Day 1 New York, New York, United States

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.

Day 2 Newport, Rhode Island, United States

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.

Day 3 Boston, Massachusetts, United States

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.

Day 4 Saint-John, New Brunswick, Canada

Like any seaport worth its salt, Saint John is a welcoming place but, more than that, it is fast transforming into a sophisticated urban destination worthy of the increasing number of cruise ships that dock at its revitalized waterfront. Such is the demand that a second cruise terminal opened in 2012, just two years after the first one, and 2013 will see the two-millionth cruise passenger disembark. All the comings and goings over the centuries have exposed Saint Johners to a wide variety of cultures and ideas, creating a characterful Maritime city with a vibrant artistic community. Visitors will discover rich and diverse cultural products in its urban core, including a plethora of art galleries and antiques shops in uptown.Industry and salt air have combined to give parts of Saint John a weather-beaten quality, but you'll also find lovingly restored 19th-century wooden and redbrick homes as well as modern office buildings, hotels, and shops.The natives welcomed the French explorers Samuel de Champlain and Sieur de Monts when they landed here on St. John the Baptist Day in 1604. Then, nearly two centuries later, in May 1783, 3,000 British Loyalists fleeing the aftermath of the American Revolutionary War poured off a fleet of ships to make a home amid the rocks and forests. Two years later the city of Saint John became the first in Canada to be incorporated.Although most of the Loyalists were English, there were some Irish among them. After the Napoleonic Wars in 1815, thousands more Irish workers found their way to Saint John. It was the Irish potato famine of 1845 to 1852, though, that spawned the largest influx of Irish immigrants, and today a 20-foot Celtic cross on Partridge Island at the entrance to St. John Harbour stands as a reminder of the hardships and suffering they endured. Their descendants make Saint John Canada's most Irish city, a fact that's celebrated in grand style each March with a weeklong St. Patrick's celebration.The St. John River, its Reversing Rapids, and Saint John Harbour divide the city into eastern and western districts. The historic downtown area (locally known as "uptown") is on the east side, where an ambitious urban-renewal program started in the early 1980s has transformed the downtown waterfront. Older properties have been converted into trendy restaurants and shops, while glittering new apartment and condo buildings will take full advantage of the spectacular view across the bay. Harbour Passage, a redbrick walking and cycling path with benches and lots of interpretive information, begins downtown at Market Square and winds along the waterfront all the way to the Reversing Rapids. A shuttle boat between Market Square and the falls means you have to walk only one way. On the lower west side, painted-wood homes with flat roofs—characteristic of Atlantic Canadian seaports—slope to the harbor. Industrial activity is prominent on the west side, which has stately older homes on huge lots.Regardless of the weather, Saint John is a delightful city to explore, as so many of its key downtown attractions are linked by enclosed overhead pedways known as the "Inside Connection."

Day 5 Saint-John, New Brunswick, Canada

Like any seaport worth its salt, Saint John is a welcoming place but, more than that, it is fast transforming into a sophisticated urban destination worthy of the increasing number of cruise ships that dock at its revitalized waterfront. Such is the demand that a second cruise terminal opened in 2012, just two years after the first one, and 2013 will see the two-millionth cruise passenger disembark. All the comings and goings over the centuries have exposed Saint Johners to a wide variety of cultures and ideas, creating a characterful Maritime city with a vibrant artistic community. Visitors will discover rich and diverse cultural products in its urban core, including a plethora of art galleries and antiques shops in uptown.Industry and salt air have combined to give parts of Saint John a weather-beaten quality, but you'll also find lovingly restored 19th-century wooden and redbrick homes as well as modern office buildings, hotels, and shops.The natives welcomed the French explorers Samuel de Champlain and Sieur de Monts when they landed here on St. John the Baptist Day in 1604. Then, nearly two centuries later, in May 1783, 3,000 British Loyalists fleeing the aftermath of the American Revolutionary War poured off a fleet of ships to make a home amid the rocks and forests. Two years later the city of Saint John became the first in Canada to be incorporated.Although most of the Loyalists were English, there were some Irish among them. After the Napoleonic Wars in 1815, thousands more Irish workers found their way to Saint John. It was the Irish potato famine of 1845 to 1852, though, that spawned the largest influx of Irish immigrants, and today a 20-foot Celtic cross on Partridge Island at the entrance to St. John Harbour stands as a reminder of the hardships and suffering they endured. Their descendants make Saint John Canada's most Irish city, a fact that's celebrated in grand style each March with a weeklong St. Patrick's celebration.The St. John River, its Reversing Rapids, and Saint John Harbour divide the city into eastern and western districts. The historic downtown area (locally known as "uptown") is on the east side, where an ambitious urban-renewal program started in the early 1980s has transformed the downtown waterfront. Older properties have been converted into trendy restaurants and shops, while glittering new apartment and condo buildings will take full advantage of the spectacular view across the bay. Harbour Passage, a redbrick walking and cycling path with benches and lots of interpretive information, begins downtown at Market Square and winds along the waterfront all the way to the Reversing Rapids. A shuttle boat between Market Square and the falls means you have to walk only one way. On the lower west side, painted-wood homes with flat roofs—characteristic of Atlantic Canadian seaports—slope to the harbor. Industrial activity is prominent on the west side, which has stately older homes on huge lots.Regardless of the weather, Saint John is a delightful city to explore, as so many of its key downtown attractions are linked by enclosed overhead pedways known as the "Inside Connection."

