Known as the jewel city of the Caribbean, Cartagena de Indias was the first Spanish colony on the American continent and is filled with historical points of interest—many are even UNESCO World Heritage Sites. In the Old City, the partially walled, famous neighborhood, you'll find narrow streets of colorful ninetieth century Colonial homes, beach-chic shops, and hotels of varying needs. Head to the San Diego and El Centro areas for upscale stays.
For an intimate space, the Tcherassi Hotel + Spa (pictured below), from famed Colombiana designer Silvia Tcherassi, is filled with luxurious, modern decor throughout the Colonial manison-turned-boutique hotel. Attracting Vogue editors and celebs such as Martha Stewart, seven different rooms and suites feature high ceilings and rich wood floors with their own design theme (named after fabrics used in Tcherassi’s fashion collections). Also on-site, four pools (one is private for the multi-level penthouse suite) and a large roof deck, along with Vera, a chic Italian restaurant and lounge with delectable menu options.
Tcherassi has plans to open up a second larger hotel by 2015, but if you want to surround yourself with more travelers now, the year old Casa San Agustin offers 30 luxury rooms and suites, a Latin restaurant and bar, and a large solarium with a great view.