If you're up for another passport stamp this season, Cartagena should definitely be on your radar. "Cartagena is a great destination for families who like to experience a little bit of everything," explains Spagnola. "Beautiful cobblestone streets, historic buildings, breathtaking churches, and cozy plazas. There are very inexpensive bike tours, sightseeing destinations of the San Felipe Fort and the old city walls, La Popa, an extraordinary monastery just outside of the city walls. Nearby are the Rosario Islands, which are part of the national park system, about a 90-minute drive from Cartagena."