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 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 8 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.