Boston and Cape Cod

• Day 1 Boston, Massachusetts

  Known for its famous baked beans, Fenway Park, The Boston Marathon, and the Boston Tea Party, this vibrant city is a great way to start your Cape Codder cruise. Boston is a unique blend of colonial history and cutting-edge innovation. Arrive a day early to explore its diverse neighborhoods, walk the Freedom Trail, or enjoy shopping at Quincy Market.

• Day 2 Gloucester, Massachusetts

  Located a few miles from Boston, Gloucester is the home to America's original seaport and the oldest working art colony in North America. The town’s picturesque waterfront has drawn fishermen, artists, and visitors for over four hundred years. With over 60 miles of coastline, there is a wealth of stunning views to enjoy and plenty of fresh seafood to savor.

• Day 3 Provincetown, Massachusetts

  Originally settled as an artist colony, Provincetown is now one of the most popular summer destinations on Cape Cod. Known for its quaint shops, colorful architecture, and relaxing beaches, Provincetown offers guests a great opportunity to explore historic Cape Cod culture.

• Day 4 Buzzards Bay, Massachusetts

  Buzzards Bay is a village located in the town of Bourne, MA, known as the Gateway to Cape Cod. This idyllic destination is home to the Massachusetts Maritime Academy, a renowned the maritime college, and National the National Marine Life Center, an independent, non-profit rehabilitation and release center for sea turtles and seals. Take a relaxing stroll along shore of the Cape Cod Canal, a waterway connecting Cape Cod Bay to Buzzards Bay, operated and maintained by the U.S. Army Corps of Engineers. Admire the constant parade of boats passing by, from tugs to tall ships. Visit the Aptucxet Trading Post Museum and explore an exact replica of the nation’s oldest store, built by the Pilgrims of Plymouth Colony in order to trade with the Wampanoag Indians and the Dutch.

• Day 5 Hyannis, Massachusetts

  Hyannis, sometimes referred to as the “Capital of the Cape,” is a village known for its pristine beaches, great shopping, and the famous Kennedy Compound at nearby Hyannis Port. Stroll along its quaint streets lined with unique boutiques, specialty shops, and great restaurants. Visit The John F. Kennedy Hyannis Museum which celebrates the legacy of our 35th president and his deep connection to Cape Cod. Located along the harbor, The Cape Cod Maritime Museum is a great place to discover the rich maritime history of the region. Explore the onsite wooden boat building workshop and the Historic Boat Barn which houses a vast collection of Cape Cod wood boats, many of them, over 100 years old.

• Day 6 Martha's Vineyard, Massachusetts

  During the 18th and 19th centuries, Martha's Vineyard was a hub for merchant ships carrying exotic cargo from the far corners of the world. Today, the island is one of the most popular vacation spots in New England, comprised of six distinct towns. Historic Edgartown is the most genteel town on the island, featuring freshly painted white clapboard colonial homes and manicured gardens.

• Day 7 Newport, Rhode Island

  Nestled within Narragansett Bay is Newport, the yachting capital of the world. As you stroll along the beautiful beaches, historic neighborhoods, bustling wharves, and scenic waterfront, you will find Newport offers something for everyone. Visit the Herreshoff Marine Museum and America's Cup Hall of Fame. Explore Newport's fabled past with glimpses of opulent seaside estates along the "Avenue of the Mansions."

• Day 8 Boston, Massachusetts

  Welcome back one of America's most dynamic cities. Boston is an incredible living history museum and the perfect port from which begin and end your amazing voyage. Stay a day or two to explore all the highlights of this incredible destination.

Cape Codder (Boston Roundtrip) Itinerary