3. Oahu, Hawaii
Honolulu is right on Oahu, making the island awesomely accessible for a winter break. Winter’s when you’ll want to check out Oahu’s legendary North Shore, where big wave surfing happens between November and February. Catch a surfing festival, eat at the North Shore’s food trucks, and drive down the coast to Waikiki and the calmer beaches where you can simply kick back and chill.