The seaside town of Russell is one of the most popular destinations in New Zealand’s Bay of Islands. The area teems with a mash-up of indigenous and European history, evident in its architecture and historic sites. Sail around the bay on a chartered yacht or iconic tall ship or explore the multiple personalities of The Gables 1847, which has served as a bakery, bordello and shelter for AWOL sailors on the lam.

Margaret River is both a region and a bustling market town famed for its wine, incredible surfing, gorgeous coastline, multi-chambered caves and mysterious karri (eucalyptus) forests. Award-winning Cabernet Sauvignon, Shiraz and Semillon vintages are produced at the area’s more than 200 vineyards. The annual Margaret River Wine Region Festival is a vintner’s paradise, attracting gourmet enthusiasts from around the globe.

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.

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.