New York City to Québec City

From Wall Street's skyscrapers to the neon of Times Square to Central Park's leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York's vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.

From Wall Street's skyscrapers to the neon of Times Square to Central Park's leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York's vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.

Halifax exudes a fine European air and lies along the edge of the Atlantic Ocean. Visitors by sea are greeted by the 1758 Sambro Island Lighthouse, the oldest surviving beacon in North America. In the harborside Historic Properties district, grand and charming stone buildings built in the 18th and 19th centuries grace the cobblestone streets. The city grew up around Citadel Hill, where Fort George protected the harbor. The fortress, along with the adjacent stately Halifax Town Clock, has been gloriously restored and preserved.

Halifax exudes a fine European air and lies along the edge of the Atlantic Ocean. Visitors by sea are greeted by the 1758 Sambro Island Lighthouse, the oldest surviving beacon in North America. In the harborside Historic Properties district, grand and charming stone buildings built in the 18th and 19th centuries grace the cobblestone streets. The city grew up around Citadel Hill, where Fort George protected the harbor. The fortress, along with the adjacent stately Halifax Town Clock, has been gloriously restored and preserved.

The largest city on Cape Breton Island, Sydney is located along the southeastern arm of Sydney Harbour, at the mouth of its eponymous river. Founded in 1785 by the British and loyalists fleeing from the US following the American Revolution, Sydney was the capital of the island until 1820, when the colony of Cape Breton merged with Nova Scotia. The region’s coal mines drew many immigrants during the 19th century; by the early 20th century, Sydney had also become one of the world’s largest steel producing centers. Today, it is Nova Scotia’s second largest industrial complex.

Designated as the Island capital in 1765, Charlottetown is both PEI’s oldest and largest urban center. However, since the whole "metropolitan" area only has a population of about 65,000, a pleasing small-town atmosphere remains. The city is a winner appearance-wise as well. Peppered with gingerbread-clad homes, converted warehouses, striking churches, and monumental government buildings, Charlottetown’s core seems relatively unchanged from its 19th-century heyday when it hosted the conference that led to the formation of Canada. The city is understandably proud of its role as the "Birthplace of Confederation" and, in summer, downtown streets are dotted with people dressed as personages from the past who’ll regale you with tales about the Confederation debate.

Quebec City is by many accounts the most French city in New France. The Old Town’s centerpiece, the magnificent Château Frontenac, seems transported from the palatial landscapes of the Loire Valley, and its French-accented streets lead past white-stone buildings that evoke old-world medieval villages. The only remaining walled city in North America outside of Mexico, Quebec City was fortified in the 17th century soon after its founding in 1608. Its strategic setting on the rocky promontory of Cape Diamond gave troops a close view of the St. Lawrence.