As you meander around the walls of historic Fort San Felipe del Morro, you’ll wonder if you’ve somehow booked a vacation to Europe instead of San Juan, Puerto Rico. The kid-friendly charm, the bright colors and the cobblestone streets that bubble with history in Old San Juan create an experience that feels like the best of a trip to Spain and the Caribbean all rolled into one. Save a little spending money to buy a kite your children can fly with local familes on the endlessly beautiful, breezy days. A full day is barely enough to scratch the surface of this city; consider a longer stay at one of San Juan’s kid-friendly hotels to maximize your time here.