Cebu is one of the Philippines’ most dynamic islands, with coral reefs fringing the coast, mountain ridgelines shaping the interior, and city life moving with busy purpose. As the country’s primary trading hub, Cebu City’s energy is palpable; street food stalls sizzle, students spill out onto university plazas, and cafés and galleries reflect a growing creative scene. The city is dotted with 16th-century landmarks, including the must-see Basilica Minore del Santo Niño, home to Magellan’s Cross, and the triangular Fort San Pedro, today a garden and museum.

Feel the quiet strength of a proud, island-born Japan in Naha. Located over 950 miles southwest of Tokyo, on Okinawa’s southern coast, Naha is the cultural heart of the Ryukyu Islands, and once the royal seat of the Ryukyu Kingdom. A morning walk will take you to the vermilion gates of Shurijo Castle, originally built in the 14th century and recently restored, then shop for hand-dyed bingata—a textile once reserved for royalty, still used in ceremonial kimono. Traditional izakayas line the streets, so step into their shade to sip awamori, a distilled rice spirit unique to the region.

Set on the sun-drenched western edge of Hawaiʻi Island, Kona’s coast is a study in contrasts. Black lava fields stretch to white-sand beaches, and coffee groves climb the green slopes of Hualālai volcano. In the highlands, Kona’s famous crop reigns supreme; family-run farms handpick beans from trees rooted in volcanic soil. Head to a roastery for a tasting, or sample local cacao and vanilla—crops grown nowhere else in the U.S. Back at sea level, the story is equally as vivid.

Set on the Big Island’s rain-nourished eastern side, Hilo rewards those who follow its pace—gentle, grounded, and unexpectedly powerful. The town is visually striking; look one way to see rainforest and waterfalls, the other to spy the snow-dusted peak of Mauna Kea, Hawaiʻi’s sacred mountain. Begin the day with a stroll along the bayfront into downtown, browsing family-run shops and artist studios that carry on living traditions such as carving wood and beating kapa.

Kahului sits on storied ground, shaped by centuries of movement, trade, and transformation. Set on Maui’s northern coast, between Haleakalā and the West Maui Mountains, the region holds deep cultural significance, as it was here, in 1790, that King Kamehameha’s forces defeated Maui’s warriors in a pivotal step toward unifying the islands. Nature is especially generous in this part of Maui. Head inland to ʻĪao Valley State Park, where hiking trails wind through the rainforest for sensational views of the ʻĪao Needle, a 1,200-foot spire that rises dramatically through the mist.