Day 1 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.

Day 5 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 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 8 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 9 Port Chalmers, New Zealand

European whaling ships first called at Otago Province during the early decades of the 1800s, yielding a mixed response from the native Maori. In 1848 Dunedin was settled, and by the mid-1860s the city was the economic hub of the Otago gold rush. Dunedin's historical wealth endures in such institutions as the University of Otago, the oldest in the country. But if any region can bring out the bird-watcher in you, this is it; the area is home to the Royal Albatross and yellow-eyed penguins.

Day 10 Fiordland National Park, New Zealand

Day 13 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 16 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 20 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.

Day 24 Kimberley Coast, Western Australia, Australia

Day 26 Darwin, Northern Territory, Australia

Darwin is Australia's most colorful, and exotic, capital city. Surrounded on three sides by the turquoise waters of the Timor Sea, the streets are lined with tropical flowers and trees. Warm and dry in winter, hot and steamy in summer, it's a relaxed and casual place, as well as a beguiling blend of tropical frontier outpost and Outback hardiness. Thanks to its close proximity to Southeast Asia and its multicultural population it also seems more like Asia than the rest of Australia. Darwin is a city that has always had to fight for its survival. The seductiveness of contemporary Darwin lifestyles belies a history of failed attempts that date from 1824 when Europeans attempted to establish an enclave in this harsh, unyielding climate. The original 1869 settlement, called Palmerston, was built on a parcel of mangrove wetlands and scrub forest that had changed little in 15 million years. It was not until 1911, after it had already weathered the disastrous cyclones of 1878, 1882, and 1897, that the town was named after the scientist who had visited Australia's shores aboard the Beagle in 1839. During World War II it was bombed more than 60 times, as the harbor full of warships was a prime target for the Japanese war planes. Then, on the night of Christmas Eve 1974, the city was almost completely destroyed by Cyclone Tracy, Australia's greatest natural disaster. It's a tribute to those who stayed and to those who have come to live here after Tracy that the rebuilt city now thrives as an administrative and commercial center for northern Australia. Old Darwin has been replaced by something of an edifice complex—such buildings as Parliament House and the Supreme Court all seem very grand for such a small city, especially one that prides itself on its casual, outdoor-centric lifestyle. Today Darwin is the best place from which to explore Australia's Top End, with its wonders of Kakadu and the Kimberley region.

Day 29 Benoa, Bali, Indonesia

Bali really is as alluring as everyone says. This island, slightly bigger than Delaware, has it all: beaches, volcanoes, terraced rice fields, forests, renowned resorts, surfing, golf, and world-class dive sites. But what sets Bali apart from other nearby tropical destinations is Balinese tradition, and villagers dedicated to celebrating it. The hundreds of temples, dances, rituals, and crafts linked to their ancient Hindu faith aren't a show for tourists, but a living, breathing culture in which visitors are warmly received by the Balinese, who cherish their own identities.

Day 30 Lombok, Indonesia

Day 33 Singapore, Singapore

The main island of Singapore is shaped like a flattened diamond, 42 km (26 miles) east to west and 23 km (14 miles) north to south. Near the northern peak is the causeway leading to West Malaysia—Kuala Lumpur is less than four hours away by car. It is at the southern foot where you will find most of the city-state's action, with its gleaming office towers, working docks, and futuristic "supertrees," which are solar-powered and serve as vertical gardens. Offshore are Sentosa and over 60 smaller islands, most uninhabited, that serve as bases for oil refining or as playgrounds and beach escapes from the city. To the east is Changi International Airport, connected to the city by metro, bus, and a tree-lined parkway. Of the island's total land area, more than half is built up, with the balance made up of parkland, farmland, plantations, swamp areas, and rain forest. Well-paved roads connect all parts of the island, and Singapore city has an excellent, and constantly expanding, public transportation system. The heart of Singapore's history and its modern wealth are in and around the Central Business District. The area includes the skyscrapers in the Central Business District, the 19th-century Raffles Hotel, the convention centers of Marina Square, on up to the top of Ft. Canning. Although most of old Singapore has been knocked down to make way for the modern city, most colonial landmarks have been preserved in the CBD, including early-19th-century buildings designed by the Irish architect George Coleman.