Day 1 Auckland, New Zealand

Auckland is called the City of Sails, and visitors flying in will see why. On the East Coast is the Waitemata Harbour—a Maori word meaning sparkling waters—which is bordered by the Hauraki Gulf, an aquatic playground peppered with small islands where many Aucklanders can be found "mucking around in boats."Not surprisingly, Auckland has some 70,000 boats. About one in four households in Auckland has a seacraft of some kind, and there are 102 beaches within an hour's drive; during the week many are quite empty. Even the airport is by the water; it borders the Manukau Harbour, which also takes its name from the Maori language and means solitary bird.According to Maori tradition, the Auckland isthmus was originally peopled by a race of giants and fairy folk. When Europeans arrived in the early 19th century, however, the Ngati-Whatua tribe was firmly in control of the region. The British began negotiations with the Ngati-Whatua in 1840 to purchase the isthmus and establish the colony's first capital. In September of that year the British flag was hoisted to mark the township's foundation, and Auckland remained the capital until 1865, when the seat of government was moved to Wellington. Aucklanders expected to suffer from the shift; it hurt their pride but not their pockets. As the terminal for the South Sea shipping routes, Auckland was already an established commercial center. Since then the urban sprawl has made this city of approximately 1.3 million people one of the world's largest geographically.A couple of days in the city will reveal just how developed and sophisticated Auckland is—the Mercer City Survey 2012 saw it ranked as the third-highest city for quality of life—though those seeking a New York in the South Pacific will be disappointed. Auckland is more get-up and go-outside than get-dressed-up and go-out. That said, most shops are open daily, central bars and a few nightclubs buzz well into the wee hours, especially Thursday through Saturday, and a mix of Maori, Pacific people, Asians, and Europeans contributes to the cultural milieu. Auckland has the world's largest single population of Pacific Islanders living outside their home countries, though many of them live outside the central parts of the city and in Manukau to the south. The Samoan language is the second most spoken in New Zealand. Most Pacific people came to New Zealand seeking a better life. When the plentiful, low-skilled work that attracted them dried up, the dream soured, and the population has suffered with poor health and education. Luckily, policies are now addressing that, and change is slowly coming. The Pacifica Festival in March is the region's biggest cultural event, attracting thousands to Western Springs. The annual Pacific Island Secondary Schools' Competition, also in March, sees young Pacific Islander and Asian students compete in traditional dance, drumming, and singing. This event is open to the public.At the geographical center of Auckland city is the 1,082-foot Sky Tower, a convenient landmark for those exploring on foot and some say a visible sign of the city's naked aspiration. It has earned nicknames like the Needle and the Big Penis—a counterpoint to a poem by acclaimed New Zealand poet James K. Baxter, which refers to Rangitoto Island as a clitoris in the harbor.The Waitemata Harbour has become better known since New Zealand staged its first defense of the America's Cup in 2000 and the successful Louis Vuitton Pacific Series in early 2009. The first regatta saw major redevelopment of the waterfront. The area, where many of the city's most popular bars, cafés, and restaurants are located, is now known as Viaduct Basin or, more commonly, the Viaduct. A recent expansion has created another area, Wynyard Quarter, which is slowly adding restaurants.These days, Auckland is still considered too bold and brash for its own good by many Kiwis who live "south of the Bombay Hills," the geographical divide between Auckland and the rest of New Zealand (barring Northland). "Jafa," an acronym for "just another f—ing Aucklander," has entered the local lexicon; there's even a book out called Way of the Jafa: A Guide to Surviving Auckland and Aucklanders. A common complaint is that Auckland absorbs the wealth from the hard work of the rest of the country. Most Aucklanders, on the other hand, still try to shrug and see it as the parochial envy of those who live in small towns. But these internal identity squabbles aren't your problem. You can enjoy a well-made coffee in almost any café, or take a walk on a beach—knowing that within 30 minutes' driving time you could be cruising the spectacular harbor, playing a round at a public golf course, or even walking in subtropical forest while listening to the song of a native tûî bird.

Day 2 Tauranga, New Zealand

The population center of the Bay of Plenty, Tauranga is one of New Zealand's fastest-growing cities. Along with its neighbor, Whakatane, this seaside city claims to be one of the country's sunniest towns. Unlike most local towns, Tauranga doesn't grind to a halt in the off-season, because it has one of the busiest ports in the country, and the excellent waves at the neighboring beach resort of Mount Maunganui—just across Tauranga's harbor bridge—always draw surfers and holiday folk.

