Come and explore the second oldest city in the Western Hemisphere. Old San Juan is actually an island connected to the main island by bridges on the eastern side. The oldest section is on the west side and walled in on 3 sides. The historic city is divided into seventeen square blocks. The northern side of the city is uphill and is comprised of the residential area of town. The southern part, or port area (ports 1-4), is the commercial and tourist section that is comprised of shops, piers, and most of the restaurants.

Numerous companies offer Old San Juan city tours. They range from theme-specific tours such as culinary or coffee-lovers’ tours to general history tours. Unfortunately, some are too touristy for our liking. With Iggy’s help and expertise, we offer creative walking tour options that emphasize more of a local and cultural flavor still full of history, food, and yes, “café.” Tours: Insider’s Old San Juan Tour – What is it like to live in Old San Juan? Where do locals eat, shop, and enjoy their “cafecito?” Can I go

Whether you are only in Old San Juan for a few hours or an entire week, these are the sights that you won’t want to miss while you are here. 1. El Morro As one of the first military defenses in the Americas, it brings you back in time and has an amazing view of the entrance to the San Juan bay. Cruise ships entering or leaving port are almost at the same height as the 6th level of the fort. This remarkable Spanish military fortification took almost 250