Morning: Pack the car, load snacks, and fuel up in Conyers before hitting I‑85 N. Enjoy a quick coffee stop at Madison Café in Macon, GA, to stretch your legs.
Afternoon: Cruise through the Carolinas, stopping at Historic Charleston for a brief walk along the Battery and a bite of low‑country cuisine. Continue north, watching the scenery shift from coastal plains to the rolling hills of Virginia.
Evening: Arrive in the Southern Maryland region near **St. Mary’s City** and check into a cozy B&B. Unwind with a sunset view over the **Patuxent River** and a light dinner at the inn’s restaurant.
Find HotelsMorning: Explore the historic streets of St. Mary’s City, touring the **Historic St. Mary’s City Living Museum** and the **Historic St. Mary’s Church**. Grab a pastry at the **St. Mary’s City Café** before heading out.
Afternoon: Drive to the **Calvert Marine Museum** in Solomons for interactive exhibits on maritime history and a chance to see a restored **USS Concord**. Afterwards, stroll the **Solomons Waterfront** and sample fresh Maryland crab cakes.
Evening: Return to your B&B, then enjoy a relaxed evening kayaking on the **Patuxent River** or simply watching the stars from the deck.
Find HotelsMorning: Head to **Assateague Island National Seashore** for a sunrise walk on the beach and a chance to spot the famous wild horses. Pack a picnic and explore the island’s nature trails.
Afternoon: Visit the **Assateague Island Visitor Center** for exhibits on coastal ecology, then drive north to **North Beach** for a leisurely lunch by the water and a dip in the Atlantic.
Evening: Stop at **St. Leonard’s Church** for a brief historic tour before heading back to your accommodation. Enjoy a dinner of local seafood at **The Cove Restaurant** in St. Mary’s City.
Find HotelsMorning: Check out of the B&B and make a quick stop at the **Patuxent River Naval Air Museum** to view vintage aircraft before heading south.
Afternoon: Grab a final Southern Maryland lunch at **Port of St. Mary’s** and then begin the drive back to Conyers, taking I‑95 N through Washington, D.C., with a brief coffee break in Richmond, VA.
Evening: Arrive back in Conyers, unload the car, and reflect on the highlights of a whirlwind Southern Maryland adventure.
Find HotelsIf you’d like to extend the trip, add an extra day to explore **Annapolis** and its historic waterfront or spend a night on **Assateague Island** for sunrise horseback tours. To shorten the itinerary, skip the Charleston stop and head straight to Southern Maryland, which will reduce driving time and allow for a more relaxed pace on the remaining days.