1, 2 & 3: Arrive Boston — To Cape Cod (75 mi/120 km)
Welcome to New England! Collect your rental car, and drive to Cape Cod for a three night stay. Separated from the Massachusetts mainland by the world’s widest sea-level canal, the Cape is always likened in shape to an outstretched human arm bent at the elbow. Happily, much of the Cape’s land is protected from development. Nature preserves encompassing pine forests, marshes, swamps, cranberry bogs, and other topographical features are patterned with well-marked walking and cycling trails. At the Cape Cod National Seashore, you can walk for almost 30 miles along the Atlantic beach and rarely see a trace of human habitation, other than the lighthouses that stand watch over the Cape’s dangerous shoals and a few old shacks in the dunes of Provincetown. You may want to take a ferry to explore Nantucket or Martha’s Vineyard while you’re here.
3 nights Cape Cod

4 & 5: Newport, RI (61 mi/98 km)
Travel to lovely Newport, RI today. Newport is famous for its natural seaside beauty and for the magnificent mansions and gardens built there by the industrial barons of America’s Gilded Age. But you don’t need to have a tiara or chauffeur to enjoy Newport’s treasures, from interesting museums to mansion tours, to walks or bicycle tours along rocky coves. Newport was the playground of the wealthy from the 1880s to the early 20th century. Their fantastically elaborate mansions – the Breakers, the Elms, Marblehouse, Rosecliff – are open to tours. Newport also was host from 1930 to 1983 to the America’s Cup, the world’s premiere yacht regatta. Even though the Australians wrestled the Cup from the New York Yacht Club in 1983, yachting and boating remain deeply ingrained along Newport Harbor and at the city’s Museum of Yachting.
2 nights Newport

6 & 7: “The North Shore”, MA (113 mi/181 km)
Discover the “North Shore” today. The 30 miles of rocky coastline north of Boston are punctuated with long sandy beaches, rugged fishing ports, and sparkling sailing harbors. Nautical lore and the ghosts of witches past offer fascinating glimpses into the region’s rich history. While here, don’t miss Salem, the home of the witch trials of the 1690s and novelist Nathaniel Hawthorne’s House of Seven Gables. The Peabody Essex Museum underwent a major expansion in 2003 and now focuses on the art and culture of New England and the world. Visit Marblehead, one of the East Coast’s premier sailing centers its Old Town is chock-a- block with 18th- and 19th century homes of fishermen, merchants, and artisans. See Gloucester, a rugged fishing port, packed with work boats and seafood restaurants and a departure point for four whale watch operators; and Motif #1, a fishing shack in Rockport harbor that’s been the subject of countless paintings.
2 nights Rockport

8, 9, & 10: Bar Harbor Area (288 mi/463 km)
Spectacular scenery awaits, as you head north into Maine. Your destination is Mount Desert Island, known as the home of Acadia National Park and the town of Bar Harbor. Either hike or drive to the top of Cadillac Mountain -- the highest point on the eastern seaboard -- and you’ll be the first in the country to welcome the sun. Above you the early morning sky; below, Maine’s rugged coastline. When your trek ends, head over to Bar Harbor, the island’s hub, where you’ll find more than 100 restaurants. Explore its sidewalk cafes and shops, or wander the waterfront and gaze at the 19th-century mansions that tower over the water, stately reminders of the days when this small town on Frenchman’s Bay was a grand summer resort for society families. Claiming nearly two-thirds of Mount Desert Island, 47,000-acre Acadia National Park attracts 2.5 million people each year. Travelers come for the lakes, forest, coastline and more than 300 species of birds. They come for Cadillac Mountain, and to see the only fjord on the East Coast. They come for the paddling, the swimming, and the Carriage Roads, built by John D. Rockefeller Jr. in the first half of the 20th century.
3 Nights Bar Harbor or Bar Harbor area

11 & 12: Southern Maine Coast (202 mi/325 km)
With over 30 miles of sandy beaches from Kittery to Old Orchard Beach, it’s no wonder the southern Maine coast is one of the top vacation destinations in the US. Spend days exploring historic sites and museums, shopping the endless supply of boutiques and antique stores, visiting famous lighthouses and art galleries, or just relaxing on the beautiful beaches.
2 Nights Kennebunkport area

13 & 14: Boston, MA (90 mi/144 km)
End your holiday in “America’s Walking City.” Famous for everything from the Red Sox and Paul Revere to Cheers and clam “chowdah,” Boston is a popular destination for so many reasons. Part history lesson, part modern metropolis, the Hub offers attractions to suit every taste and interest. Hop on the Freedom Trail, a well-preserved pedestrian path that weaves in and out of historic neighborhoods. Between landmarks, you can shop the fabulous stores on Newbury Street, have a delicious authentic Italian meal in the North End or browse the antique shops and distinctive red-brick buildings of Beacon Hill. The more culturally inclined will not want to miss the city’s world-class museums, theater and music venues. Family friendly to the core, Boston also boasts a renowned aquarium, children’s museum and science museum, making it a great getaway for all.
2 Nights Boston

15: Homeward Journey
Alas, today it’s time to head for home. Take time for last-minute shopping before you transfer to Logan International Airport to catch your homeward flight.