Your Itinerary

1Embark in Boston, MA
Welcome aboard the American Constitution!

2Gloucester, MA
Gloucester has been a functioning seaport for over 400 years, and is also home to America’s oldest working art colony. You can take a 2-hour cruise aboard the 65-foot Schooner Lannon – just relax and watch the coastline, or help to raise the sails! A local guide can take you on a narrated sightseeing tour of Gloucester, Rocky Neck and Rockport, including a stop for pictures at the famous ‘Man at the Wheel’ statue. Or visit the Maritime Heritage Center for a guided tour, including a visit to the Stellwagen Bank National Marine Sanctuary, Sea Pocket Lab, Burnham Brothers Marine Railway, and a reproduction of one of the Boston Tea Party ships!

3Provincetown, MA
Provincetown is one of the most popular sites on Cape Cod because of its colorful buildings, shopping and beaches. Definitely head up to Race Point Lighthouse and visit the shops along Commerce Street. The Provincetown Library has the sailing ship, the Rose Dorothea.

4Buzzards Bay, MA
Welcome to the Gateway to Cape Cod! Stroll along the Cape Cod Canal to watch the passing boats. Stop by the Massachusetts Maritime Academy or the Aptucxet Trading Post Museum (an exact replica of the nations oldest store, built by pilgrims to trade with the Wampanoag Tribe and the Dutch.)

5Hyannis, MA
You'll find gorgeous beaches in Hyannis, and encourage you to stop by the Kennedy Museum or tour the town to see the Colonial and Greek Revival homes and learn about its maritime history.

6Martha's Vineyard, MA
Martha’s Vineyard made a name for itself in the 18th and 19th century as a shipping hub for exotic cargo. Today, it epitomizes the classic New England summer vacation destination. There are 6 towns on the island. We’ll dock in Vineyard Haven, where a local guide will take you through Edgartown, Oak Bluffs, and West Tisbury. Plus you’ll have free time to explore the villages on your own, especially shopping in Edgartown. We’ll also visit the gingerbread cottages of Oak Bluffs, including enjoying lemonade and cookies in one of the homes.

7Newport, RI
Newport has much to offer, including just the lovely sights. From the dock you’ll be able to see why Newport is the yachting capital of the world. You can also head to the Avenue of Mansions, showing off the 19th century vacation homes of so many famous Americans. Or choose to head out on a guided tour of Fort Adams with a knowledgeable park ranger who will explain and answer questions about the naval history of the fort.

8Disembark in Boston, MA
Disembark after breakfast, or extend your stay in the city with a hotel package.