A road trip down the Atlantic Coast will take you from very early historic towns, like Plymouth in Massachusetts and Newport in Rhode Island, through the hustle and bustle of New York City, down Maryland's Chesapeake Bay to Virginia Beach and North Carolina's Outer Banks. From there, you'll pass through the gorgeous, sleepy hamlet of Savannah, Georgia and down to America's oldest city, St. Augustine Florida. Then it's an oceanside cruise along the Space Coast to vibrant Miami Beach, and you can finish off your trip in colorful Key West. It could be the trip of a lifetime, if you know where to find the can't-miss spots along the route. Sure, you could take I-95 all the way from Boston to Miami, but there are loads of detours and scenic byways that will take you on and off the highway. From Boston to Key West, you're looking at 2,400 miles of beaches, woodlands, two-lane country roads, vintage diners, charming small towns and urban adventures.
Beginning in Massachusetts, walk through history along the Revolutionary Freedom Trail in Boston. You'll want to plan at least half a day to accomplish the trail. It's 2 and a half miles long and takes about 2-3 hours to walk. Plus, you're definitely going to want to stop at a lot of the historic sites. While in Boston, there's also loads of great places to grab a bite to eat, but the best place is historic Faneuil Hall, where dozens of local merchants have food stands, so you can take your pick of the best that Boston has to offer. If you have time, and you're traveling with kids, the New England Aquarium and the Science Museum are two must-visits in the city.
Best Time to Travel the Atlantic Coast: During winter the road conditions can vary, but in the Northern part of your trip be prepared for weather delays from December through mid-March. Spring is off-season, so you should be able to score some good rates at hotels along the route. Summer is high tourist season all up and down the Atlantic coast, which means hotel rates will be high and crowds at stops along your route will also be a factor. Fall however, is an ideal time to travel up and down the coast. Not only is the fall foliage particularly gorgeous from end of September through early November in New England, but once you get down to Georgia and Florida the temperature up north will be chilly, so you'll welcome the warmth of the south.