Day 6 Halifax, Nova Scotia, Canada

Surrounded by natural treasures and glorious seascapes, Halifax is an attractive and vibrant hub with noteworthy historic and modern architecture, great dining and shopping, and a lively nightlife and festival scene. The old city manages to feel both hip and historic. Previous generations had the foresight to preserve the cultural and architectural integrity of the city, yet students from five local universities keep it lively and current. It's a perfect starting point to any tour of the Atlantic provinces, but even if you don't venture beyond its boundaries, you will get a real taste of the region.It was Halifax's natural harbor—the second largest in the world after Sydney, Australia's—that first drew the British here in 1749, and today most major sites are conveniently located either along it or on the Citadel-crowned hill overlooking it. That's good news for visitors because this city actually covers quite a bit of ground.Since amalgamating with Dartmouth (directly across the harbor) and several suburbs in 1996, Halifax has been absorbed into the Halifax Regional Municipality, and the HRM, as it is known, has around 415,000 residents. That may not sound like a lot by U.S. standards, but it makes Nova Scotia's capital the most significant Canadian urban center east of Montréal.There's easy access to the water, and despite being the focal point of a busy commercial port, Halifax Harbour doubles as a playground, with one of the world's longest downtown boardwalks. It's a place where container ships, commuter ferries, cruise ships, and tour boats compete for space, and where workaday tugs and fishing vessels tie up beside glitzy yachts. Like Halifax as a whole, the harbor represents a blend of the traditional and the contemporary.

Day 7 Sydney, Nova Scotia, Canada

If you come directly to Cape Breton via plane, ferry, or cruise ship, Sydney is where you'll land. If you're seeking anything resembling an urban experience, it's also where you'll want to stay: after all, this is the island's sole city. Admittedly, it is not the booming center it was a century ago when the continent's largest steel plant was located here (that era is evoked in Fall on Your Knees, an Oprah Book Club pick penned by Cape Bretoner Anne-Marie MacDonald). However, Sydney has a revitalized waterfront and smattering of Loyalist-era buildings that appeal to visitors. Moreover, it offers convenient access to popular attractions in the region—like the Miner's Museum in nearby Glace Bay (named for the glace, or ice, that filled its harbor in winter), the Fortress at Louisbourg, and beautiful Bras d'Or Lake.

Day 8 Corner Brook, Newfoundland and Labrador, Canada

Newfoundland's fourth-largest city, Corner Brook is the hub of the island's west coast. Hills fringe three sides of the city, which has dramatic views of the harbor and the Bay of Islands. The town is also home to a large paper mill and a branch of Memorial University. Captain James Cook, the British explorer, charted the coast in the 1760s, and a memorial to him overlooks the bay.The town enjoys more clearly defined seasons than most of the rest of the island, and in summer it has many pretty gardens. The nearby Humber River is the best-known salmon river in the province, and there are many kilometers of well-maintained walking trails in the community.