Day 3 Napier, New Zealand

The earthquake that struck Napier at 10:46 am on February 3, 1931, was—at 7.8 on the Richter scale—the largest quake ever recorded in New Zealand. The coastline was wrenched upward several feet. Almost all the town's brick buildings collapsed; many people were killed on the footpaths as they rushed outside. The quake triggered fires throughout town, and with water mains shattered, little could be done to stop the blazes that devoured the remaining wooden structures. Only a few buildings survived (the Public Service Building with its neoclassical pillars is one), and the death toll was well over 100.The surviving townspeople set up tents and cookhouses in Nelson Park, and then tackled the city's reconstruction at a remarkable pace. In the rush to rebuild, Napier went mad for art deco, the bold, geometric style that had burst on the global design scene in 1925. Now a walk through the art deco district, concentrated between Emerson, Herschell, Dalton, and Browning streets, is a stylistic immersion. The decorative elements are often above the ground floors, so keep your eyes up.

Day 4 Wellington, New Zealand

New Zealand's capital is, arguably, the country's most cosmopolitan metropolis. It's world-class Te Papa Tongarewa-Museum of New Zealand is a don't-miss attraction, and the burgeoning film industry led, of course, by the Lord of the Rings extravaganzas has injected new life into the local arts scene. Attractive and compact enough to be explored easily on foot, Wellington is a booming destination. Modern high-rise buildings gaze over Port Nicholson, surely one of the finest natural anchorages in the world. Known to local Maori as The Great Harbor of Tara, its two massive arms form the jaws of the fish of Maui from Maori legend. Sometimes referred to as the windy city, Wellington has been the seat of New Zealand's government since 1865.

Day 5 Lyttelton, New Zealand

Your initial impression of Christchurch will likely be one of a genteel, green city. Joggers loop through shady Hagley Park, and punters ply the narrow Avon River, which bubbles between banks lined with willows and oaks. With a population approaching 350,000, Christchurch is the largest South Island city, and the second-largest in the country. It is also the forward supply depot for the main U.S. Antarctic base at McMurdo Sound. The face of Christchurch is changing rapidly, fueled by both internal and international immigration. The Maori community, although still below the national average in size, is growing. Ngai Tahu, the main South Island Maori tribe, settled Treaty of Waitangi claims in 1997 and have been investing in tourism ventures. Old wooden bungalows are making way for town houses, the arts scene is flourishing, and the city's university attracts cutting-edge technology companies. In short, there's plenty of fresh energy percolating underneath the English veneer.

Day 6 Dunedin, New Zealand

Clinging to the walls of the natural amphitheater at the west end of Otago Harbour, the South Island's second-largest city is enriched with inspiring nearby seascapes and wildlife. Because Dunedin is a university town, floods of students give the city a vitality far greater than its population of 122,000 might suggest. Its manageable size makes it easy to explore on foot—with the possible exception of Baldwin Street, the world's steepest residential street and home to the annual "gutbuster" race, in which people run up it, and the "Jaffa" race, in which people roll the namesake spherical chocolate candy down it.Dunedin, the Gaelic name for Edinburgh, was founded in 1848 by settlers of the Free Church of Scotland, a breakaway group from the Presbyterian Church. The city's Scottish roots are still visible; you'll find New Zealand's first and only (legal) whisky distillery, a statue of Scottish poet Robert Burns, and more kilts, sporrans, and gillies than you can shake a stick at! The Scottish settlers and local Maori came together in relative peace, but this wasn't true of the European whalers who were here three decades before, as places with names such as Murdering Beach illustrate.Dunedin has always had a reputation for the eccentric. Wearing no shoes and a big beard here marks a man as bohemian rather than destitute, and the residents wouldn't have it any other way. The University of Otago was the country's first university and has been drawing writers ever since its founding in 1871, most notably Janet Frame and the poet James K. Baxter. Dunedin also has a musical heritage, which blossomed into the "Dunedin Sound" of the 1970s and '80s.

Day 10 Hobart, Tasmania, Australia

Straddling the Derwent River at the foot of Mt. Wellington's forested slopes, Hobart was founded as a penal settlement in 1803. It's the second-oldest city in the country after Sydney, and it certainly rivals its mainland counterpart as Australia's most beautiful state capital. Close-set colonial brick-and-sandstone shops and homes line the narrow, quiet streets, creating a genteel setting for this historic city of 215,000. Life revolves around the broad Derwent River port, one of the deepest harbors in the world. Here warehouses that once stored Hobart's major exports of fruit, wool, and corn and products from the city's former whaling fleet still stand alongside the wharf today.Hobart sparkles between Christmas and New Year's—summer Down Under—during the annual Sydney-to-Hobart yacht race. The event dominates conversations among Hobart's citizens, who descend on Constitution Dock to welcome the yachts and join in the boisterous festivities of the crews. The New Year also coincides with the Tastes of Tasmania Festival, when the dockside area comes alive with the best of Tasmanian food and wine on offer in numerous cafés, bars, and waterfront stalls. Otherwise, Hobart is a placid city whose nightlife is largely confined to excellent restaurants, jazz clubs, and the action at the Wrest Point Casino in Sandy Bay.The Hobart Tasmanian Travel and Information Centre hours are weekdays 8:30–5:30 and Saturday 9–5.

