, and tourist information, use the Ocean City trip itinerary planner.

The Route module can help you plan travel from Assateague Island to Ocean City. In August, daytime highs in Ocean City are 32°C, while nighttime lows are 22°C. Cap off your sightseeing on the 22nd (Thu) early enough to go by car to Easton.

Things to do in Ocean City

Theme Parks Parks Outdoors

Side Trip

Assateague State Park
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk
Parasailing & Paragliding


Easton ©
Easton, Maryland is an incorporated town and the county seat of Talbot County, Maryland, United States. Start off your visit on the 23rd (Fri): examine the collection at Chesapeake Bay Maritime Museum, then brush up on your knowledge of spirits at Lyon Distilling Company, then look for all kinds of wild species at Blackwater National Wildlife Refuge, and finally visit a coastal fixture at Choptank River Lighthouse. Get ready for a full day of sightseeing on the 24th (Sat): get engrossed in the history at Harriet Tubman Museum and Educational Center, learn about winemaking at Saint Michaels Winery, and then visit a coastal fixture at 1879 Hooper Strait Lighthouse.

To see traveler tips, reviews, other places to visit, and tourist information, read Easton sightseeing planner.

Traveling by car from Ocean City to Easton takes 1.5 hours. August in Easton sees daily highs of 34°C and lows of 22°C at night. Wrap up your sightseeing on the 24th (Sat) early enough to travel back home.

Things to do in Easton

Museums Wildlife Parks

Side Trips

St. Michaels, Cambridge
Highlights from your plan
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
Blackwater National Wildlife Refuge ©
Lyon Distilling Company ©
Lyon Distilling Company