Day 10 Saguenay, Québec, Canada

Just after visiting Saguenay, the wonderful Saguenay River pours into the massive St. Lawrence River. Before then, however, it slices through one of the world's most southerly fjords and dense forests of towering pine trees. The nature watching here is nothing short of sublime, with outdoor spots like the Parc National du Fjord-du-Saguenay offering panoramic vistas and sandy river-beaches. Island-sized blue whales cruise through the waters of the mighty rivers, and flick gallons of water into the air effortlessly with a single swish of their colossal tails. With hiking, kayaking and cycling opportunities inviting you to explore the spectacular scenery - you'll find endless ways to fall in love with this majestic outdoor escape. In fall, gorgeous colours ripple through the foliage, and in doing so, they provide one of nature's greatest performances.

Day 11 Quebec City, Québec, Canada

Québec City's alluring setting atop Cape Diamond (Cap Diamant) evokes a past of high adventure, military history, and exploration. This French-speaking capital city is the only walled city north of Mexico. Visitors come for the delicious and inventive cuisine, the remarkable historical continuity, and to share in the seasonal exuberance of the largest Francophone population outside France.The historic heart of this community is the Old City (Vieux-Québec), comprising the part of Upper Town (Haute-Ville) surrounded by walls and Lower Town (Basse-Ville), which spreads out at the base of the hill from Place Royale. Many sets of staircases and the popular funicular link the top of the hill with the bottom. Cobblestone streets, horse-drawn carriages, and elaborate cathedrals here are charming in all seasons. The Old City earned recognition as an official UNESCO World Heritage site in 1985, thanks largely to city planners who managed to update and preserve the 400-year-old buildings and attractions without destroying what made them worth preserving. The most familiar icon of the city, Fairmont Château Frontenac, is set on the highest point in Upper Town, where it holds court over the entire city.Sitting proudly above the confluence of the St. Lawrence and St. Charles rivers, the city's famous military fortification, La Citadelle, built in the early 19th century, remains the largest of its kind in North America. In summer, visitors should try to catch the Changing of the Guard, held every morning at 10 am; you can get much closer to the guards here than at Buckingham Palace in London.Enchanting as it is, the Old City is just a small part of the true Québec City experience. Think outside the walls and explore St-Roch, a downtown hot spot, which has artsy galleries, foodie haunts, and a bustling square. Cruise the Grande-Allée and avenue Cartier to find a livelier part of town dotted with nightclubs and fun eateries. Or while away the hours in St-Jean-Baptiste, a neighborhood with trendy shops and hipster hangouts.

Day 12 Montréal, Québec, Canada

Canada's most diverse metropolis, Montréal, is an island city that favors style and elegance over order or even prosperity, a city where past and present intrude on each other daily. In some ways it resembles Vienna—well past its peak of power and glory, perhaps, yet still vibrant and grand.But don't get the wrong idea. Montréal has always had a bit of an edge. During Prohibition, thirsty Americans headed north to the city on the St. Lawrence for booze, music, and a good time, and people still come for the same things. Summer festivals celebrate everything from comedy and French music and culture to beer and fireworks, and, of course, jazz. And on those rare weeks when there isn't a planned event, the party continues. Clubs and sidewalk cafés are abuzz from late afternoon to the early hours of the morning. And Montréal is a city that knows how to mix it up even when it's 20 below zero. Rue St-Denis is almost as lively on a Saturday night in January as it is in July, and the festival Montréal en Lumière, or Montréal Highlights, enlivens the dreary days of February with concerts, balls, and fine food.Montréal takes its name from Parc du Mont-Royal, a stubby plug of tree-covered igneous rock that rises 764 feet above the surrounding cityscape. Although its height is unimpressive, "the Mountain" forms one of Canada's finest urban parks, and views from the Chalet du Mont-Royal atop the hill provide an excellent orientation to the city's layout and major landmarks.Old Montréal is home to museums, the municipal government, and the magnificent Basilique Notre-Dame-de-Montréal within its network of narrow, cobblestone streets. Although Montréal's centre-ville, or Downtown, bustles like many other major cities on the surface, it's active below street level as well, in the so-called Underground City–-the underground levels of shopping malls and food courts connected by pedestrian tunnels and the city's subway system, or métro. Residential Plateau Mont-Royal and trendy neighborhoods are abuzz with restaurants, nightclubs, art galleries, and cafés. The greener areas of town are composed of the Parc du Mont-Royal and the Jardin Botanique.