Cape Codder (Boston Roundtrip)

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.

There’s history and culture around every bend in Boston—skyscrapers nestle next to historic hotels while modern marketplaces line the antique cobblestone streets. But to Bostonians, living in a city that blends yesterday and today is just another day in beloved Beantown.

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.

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.

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.

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.

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.

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."

Established in 1639 by a small band of religious dissenters led by William Coddington and Nicholas Easton, the city by the sea became a haven for those who believed in religious freedom. Newport’s deepwater harbor at the mouth of Narragansett Bay ensured its success as a leading Colonial port, and a building boom produced hundreds of houses and many landmarks that still survive today. These include the Wanton-Lyman-Hazard House and the White Horse Tavern, both built during the 17th century, plus Trinity Church, Touro Synagogue, the Colony House, and the Redwood Library, all built in the 18th century.British troops occupied Newport from 1776–1779, causing half the city’s population to flee and ending a golden age of prosperity. The economic downturn that followed may not have been so great for its citizens but it certainly was for preserving Newport’s architectural heritage, as few had the capital to raze buildings and replace them with bigger and better ones. By the mid-19th century the city had gained a reputation as the summer playground for the very wealthy, who built enormous mansions overlooking the Atlantic. These so-called "summer cottages," occupied for only six to eight weeks a year by the Vanderbilts, Berwinds, Astors, and Belmonts, helped establish the best young American architects. The presence of these wealthy families also brought the New York Yacht Club, which made Newport the venue for the America’s Cup races beginning in 1930 until the 1983 loss to the Australians.The Gilded Age mansions of Bellevue Avenue are what many people associate most with Newport. These late-19th-century homes are almost obscenely grand, laden with ornate rococo detail and designed with a determined one-upmanship.Pedestrian-friendly Newport has so much else to offer in a relatively small geographical area— beaches, seafood restaurants, galleries, shopping, and cultural life. Summer can be crowded, but fall and spring are increasingly popular times of the year to visit.

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.

There’s history and culture around every bend in Boston—skyscrapers nestle next to historic hotels while modern marketplaces line the antique cobblestone streets. But to Bostonians, living in a city that blends yesterday and today is just another day in beloved Beantown.