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 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 6 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 8 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 9 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 11 Adelaide, South Australia, Australia

Australians think of Adelaide as a city of churches, but Adelaide has outgrown its reputation as a sleepy country town dotted with cathedrals and spires. The Adelaide of this millennium is infinitely more complex, with a large, multiethnic population and thriving urban art and music scenes supported by a "space activation program" that encourages pop-up shops, markets, performances, street food, mini festivals, art exhibitions, and other "off-the-cuff" experiences in the cities underutilized streets and public spaces.Bright and clean, leafy and beautiful Adelaide is a breeze to explore, with a grid pattern of streets encircled by parkland. The heart of the greenbelt is divided by the meandering River Torrens, which passes the Festival Centre in its prettiest stretch.

Day 12 Kangaroo Island, South Australia, Australia

Kangaroo Island is with 1,740 square miles the third largest island off the coast of Australia. It is 96 miles long and 34 miles wide, and known for its outstanding natural beauty. Due to its remote location, Kangaroo Island was less affected than the mainland by the impact of European development. To this day, the island is rich in diverse flora and fauna seldom found elsewhere. As one of the world's last unspoiled wilderness places, about 30 percent of the island has been designated as National Parks. The most important one is Flinders Chase at the western end of Kangaroo Island, with Seal Bay Conservation Park following close behind. Its large sandy beach and dune area is home to Australian sea lions where they come to rest and nurse their young. Kingscote, formerly known as Queenscliffe, is the largest town on the island and its main supply depot. Tourism is a significant element in the local economy. A mix of attractive small townships, wildlife sanctuaries and fascinating wilderness areas guarantee a steady stream of visitors each year.

Day 13 Port Lincoln, South Australia, Australia

Port Lincoln is the second-largest city on the lower Eyre Peninsula in the Australian state of South Australia. Nestled on the shore of Boston Bay, Australia's largest natural harbour, Port Lincoln opens eastward into Spencer Gulf. Port Lincoln is the largest city in the west coast region, and located approximately 174 miles (280 kilometres) from the capital city of Adelaide. Port Lincoln has a contrasting coastal landscape, ranging from sheltered waters and beaches to surf beaches and rugged oceanic coastline. The Great South Australian Coastal Upwelling System brings cold, nutrient-rich water into nearby waters of the Great Australian Bight and Spencer Gulf. This phenomenon supports lucrative fisheries, including that of the southern bluefin tuna and sardine, making Port Lincoln locally-renowned as the 'Seafood Capital of Australia'. The Eyre Peninsula has been home to Aboriginal people for thousands of years. The Nauo (south-western Eyre), Barngarla (eastern Eyre), Wirangu (north-western Eyre) and Mirning (far-western Eyre) being the predominant original cultural groups present at the time of the arrival of Europeans. Port Lincoln was discovered by Matthew Flinders under his commission by the British Admiralty to chart Australia's unexplored coastline. Flinders dropped anchor in Boston Bay in February 1802, and named the spot Port Lincoln after his native Lincolnshire in England. Port Lincoln was initially considered as the alternative site for the State's capital, but was subsequently rejected by Colonel Light in 1836 in favour of Adelaide; a lack of fresh water supplies was a major determining factor. The first settlers arrived in Port Lincoln in March 1839 aboard the Abeona, the Dorset and the Porter. There is an historic plaque at the First Landing site to commemorate the event. In the years since, Port Lincoln has evolved into one of the nation's biggest combined agricultural, fishing and aquaculture industries, with tourism becoming a major contributor towards the local economy. Port Lincoln offers ample opportunities to explore its unique blend of cultures and storied past. The local culture, traditions and storied past can be experienced during visits to any of Port Lincoln's scenic and informative museums. The Axel Stenross Museum is filled with maritime history, relics and artefacts from windjammer days. The Koppio Smithy National Trust Museum is a vast, Heritage-listed, open-air museum nestled amidst the rolling hills of Koppio, and replete with buildings and artefacts representing the early pioneer heritage of Eyre Peninsula. The Mt. Dutton Bay Woolshed Museum is a Heritage-listed 'working' museum consisting of hundreds of local artefacts depicting the history of Port Lincoln's historic shearing, farming and fishing era. The National Trust 'Mill Cottage' offers visitors a unique opportunity to explore the pioneering life of the Bishop family, one of Port Lincoln's first settlement families, during a visit to their 1866 home. The Railway Museum provides an authentic setting for many of the museum displays, with many internal features still intact from the days when it was an active railway station. Port Lincoln is home to 148,263 acres (60,000 hectares) of national parks, with abundant beaches, local wildlife, flora and fauna, 250 bird species, and breath-taking panoramic vistas of Boston Bay, Spencer Gulf and beyond. Port Lincoln National Park, Coffin Bay National Park and Kellidie Bay Conservation Park are all located nearby, and represent a unique opportunity to explore Port Lincoln's exquisite natural and coastal beauty. Land-based outdoor excursions include bird-watching, scenic walking tours, off-road 4WD excursions and wildlife tours at the Glen-Forest Tourist Park and Wilderness Wanders Adventure Tours, or a relaxing round of golf at the Port Lincoln Golf Club, located 6.2 miles (10 kilometres) from Port Lincoln. The abundant blue waters off Port Lincoln, Boston Bay, Spencer Gulf and the ocean beyond are ideally-suited for aquaculture tours, windsurfing, surfing, snorkelling, scuba-diving, fishing, boating, sailing, swimming with bluefin tuna at Swim with the Tuna, and shark cage-diving and swimming with sea lions, seals, rays, and grouper at Calypso Star Charters and Rodney Fox Shark Expeditions. Due to its compact size, Port Lincoln can be easily explored in just a single day.

Day 16 Esperance, Western Australia, Australia

Day 18 Busselton, Western Australia, Australia

Day 19 Fremantle, Western Australia, Australia

The port city of Fremantle is a jewel in Western Australia's crown, largely because of its colonial architectural heritage and hippy vibe. Freo (as the locals call it) is a city of largely friendly, interesting, and sometimes eccentric residents supportive of busking, street art, and alfresco dining. Like all great port cities, Freo is cosmopolitan, with mariners from all parts of the world strolling the streets—including thousands of U.S. Navy personnel on rest and recreation throughout the year. It's also a good jumping-off point for a day trip to Rottnest Island, where lovely beaches, rocky coves, and unique wallaby-like inhabitants called quokkas set the scene.Modern Fremantle is a far cry from the barren, sandy plain that greeted the first wave of English settlers back in 1829 at the newly constituted Swan River Colony. Most were city dwellers, and after five months at sea in sailing ships they landed on salt-marsh flats that sorely tested their fortitude. Living in tents with packing cases for chairs, they found no edible crops, and the nearest freshwater was a distant 51 km (32 miles)—and a tortuous trip up the waters of the Swan. As a result they soon moved the settlement upriver to the vicinity of present-day Perth.Fremantle remained the principal port, and many attractive limestone buildings were built to service the port traders. Australia's 1987 defense of the America's Cup—held in waters off Fremantle—triggered a major restoration of the colonial streetscapes. In the leafy suburbs nearly every other house is a restored 19th-century gem.