Montego Bay, Jamaica
Do: Explore local craft shops Huts and shacks line the streets of Montego Bay, where a craft market attracts locals and visitors. Merchants hawk items such as rasta hats, paintings, wood carvings, and kitschy t-shirts. Stay: Rose Hall Resort and Spa, a Hilton Resort With modern features, professional service, and a huge on-site water park, this relaxed, beachside golf resort in Montego Bay is more popular with families than rum-chugging partiers. Though the rooms are small, they feature flat-screen TVs, iPod docks, spa-quality bath products, great beds, and a powerful Wi-Fi signal -- all rare luxuries in Jamaica.