Day 1 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 2 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 4 Charlottetown, Prince Edward Island, Canada

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.

Day 5 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 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 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 9 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 10 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 11 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 14 Nassau, Bahamas

Nassau's sheltered harbor bustles with cruise-ship activity, while a block away Bay Street's sidewalks are crowded with shoppers who duck into air-conditioned boutiques and relax on benches in the shade of mahogany and lignum vitae trees. Shops angle for tourist dollars with fine imported goods at duty-free prices, yet you'll find a handful of stores overflowing with authentic Bahamian crafts, food supplies, and other delights. With a revitalization of downtown ongoing—the revamped British Colonial Hilton leading the way—Nassau is recapturing some of its past glamour. Nevertheless, modern influences are completely apparent: fancy restaurants, suave clubs, and trendy coffeehouses have popped up everywhere. These changes have come partly in response to the growing number of upper-crust crowds that now supplement the spring breakers and cruise passengers who have traditionally flocked to Nassau. Of course, you can still find a wild club or a rowdy bar, but you can also sip cappuccino while viewing contemporary Bahamian art or dine by candlelight beneath prints of old Nassau, serenaded by soft, island-inspired calypso music. A trip to Nassau wouldn't be complete without a stop at some of the island's well-preserved historic buildings. The large, pink colonial-style edifices house Parliament and some of the courts, while others, like Fort Charlotte, date back to the days when pirates ruled the town. Take a tour via horse-drawn carriage for the full effect.

Day 15 Fort Lauderdale, Florida, United States

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don't seem to be going anywhere.