A Stroll Through Time: Discovering Old San Juan

As someone who spends most of his days chasing waves and basking in the sun, the idea of diving into the rich history of Old San Juan was a refreshing change of pace. I had heard whispers of the Old San Juan Tour and decided it was time to trade my surfboard for a pair of walking shoes. The promise of exploring 500 years of history was too tempting to resist.

The tour kicked off at Plaza Colon, a vibrant square dedicated to Christopher Columbus. The energy was palpable as our guide, Nahomi, greeted us with a warm smile and an infectious enthusiasm that set the tone for the day. Her knowledge of Puerto Rican history was impressive, and her storytelling skills brought the past to life. As we wandered through the cobblestone streets, Nahomi painted vivid pictures of the Spanish colonization, the battles fought, and the cultural evolution that shaped this enchanting city.

Hidden Gems and Refreshing Breaks

One of the highlights of the tour was the strategic breaks Nahomi planned along the way. In the steamy heat of San Juan, these pauses were a welcome relief. We found ourselves in shaded plazas, where we could sit and absorb the stories Nahomi shared. It was during one of these breaks that I discovered a local treat that I won’t soon forget. A serious senora sold frozen, homemade ice in plastic cups from her window, and it was the perfect way to cool down while savoring a taste of local life.

As we continued our journey, we passed by the majestic Castillo de San Cristobal, a testament to the city’s military history. Though we didn’t enter the castle, Nahomi’s detailed descriptions allowed us to imagine the fortifications and the soldiers who once stood guard. Each stop along the tour offered a new perspective, from the Plaza de Armas, where military drills were once conducted, to the serene beauty of the Iglesia de San Jose, a stunning example of Spanish Gothic architecture.

Falling in Love with San Juan

By the time we reached the final stop at Paseo de la Princesa, I was completely captivated by Old San Juan. The European-style promenade, with its lush greenery and historic charm, was the perfect ending to our journey through time. Nahomi’s passion for her city was contagious, and I found myself falling in love with San Juan and Puerto Rico.

This tour was the perfect introduction to the city, offering a comprehensive overview that left me eager to explore more. Whether you’re a history buff or simply looking to experience the vibrant culture of Puerto Rico, the Old San Juan Tour is a must-do. It’s a journey that will leave you with a deeper appreciation for the island’s rich heritage and a longing to return.