Morning: Start with a sunrise stroll on Old Orchard Beach before heading north on I‑95. Stop at the historic Portland Head Light in Cape Elizabeth for photo ops and a quick coffee.
Afternoon: Arrive in Boston and explore the Freedom Trail, visiting landmarks like the Old State House and Paul Revere’s House. Grab a lobster roll at Quincy Market before continuing south.
Evening: Drive into New York City, check into a Midtown hotel, and enjoy an evening walk through Times Square, taking in the neon lights and street performers.
Find HotelsMorning: Depart NYC and cross the Hudson River, arriving in Philadelphia for a quick tour of the Liberty Bell and Independence Hall.
Afternoon: Continue to Washington, D.C., where you’ll explore the National Mall, visiting the Lincoln Memorial and the Smithsonian National Air and Space Museum.
Evening: Dine in Georgetown’s historic district and stroll along the Potomac River before settling in for the night.
Find HotelsMorning: Head south on I‑95, stopping in Richmond, VA to tour the Virginia State Capitol and the Hollywood Cemetery for its Civil War history.
Afternoon: Continue through the scenic Piedmont, making a brief detour to the historic town of Wilmington, NC for a waterfront lunch and a walk along the Riverwalk.
Evening: Arrive in Advance, NC, check into a cozy B&B, and unwind with a dinner at a local farm‑to‑table restaurant.
Find HotelsIf you have extra time, add a day to explore the Outer Banks before reaching Advance, or visit the historic town of St. Augustine, FL for a southern twist. To shorten the trip, skip the Boston stop and drive directly from Old Orchard Beach to New York City, reducing the itinerary to two days while still covering the major highlights.