20 days in Eastern Shore Itinerary

Get in touch with nature at Ocean City Beach and GlenRiddle Golf Club. You'll visit kid-friendly attractions like Ocean City Boardwalk and Oceancity Watersports. Get out of town with these interesting Ocean City side-trips: Salisbury (Ward Museum of Wildfowl Art, Pemberton Historical Park, &more). And it doesn't end there: find something for the whole family at Jolly Roger Amusement Park, take in the waterfront at Oceanic Fishing Pier, take in the exciting artwork at Art League of Ocean City, and tee off at Eagle's Landing Golf Course.

For photos, more things to do, other places to visit, and more tourist information, read our Ocean City trip planner.

Jeddah, Saudi Arabia to Ocean City is an approximately 24-hour combination of flight and car. You'll gain 8 hours traveling from Jeddah to Ocean City due to the time zone difference. Expect little chillier temperatures when traveling from Jeddah in July; daily highs in Ocean City reach 34°C and lows reach 24°C. Wrap up your sightseeing on the 20th (Thu) early enough to drive 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 Phillips Wharf Environmental Center. You'll find plenty of places to visit near St. Michaels: Queenstown Harbor Golf (in Queenstown), Eastern Neck National Wildlife Refuge (in Rock Hall) and Blackwater National Wildlife Refuge (in Cambridge).

To find other places to visit, reviews, and tourist information, go to the St. Michaels trip planning website.

You can drive from Stevensville to St. Michaels in an hour. Another option is to drive. In July, plan for daily highs up to 36°C, and evening lows to 25°C. Finish up your sightseeing early on the 30th (Sun) so you can travel back home.