Canada & New England Circle: Acadia & Newfoundland

New England’s largest city, Boston, Massachusetts, is home to historic sights and modern neighborhoods; stores and restaurants with old-time character; and gracious green spaces as well as a beautiful waterfront. Legendary figures of the American Revolution come alive at buildings and attractions along Boston’s Freedom Trail, including the Paul Revere House and Old South Meeting House, and in Lexington and Concord just outside Boston. Pay homage to great U.S. presidents at the John F. Kennedy Presidential Library and Museum and in the town of Quincy, birthplace of Presidents John Adams and John Quincy Adams.

Each of Boston’s neighborhoods has its own personality and things to do, whether you’re enjoying the food of the North End’s Little Italy, admiring the beautiful 19th-century architecture of Beacon Hill or watching the street performers in Cambridge’s Harvard Square. The waterfront offers harbor views, while boat tours allow you to take in the city skyline while sightseeing. In every neighborhood, shopping and dining reveal Boston’s true eclectic self, from casual to high-end, but always interesting.

Finally, Boston is a city of green spaces where you can relax and enjoy the outdoors. The Emerald Necklace, designed by Frederick Law Olmsted, is a 445-hectare (1,100-acre) chain of nine linked parks, including the lovely Boston Common and Public Garden.

Charlottetown is the capital of Canada’s smallest province, Prince Edward Island, as well as its largest city, though it has fewer than 35,000 residents. Despite its modest size, the city has an impressive number of Victorian houses and buildings and great parks waiting to be explored. For Canadians, it is perhaps most famous as the Birthplace of Confederation. It was here, mostly at Province House, that an 1864 conference led to the creation of the Dominion of Canada.

Prince Edward Island is linked to New Brunswick on the mainland of Canada by the 13-kilometer (eight-mile) Confederation Bridge that soars over the Northumberland Strait. A remarkable feat of engineering, the bridge opened in 1997 and is the longest in the world over icy waters.

Sites within downtown Charlottetown include the lovely Victoria Row, which becomes a pedestrian mall each summer, and other historic buildings, some of which are now museums. Nearby Prince Edward Island National Park is home to white-sand beaches and hiking and biking trails—plus fans can see the house and farm that inspired the beloved book Anne of Green Gables. During your visit, you can also learn about the daily lives, past and present, of residents on lighthouse and boat tours.

Îles de la Madeleine is a stunning archipelago located in the heart of the Gulf of Saint Lawrence. Visit Cap-aux-Meules, with its vibrant land and seascapes, colorful houses and lovely dunes and cliffs. In the nearby village of Fatima, stroll the Sentier du Barachois, a protected wetland ideal for bird watching, or stay in town and browse the boutiques at the centre d’achats Place des Îles. Enjoy the magical views, including the quaint red and white lighthouses that dot the Gulf.

Corner Brook, a small but bustling city, is on Newfoundland’s west coast. Captain Cook initially mapped this area, known as the Bay of Islands, in 1767, and like many other Newfoundland settlements, Corner Brook started out as a fishing village. Later, one of the largest pulp and paper mills in the world was built here.

In the city’s downtown core, West Street and Broadway are the center of action, thanks to numerous pubs, shops and restaurants. The local university has renowned fine-arts and drama programs, so you’re never too far from entertainment. Corner Brook also has an impressive amount of green space—you’re always within walking distance of a park or trail. Nearby Humber Valley and the Marble Mountain offer some of the best skiing in Atlantic Canada, a big enticement for outdoor-adventure junkies. Even if you’d prefer to just take in the scenery, the rolling green mountains and the views overlooking the bay are worth the trip.

The tiny French island of St-Pierre & Miquelon are the last remnants of the former colonial territory of New France. Enjoy the uniquely French architecture, cafes and people.

At the easternmost gateway to North America, come ashore in the snug, landlocked harbor to discover a land the Norsemen visited five centuries before Columbus. See fishing villages perched on cliffs, visit the lovely Botanical Gardens.

Located on a rocky inlet on the Atlantic Ocean, Halifax—Nova Scotia’s provincial capital—is defined by its maritime geography. It’s a spirited mix of world-class history and nautical-themed museums alongside bunkers and fortresses that guarded the harbor, plus striking public art and sights, funky shops and excellent pubs serving up folk music (and good pints).

Explore the Halifax waterfront where steamships once anchored to drop off arriving immigrants at Pier 21. Savor the low-key but classy culinary scene for fresh seafood and Nova Scotia specialties—the city has both street vendors and casual joints catering to university students and upscale eateries with elegant settings. Along Nova Scotia’s southern shores, the city is surrounded by lush greenery and charming villages that are worth the trip from downtown proper. Snap photos of attractions in the charming fishing village, Peggy’s Cove, with its picturesque lighthouse on a rocky outcropping. Or wander the streets of Lunenburg, whose colorful Old Town is designated a UNESCO World Heritage Site. You can also soak in the charms and sights of Mahone Bay, home to artists’ studios and a trio of steepled churches.

New England’s largest city, Boston, Massachusetts, is home to historic sights and modern neighborhoods; stores and restaurants with old-time character; and gracious green spaces as well as a beautiful waterfront. Legendary figures of the American Revolution come alive at buildings and attractions along Boston’s Freedom Trail, including the Paul Revere House and Old South Meeting House, and in Lexington and Concord just outside Boston. Pay homage to great U.S. presidents at the John F. Kennedy Presidential Library and Museum and in the town of Quincy, birthplace of Presidents John Adams and John Quincy Adams.

Each of Boston’s neighborhoods has its own personality and things to do, whether you’re enjoying the food of the North End’s Little Italy, admiring the beautiful 19th-century architecture of Beacon Hill or watching the street performers in Cambridge’s Harvard Square. The waterfront offers harbor views, while boat tours allow you to take in the city skyline while sightseeing. In every neighborhood, shopping and dining reveal Boston’s true eclectic self, from casual to high-end, but always interesting.

Finally, Boston is a city of green spaces where you can relax and enjoy the outdoors. The Emerald Necklace, designed by Frederick Law Olmsted, is a 445-hectare (1,100-acre) chain of nine linked parks, including the lovely Boston Common and Public Garden.