Old San Juan, Puerto Rico 2-Day Walking Itinerary
Old San Juan, Puerto Rico 2-Day Walking Itinerary
Old San Juan, Puerto Rico 2-Day Walking Itinerary

Renee Hundt

Old San Juan, Puerto Rico 2-Day Walking Itinerary

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Whether you've been in the heart of Old San Juan, Puerto Rico before or this is your first visit, you'll want to check out this itinerary that will walk you through one of the most amazing historic U.S. Territories on earth. Young couples, newlyweds, families of all sizes, retired, or cruisers that frequent Old San Juan's port, this "Island of Enchantment" will leave you with a wealth of history and an expanse of intriguing sites and scenes to explore and discover.

Old San Juan is the oldest settlement within Puerto Rico and is a small, narrow island united to the mainland of Puerto Rico by three (3) bridges. The island is 100 miles by 35 miles and is home to its 4 million residents. The local culture shines through the vibrant colors, cobblestone streets, marvelous balconies, and incredible restaurants and delis with authentic Puerto Rican cuisines.

Old San Juan is a walking community so you can avoid the trolley (a free option to getting around) wait by packing good walking shoes and bottled water before heading out. You will be hiking some hilly, narrow, blue cobblestone streets while viewing the many flat-roofed brick and stone buildings with amazing balconies and front doors. You'll see some of the "usual" attractions that are outlined in the typical guidebook, but my itinerary will also take you to some of the more uncommon sites to see while experiencing the culture first hand.

This itinerary will assist you in keeping busy for two (2) days in Old San Juan and is perfect for the cruising community that decides to spend a couple of nights in San Juan before or after their southern Caribbean cruise.

FACT: Population is approximately 421,326 and the port is one of the busiest in the Caribbean.

NOTE: The times outlined for the next two days are just recommendations, you can adjust as much as you'd like to take in other factors of enjoying Puerto Rico, i.e. all the fun little shops up and down the streets.