Itinerary
- Day 1
Washington DC
When you arrive, pick up your rental car and head to your hotel in Washington DC for a 2-night stay. After you get settled, you'll have the rest of the day to wander around the city on your own and get a feel for the area.
- Accommodation
- Hotel, Hotel, Hotel
- Day 2
Washington DC
This morning you can start with Washington DC's major landmarks like the White House, Capitol, and Lincoln Memorial. Head over to Arlington National Cemetery, and if you're interested, the Smithsonian museums are worth your time. You could also take a day trip to historic Alexandria or Mount Vernon instead, and there are wineries on the way back from Mount Vernon if that sounds good.
Optional Activities
- City tour viewing White House, Capitol, and Lincoln Memorial
- Visit to Arlington National Cemetery
- Smithsonian Institution museums including Air and Space Museum
- Trip to Alexandria historic town
- Visit to Mount Vernon estate with manor house, gardens, mill, and farm
- Stop at wineries in the region
Landmarks White House United States Capitol Lincoln Memorial Arlington National Cemetery National Air and Space Museum Mount Vernon Alexandria - Day 3
Washington DC to Philadelphia
Drive north through Maryland, passing Baltimore and along Chesapeake Bay, then into Pennsylvania. You'll arrive in Philadelphia by evening and can take a walk along the Delaware River before checking into your hotel for a 2-night stay in this historic city where the Declaration of Independence was signed.
- Accommodation
- Hotel, Hotel
Landmarks Chesapeake Bay Baltimore Delaware River 
- Day 4
Philadelphia
Spend time exploring Philadelphia's history and culture. Head to Independence Hall where the Constitution was drafted, then check out the Betsy Ross House. Climb the Rocky Steps at the Museum of Art and wander through the Franklin Institute. Later, relax at Rittenhouse Square or do some shopping for tax-free clothing and shoes.
Optional Activities
- Visit to Independence Hall
- Visit to Betsy Ross House
- Climb the Rocky Steps at Museum of Art
- Visit to Franklin Institute Science Museum
- Explore sculptures at Rittenhouse Square
- Dinner at local restaurants
- Shopping at The Shops at Liberty Place and King of Prussia
- Shopping at boutiques in Midtown Valley or Old City
Landmarks Independence Hall Betsy Ross House Philadelphia Museum of Art Franklin Institute Science Museum Rittenhouse Square - Day 5
Philadelphia to New York
Drive north through New Jersey into New York City. Your hotel is in Manhattan, so you can begin exploring the city this evening during your first 3-night stay. Get a sense of the neighborhood around your hotel.
- Accommodation
- Hotel, Hotel
- Days 6 - 7
New York
Over the next couple of days, check out New York's main attractions. Walk through Central Park, head down to Wall Street, see Lincoln Center and Times Square. Consider catching a Broadway musical, visiting the Statue of Liberty, taking the elevator up the Empire State Building, or heading to Rockefeller Center for views over the city. You can also walk across the Brooklyn Bridge, take a water taxi tour, or catch a sports game if one's happening.
Optional Activities
- Broadway musical
- Shopping at Saks Fifth Avenue
- Museum exhibitions
- City tour including Wall Street
- Visit to Central Park
- Visit to Lincoln Center
- Visit to Times Square
- Visit to Statue of Liberty
- Visit to Empire State Building
- Visit to Rockefeller Center (Top of the Rock)
- Walk across Brooklyn Bridge
- New York Water Taxi tour on East and Hudson Rivers
- Basketball or baseball game
Landmarks Wall Street Central Park Lincoln Center Times Square Statue of Liberty Empire State Building Rockefeller Center Brooklyn Bridge - Day 8
New York to Boston
Drive to Boston, known as 'America's Walking City'. Check into your hotel for a 2-night stay and start exploring this historic city. The harbor district, historic center, and elegant Back Bay neighborhood are all worth your time once you arrive.
- Accommodation
- Hotel, Hotel, Hotel
- Day 9
Boston
Spend the day walking Boston's historic areas. Follow the Freedom Trail marked on the sidewalks and stop at Quincy Market. See the USS Constitution, wander through the Beacon Hill district, or take an optional whale watching tour if you're interested. Don't miss out on local seafood and check out some of Boston's craft beer scene while you're here.
Optional Activities
- Walk along Freedom Trail
- Visit Quincy Market
- Visit USS Constitution
- Stroll through Beacon Hill district
- Whale watching tour
- Seafood dining including clam chowder and shellfish
- Craft beer tasting at breweries
Landmarks Freedom Trail Quincy Market USS Constitution Beacon Hill - Day 10
Boston
This is your final day on the road trip. Return your rental car. If you want to extend your time, individual extension options are available, so you can stay longer if it works for you.
