Want to make your co-workers insanely jealous? Just casually drop "I’m holiday making in the Maldives this year" into conversation, preferably in the dead of winter. Or better yet, go there without mentioning it to anyone—then send them a "Wish you were here!" postcard.

Perched on Sri Lanka’s southwest coast, Galle wears its history on its sleeve. Windswept beaches and nodding palms surround its colonial-era showpiece, a 16th-century Portuguese-built fort, while the rest of the city is trimmed with Dutch-style houses, quirky shops, whitewashed mansions, and heritage museums.

Your biggest daily decision in Side may be whether to head east or west. The town’s West Beach is closer to hotels, has calm water and fine sand, offers watersports, and is (not surprisingly) popular. If you’re craving a more relaxed day, though, head in the opposite direction. The East Beach is a bit rockier, but it’s less crowded—you’ll find the locals here.

The sapphire waters of Cephalonia are steeped with history. The large Greek island was home to Odysseus, the legendary king hailed in Homer’s The Odyssey. Fortunately, it won’t take you ten years to get there. Explore the enchanting caverns of the Drogarati caves, sail to Ithaca on a glass-bottomed boat or marvel at the ancient artifacts inside the Archaeological Museum of Argostoli, Cephalonia’s main town. Or just hide from it all at one of the island’s many private beach coves.

Welcoming, tolerant Gran Canaria offers a little something for everyone. Families flock to the water parks and beaches of Puerto Rico. Those seeking peaceful escape scamper to Mogan's quiet fishing villages. Gay visitors crowd the bars, restaurants and beaches of Playa del Ingles. Urban attractions are on offer in Las Palmas. Three highways open up the island for those with a rental car or a bus schedule. Prime sites to visit include Iglesia de San Juan Bautista de Arucas and Palmalitos zoo park.

Thermal pools are Caldas Novas’ cure-all and starring attraction, but the resort town’s charms go beyond hot, mineral-rich water. Add pretty parks, sunshine, and Corumbá Lake, and you’ve got one of central Brazil’s most relaxing places.