
2) Montego Bay, Jamaica
If you want a laid-back place to visit in winter, head to Montego Bay, Jamaica. It’s one of the few Caribbean islands that’s very affordable in the winter season. Hotel accommodations can be as low as $30 per night. You can also find some all-inclusive deals at high quality resorts. The weather is picture perfect and there’s a ton of fun things to do. Take a ride in a glass bottom boat and see the undersea world of tropical fish, beautiful coral and plant life. Or, you can snorkel to get a more up close and personal view of nature underwater. For active fun lovers, there’s just about every water sport imaginable. You can even horseback ride right along the beach. To wind things down, dine outdoors with the most magnificent view of the night sky where the stars look close enough to touch.