Your Itinerary

1Hotel Stay in Boston, MA
Enjoy your pre-night hotel in the Boston Harbor.

2Embark in Portland, ME
After breakfast and any selected tours of Boston, we will transfer you by motorcoach to Portland, ME to board the Ocean Navigator.

3Provincetown, MA
The Pilgrims landed first in Provincetown in 1620, where they signed the “Mayflower Compact” before settling across the bay in Plymouth. Maybe it’s because it sits at the edge of the continent, 60 miles out to sea, in a place that swirls together people and experiences, but the area became a favorite of seafarers and fishermen, and the carousing, drinking, gambling, and smuggling caused the Puritanical to nickname the port “Helltown.” As more settlers arrived, the wilder sort were tamed and Provincetown was incorporated as a town in 1727. Decline set in until the late 1700s, when deep-water whaling became an industry and Provincetown became one of the great whaling ports of the country. In the late 1890s, the town saw the beginnings of its current economic backbone, tourism. The arrival of the railroad made visiting easier, and the sea, the dunes and the unusual natural light attracted artists and painters.

4Martha's Vineyard, MA
Dotted with grassy hills and winding roads, this cherished island features three towns – Edgartown, Vineyard Haven and Oak Bluffs – and a few smaller villages. Colonial homes and Greek Revival mansions blend with weathered cottages in the architectural style named for the surrounding waters – Cape Cod. Shopping and sightseeing, lighthouses and lobsters, beaches and bike trails… these are the things that visits to Martha’s Vineyard are made of. There’s a lot of history packed into the little Island, going all the way back to before it was even an island. Martha’s Vineyard – and its sister island, Nantucket – were formed from the rubble left behind by a melting glacier, according to geologists. In 1602, a fellow named Bartholomew Gosnold landed on the Island. Legend says he found wild grapes growing here, and back in England he had a baby daughter and/or a mother named Martha. Hence the name. He claimed the Island for England and went back home.

5Newport, RI
This city on Aquidneck Island is sometimes referred to as the “Sailing Capital of the World,” having hosted the famed America’s Cup yacht race for more than 50 years. Since its founding by English settlers in 1639, Newport has bustled with diversity. What they found on their arrival was hardly an empty wilderness. Native people had been in the area for at least 5,000 years and had established sophisticated land management and fishing practices. Regrettably, the British occupation caused irreparable damage to Newport’s economy. Faced with a bleak future, Newport in the early 19th century was forced to transform itself into a warm-weather resort destination and used its picturesque qualities to advantage in attracting summer visitors. Later summer colonists during the Gilded Age included elite families from South Carolina, the King and Griswold families of New York, and later the Vanderbilts. These wealthy industrialist families built the sprawling estates such as The Breakers, Rosecliff, Marble House and The Elms. Several of them, considered “cottages” by families whose legacies they carry, are now major tourist attractions.

6Plymouth, MA
Known as "America's Hometown," Plymouth is a place rich in history that dates back to the days of the Mayflower Pilgrims. Stroll through this quaint coastal town for a quintessential American experience. Enjoy delicious seafood, stunning scenery, and notable landmarks like Plymouth Rock. The town also boasts a charming downtown area with boutique shops, restaurants, and stunning beaches and parks for outdoor recreation. Take a stroll along the waterfront, hike through Myles Standish State Forest, or visit the Pilgrim Hall Museum to learn more about the town's rich history.

7Gloucester, MA
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.

8At Sea
Enjoy a day at sea onboard the Ocean Navigator.

9Eastport, ME
Located on the easternmost point of the United States, Eastport is a small but vibrant coastal town with a rich maritime history. The town is known for its waterfront, where fishermen bring in fresh lobster, clams, and other seafood daily. Eastport is also home to a thriving arts community, with galleries and studios showcasing the work of local painters, sculptors, and craftspeople. With its friendly locals, stunning natural beauty, and laid-back atmosphere, this charming town is a hidden gem.

10St. John, NB
As your journey concludes, there are other opportunities for you to take in the town -- whether it's an optional premier post-cruise experience or a quick transfer to the airport for your final trip home --