Surpassed only by Manila in size, the Philippines’ second city combines colonial architecture and mountainous surrounds with a burgeoning cultural and culinary scene. As the gateway to both Bohol and Cebu Island, Cebu City impresses with chic rooftop bars and intriguing museums.

Metropolitan Manila encompasses six cities and 12 towns. Located on Manila Bay in the South China Sea, and bisected by the Pasig River, the capital of the Philippines is historic and modern, rich and poor. A popular sight is the walled area called Intramuros. The capital during Spanish colonization, Intramuros has retained old dungeons and gunpowder rooms but added art galleries and theaters. The city is filled with museums, shops, parks and churches, plus enough nightlife to last until dawn.

Tagaytay secures its place on most Philippines itineraries with its location above Taal Volcano's active crater. Views of the crater lake and a refreshingly cool climate make the town an enticing destination—not to mention the famously unfinished People's Park in the Sky.

Baguio, perched high in the Cordillera Central Mountains, is a great place to escape the heat of the Philippine lowlands. Camp John Hay, originally built as a recreation area for U.S. soldiers, now is a full-fledged resort complete with a world-class golf course. Definitely stop at the city market, where you can buy almost anything (just be prepared to haggle).

You can eat very well—and very cheaply—in Taipei. The restaurants may not look posh, but the quality of the food is superlative. And there’s a huge variety of restaurants—in addition to local Taiwanese specialties, you’ll find regional cuisines from all over China, as well as great Indian, Japanese and even Italian options. Just make sure to leave some room for snacks—street-vendor food here is addictive.

Delectable dim sum, floating islands, and a one-of-a-kind skyline are just some of Hong Kong’s unique features. Get an eyeful of traditional Chinese architecture in Ngong Ping village, then take the tram to the tippity-top of Victoria Peak for unparalleled views. The rocks and gentle hills of Nan Lian Garden will bring you inner peace, as will a calming cup of tea in a Stanley café. Become one with everything at the Chi Lin Nunnery, a serene Buddhist complex.

The Singapore cityscape looks like it was ripped from the pages of a science fiction comic book. If you’re hungry for a true Singapore experience, sample the myriad street foods or take a cultural cooking class. The Botanic Gardens and the Gardens By the Bay offer a slice of horticultural heaven, and the observation deck of the Sands SkyPark makes you feel like you’re high above the clouds. The banks and walkways along the Singapore River bustle with local activity.