Day 12 Melbourne, Victoria, Australia

Consistently rated among the "world's most livable cities" in quality-of-life surveys, Melbourne is built on a coastal plain at the top of the giant horseshoe of Port Phillip Bay. The city center is an orderly grid of streets where the state parliament, banks, multinational corporations, and splendid Victorian buildings that sprang up in the wake of the gold rush now stand. This is Melbourne's heart, which you can explore at a leisurely pace in a couple of days.In Southbank, one of the newer precincts south of the city center, the Southgate development of bars, restaurants, and shops has refocused Melbourne's vision on the Yarra River. Once a blighted stretch of factories and run-down warehouses, the southern bank of the river is now a vibrant, exciting part of the city, and the river itself is finally taking its rightful place in Melbourne's psyche.Just a hop away, Federation Square—with its host of galleries—has become a civic landmark for Melburnians. Stroll along the Esplanade in the suburb of St. Kilda, amble past the elegant houses of East Melbourne, enjoy the shops and cafés in Fitzroy or Carlton, rub shoulders with locals at the Victoria Market, nip into the Windsor for afternoon tea, or rent a canoe at Studley Park to paddle along one of the prettiest stretches of the Yarra—and you may discover Melbourne's soul as well as its heart.

Day 13 Melbourne, Victoria, Australia

Consistently rated among the "world's most livable cities" in quality-of-life surveys, Melbourne is built on a coastal plain at the top of the giant horseshoe of Port Phillip Bay. The city center is an orderly grid of streets where the state parliament, banks, multinational corporations, and splendid Victorian buildings that sprang up in the wake of the gold rush now stand. This is Melbourne's heart, which you can explore at a leisurely pace in a couple of days.In Southbank, one of the newer precincts south of the city center, the Southgate development of bars, restaurants, and shops has refocused Melbourne's vision on the Yarra River. Once a blighted stretch of factories and run-down warehouses, the southern bank of the river is now a vibrant, exciting part of the city, and the river itself is finally taking its rightful place in Melbourne's psyche.Just a hop away, Federation Square—with its host of galleries—has become a civic landmark for Melburnians. Stroll along the Esplanade in the suburb of St. Kilda, amble past the elegant houses of East Melbourne, enjoy the shops and cafés in Fitzroy or Carlton, rub shoulders with locals at the Victoria Market, nip into the Windsor for afternoon tea, or rent a canoe at Studley Park to paddle along one of the prettiest stretches of the Yarra—and you may discover Melbourne's soul as well as its heart.

Day 15 Sydney, New South Wales, Australia

Sydney belongs to the exclusive club of cities that generate excitement. At the end of a marathon flight there's renewed vitality in the cabin as the plane circles the city, where thousands of yachts are suspended on the dark water and the sails of the Opera House glisten in the distance. Blessed with dazzling beaches and a sunny climate, Sydney is among the most beautiful cities on the planet.With 4.6 million people, Sydney is the biggest and most cosmopolitan city in Australia. A wave of immigration from the 1950s has seen the Anglo-Irish immigrants who made up the city's original population joined by Italians, Greeks, Turks, Lebanese, Chinese, Vietnamese, Thais, and Indonesians. This intermingling has created a cultural vibrancy and energy—and a culinary repertoire—that was missing only a generation ago.Sydneysiders embrace their harbor with a passion. Indented with numerous bays and beaches, Sydney Harbour is the presiding icon for the city, and urban Australia. Captain Arthur Phillip, commander of the 11-ship First Fleet, wrote in his diary when he first set eyes on the harbor on January 26, 1788: "We had the satisfaction of finding the finest harbor in the world."Although a visit to Sydney is an essential part of an Australian experience, the city is no more representative of Australia than Los Angeles is of the United States. Sydney has joined the ranks of the great cities whose characters are essentially international. What Sydney offers is style, sophistication, and great looks—an exhilarating prelude to the continent at its back door.