January: St. Barth
Few Caribbean islands can match the sex appeal of swanky St. Barth, which clears out in January after big New Year's celebrations (making it less crowded and more affordable). The French overseas territory is a slice of the Cote d'Azur just a few hours by plane from the East Coast. It's chock-full of fancy, beach-chic resorts (Hotel Le Toiny, Le Sereno, Cheval Blanc St-Barth Isle de France, and Le Guanahani top our list), charming, shop-filled towns like Gustavia, gorgeous swaths of sand (don't miss Flamands Beach), and insane restaurants like Bonito, which guarantee you'll gain a few post-wedding "lbs," but trust us, it's worth it.
Or go to...
Vietnam: This Southeast Asian country is oft-overlooked in favor of Thailand and Cambodia. But it shouldn't be; it has some of the region's most diverse topography—tropical jungles, sun-drenched coasts, chilly mountaintops, cool highlands—and some of its most epic scenery. (The towering, rainforest-covered islands of Ha Long Bay are otherworldly.) No matter what time you visit, there will be one (or more) areas to explore, but the height of winter guarantees overall less humidity. And with the central region's new Four Seasons the Nam Hai and the debut of the Intercontinental Danang Sun Peninsula Resort, set 2,296 feet above a private bay on Monkey Mountain (yes, it's literally called Monkey Mountain), there's even more reason to add Vietnam to your bucket list.