20 days in Eastern Shore Itinerary

Get in touch with nature at Ocean City Beach and Eagle's Landing Golf Course. You'll visit kid-friendly attractions like Ocean City Boardwalk and Jolly Roger Amusement Park. Get out of town with these interesting Ocean City side-trips: Salisbury (Ward Museum of Wildfowl Art, Pemberton Historical Park, &more). There's lots more to do: surround yourself with nature on Ayers Creek Adventures, make a splash at Oceancity Watersports, tee off at GlenRiddle Golf Club, and take in the exciting artwork at Art League of Ocean City.

To find other places to visit, traveler tips, more things to do, and more tourist information, read Ocean City sightseeing planner.

Jeddah, Saudi Arabia to Ocean City is an approximately 24-hour combination of flight and car. The time zone changes from Arabian Standard Time (AST) to Eastern Standard Time (EST), which is usually a -8 hour difference. Plan for little chillier temperatures traveling from Jeddah in July, with highs in Ocean City at 34°C and lows at 24°C. Finish up your sightseeing early on the 20th (Thu) so you can go by car to Crisfield.

Start off your visit on the 21st (Fri): examine the collection at Crisfield Heritage Foundation, take in the waterfront activity at Somers Cove Marina, and then immerse yourself in nature at Janes Island State Park. Here are some ideas for day two: look for gifts at The Bay Gift Vault, then head off the coast to Smith Island, and then do a tasting at Bordeleau Vineyards & Winery.

For photos, where to stay, and other tourist information, go to the Crisfield day trip planning tool.

You can drive from Ocean City to Crisfield in 1.5 hours. In July, plan for daily highs up to 35°C, and evening lows to 26°C. Finish your sightseeing early on the 22nd (Sat) so you can travel to Assateague Island.

On the 23rd (Sun), identify plant and animal life at Assateague Island National Seashore.

For where to stay, ratings, more things to do, and other tourist information, you can read our Assateague Island travel app.

The Route module can help you plan travel from Crisfield to Assateague Island. In July, daily temperatures in Assateague Island can reach 34°C, while at night they dip to 24°C. Wrap up your sightseeing on the 23rd (Sun) early enough to travel to Stevensville.

Start off your visit on the 24th (Mon): head outdoors with Casey Michelle Charters. Keep things going the next day: stroll through Matapeake Clubhouse and Beach, get a new perspective on things with Boat Tours & Water Sports, then identify plant and animal life at Terrapin Nature Park, and finally brush up on your knowledge of spirits at Blackwater Distilling & Tavern.

To find maps, reviews, photos, and other tourist information, read our Stevensville trip itinerary builder app.

The Route module can help you plan travel from Assateague Island to Stevensville. In July, daytime highs in Stevensville are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to St. Michaels.

1879 Hooper Strait Lighthouse and Choptank River Lighthouse will appeal to history buffs. Explore hidden gems such as Spas and Adkins Arboretum. You'll find plenty of places to visit near St. Michaels: Blackwater National Wildlife Refuge (in Cambridge), Eastern Neck National Wildlife Refuge (in Rock Hall) and Queenstown Harbor Golf (in Queenstown).

To find traveler tips, ratings, more things to do, and other tourist information, read our St. Michaels trip planner.

Traveling by car from Stevensville to St. Michaels takes an hour. Alternatively, you can drive. In July, daytime highs in St. Michaels are 36°C, while nighttime lows are 25°C. Cap off your sightseeing on the 30th (Sun) early enough to travel back home.