City Tour of Old San Juan

Price from:$50.00

The experience


Welcome to a captivating journey through the enchanting streets of Old San Juan, where history and culture converge to create an unforgettable experience. As you embark on this guided tour, you will find yourself immersed in the rich tapestry of Puerto Rico’s capital city, a UNESCO World Heritage Site that boasts a unique blend of colonial charm and Caribbean vibrancy.

The knowledgeable guide will lead you through the cobblestone streets, providing fascinating insights into the city’s 500-year-old history. The colorful Spanish colonial architecture, adorned with intricate wrought-iron balconies and bougainvillea-draped walls, serves as a picturesque backdrop to the tales of conquistadors, pirates, and centuries of vibrant local life.

Wander through the narrow, winding streets of Old San Juan, each corner revealing a new facet of the city’s past. Marvel at the imposing Castillo San Felipe del Morro, a fortress that has stood sentinel over the city since the 16th century. Feel the ocean breeze as you stroll along the ancient city walls, offering panoramic views of the azure Atlantic Ocean.

The tour takes you to the heart of the city’s cultural and religious heritage with visits to the Cathedral of San Juan Bautista and the Chapel of Christ the Savior. Discover the spiritual significance and architectural beauty of these historic sites, and learn about the melding of indigenous, Spanish, and African influences that shaped Puerto Rico’s unique identity.

As you traverse the vibrant neighborhoods, soak in the lively atmosphere of Plaza de Armas, the central square where locals gather and festivities come to life. Explore the charming shops and art galleries, where local artisans showcase their talents, and savor the aromas of traditional Puerto Rican cuisine wafting from the local eateries.

This tour is not just a journey through time but a celebration of the resilience and spirit of the people of Old San Juan. Whether you’re captivated by the historic landmarks, the vibrant street art, or the rhythmic beats of salsa echoing through the streets, this exploration promises a deep connection with the soul of this enchanting city. As the sun sets over the Atlantic, leaving the sky ablaze with colors, you’ll carry with you the indelible memories of Old San Juan’s timeless beauty and cultural richness.



Enjoy a nice walking tour through Old San Juan, the second oldest city in America and the oldest in the U.S.A. For centuries, the city of Old San Juan was an important military base surrounded by fortifications and walls. This tour invites you to see San Juan through a local’s perspective, learn the history of the forts, walk through the colonial houses, and enjoy the eternal summer of the island and feel the essence and the truth of Puerto Rico. 


You will:

  • Gain insights into the 500-year-old history of Old San Juan
  • Explore the distinctive Spanish colonial architecture
  • Discover the stories of conquistadors and pirates as you marvel at the formidable Castillo San Felipe del Morro
  • Learn about the blending of indigenous, Spanish, and African influences that have shaped the unique identity of Puerto Rico
  • Appreciate the local art scene by visiting charming shops and galleries


Additional Information:

  • For Wyndham Guest: Need Transportation from the resort to the Old City has an additional cost.
  • Comfortable Footwear:Wear comfortable shoes suitable for walking on cobblestone streets and exploring various historical sites.
  • Sun Protection: Bring sunscreen, a hat, and sunglasses, as you’ll be exposed to the sun while traversing the streets and open areas.
  • Hydration: Stay hydrated, especially if you’re exploring during the warmer parts of the day. Consider bringing a water bottle.
  • Camera/Smartphone: Capture the picturesque landscapes, architecture, and vibrant street life by having a camera or smartphone with you.
  • Curiosity: Come with an open mind and a curious spirit, ready to absorb the rich history and cultural tapestry of Old San Juan.
  • The tour lasts approx. 3.5 hour



**Join us for an immersive journey through the captivating streets of Old San Juan, where history and culture intertwine, offering a unique blend of colonial charm, Caribbean vibrancy, and a 500-year-old tapestry that unveils tales of conquistadors, pirates, and the resilient spirit of the people, ensuring an unforgettable exploration of Puerto Rico’s timeless beauty and cultural richness.**