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Old San JuanWalking Tour

Quick Details

Passengers

1+

Availability

Monday, Wednesday, Friday

Duration

4 Hours

Location

Old San Juan, Puerto Rico

Get ready to explore the oldest city in the US territory by joining our Old San Juan walking tour. With round-trip transportation included, you will begin by driving to the northern part of the Old City and learning about the capital building, the statue of our patron saint of Puerto Rico (San Juan Bautista) and the forts (please note that this tour does NOT include a visit inside the forts).

Once you arrive at our destination, you will begin to walk for about 2.5 hours and stop at the following sites:

  • Paseo de la Princesa

  • Puerta de San Juan

  • El Convento Hotel

  • San Juan Cathedral

  • Governor’s Mansion

  • Capilla del Cristo

  • Barrachina

  • Plaza de Armas

Not Included:

  • A visit inside the El Morro and San Cristobal Forts

  • Lunch

  • Shopping time

A Historical Stroll Through the Heart of Old San Juan

Old San Juan, the historical colonial section of San Juan, Puerto Rico, is a captivating blend of history, culture, and picturesque beauty. This charming district boasts of cobblestone streets, vibrant buildings, and historical fortresses. Join us as we embark on an enriching walking tour through some of Old San Juan's most iconic landmarks, starting with the Paseo de la Princesa and culminating at the Plaza de Armas.

Paseo de la Princesa

  • Address: Paseo de la Princesa, San Juan, 00901, Puerto Rico

  • Let’s kick off our adventure with a serene walk along Paseo de la Princesa. This 19th-century promenade is lined with towering trees, gardens, and colonial-era lamps, creating a fairy tale ambiance. Enjoy the evening breeze and watch street performers, while savoring local delicacies from vendors along the way.

Puerta de San Juan

  • Address: Calle Caleta de San Juan, San Juan, 00901, Puerto Rico

  • A short walk from Paseo de la Princesa is Puerta de San Juan, the grand entrance gate to the fortified city. Dating back to the 1630s, this gateway was once used to safeguard the city from pirates and invaders. Step through and feel the whispers of history.

El Convento Hotel

  • Address: 100 Cristo St, San Juan, 00901, Puerto Rico

  • Next, visit the enchanting El Convento Hotel, a former convent that is now a luxury boutique hotel. With its Spanish colonial architecture, courtyards, and antique furnishings, El Convento beautifully encapsulates Old San Juan's charm. You might want to stop here for a refreshing drink or a sumptuous meal.

 

San Juan Cathedral

  • Address: 151 Calle Cristo, San Juan, 00901, Puerto Rico

  • Just steps away from El Convento Hotel is the San Juan Cathedral. This Roman Catholic Cathedral is one of the oldest buildings in San Juan and houses the tomb of the Spanish explorer Juan Ponce de León. Take in the architectural magnificence and the peaceful atmosphere within its walls.

Governor’s Mansion (La Fortaleza)

  • Address: Calle Fortaleza, San Juan, 00901, Puerto Rico

  • Continue to La Fortaleza, or The Governor’s Mansion. Built in the 16th century, it is the oldest executive mansion in continuous use in the New World. The blue-hued façade and stunning gardens make it a must-see.

Capilla del Cristo (Chapel of Christ)

  • Address: Calle Cristo, San Juan, 00901, Puerto Rico

  • Stroll down to the end of Calle Cristo to find Capilla del Cristo, a small chapel with a rich history. Legend says that it was built as a tribute after a miracle occurred here, saving a man's life. This chapel is an architectural gem and offers an incredible view of the ocean.

Barrachina

  • Address: 104 Calle Fortaleza, San Juan, 00901, Puerto Rico

  • Hungry? Time to visit Barrachina, the birthplace of Piña Colada. Offering a combination of Spanish and local cuisine, it's the perfect spot to relax and enjoy the tantalizing flavors of Puerto Rico.

Plaza de Armas

  • Address: Calle San José, San Juan, 00901, Puerto Rico

  • Finally, we arrive at Plaza de Armas, one of the main squares in San Juan. Surrounded by trees and adorned with fountains and sculptures, it’s a hub of activity. Here you can observe the day-to

Embark on a Timeless Adventure: Old San Juan Walking Tours

Delve into the heart of Puerto Rico's rich history with an unforgettable journey through Old San Juan. These walking tours offer an unparalleled opportunity to explore the cobblestone streets, vibrant facades, and historical landmarks that have stood the test of time. From the enchanting Paseo de la Princesa to the legendary Barrachina, every corner of Old San Juan teems with stories of the past, waiting to captivate the imagination of travelers from around the globe.

Paseo de la Princesa: A Stroll Through History

Begin your San Juan walking tour with a visit to the Paseo de la Princesa, a 19th-century promenade that wraps around the southern tip of Old San Juan. This majestic walkway, adorned with lush gardens, fountains, and statues, offers breathtaking views of the San Juan Bay and is a testament to the city's colonial elegance. The promenade is also home to the Raíces Fountain, a magnificent sculpture that celebrates Puerto Rico's rich cultural heritage.

Puerta de San Juan: Gateway to the Past

No Old San Juan walking tour is complete without passing through the iconic Puerta de San Juan. This historic gate, built in the 16th century, was once the main entrance to the city and played a crucial role in protecting it from invaders. Walking through this grand entrance, visitors can almost hear the footsteps of Spanish conquistadors and imagine the bustling life within the city walls during the colonial era.

El Convento Hotel: From Sacred to Sumptuous

Discover the captivating transformation of El Convento Hotel, originally a Carmelite convent established in the 1650s. This architectural marvel has evolved from a place of spiritual solace to one of Old San Juan's most luxurious accommodations, all while preserving its historical charm. A visit to El Convento offers a unique glimpse into the city's religious history intertwined with modern elegance.

San Juan Cathedral: A Sanctuary of Heritage

The San Juan Cathedral, or Catedral de San Juan Bautista, stands as one of the oldest buildings in San Juan and is a cornerstone of the city's religious history. Dating back to the 1520s, this cathedral houses the tomb of Spanish explorer Juan Ponce de León and the revered relic of San Pio, a Roman martyr, making it a significant site for both history buffs and the faithful.

 

Governor’s Mansion: Power and Prestige

La Fortaleza, the official residence of the Governor of Puerto Rico, represents over five centuries of political history. Originally constructed to defend the city from attacks, it now serves as a symbol of the island's resilience and evolution. Its strategic location offers stunning views of the bay, emphasizing the mansion's role in overseeing the protection and governance of Puerto Rico.

Capilla del Cristo: Miracles and Mysteries

The story of Capilla del Cristo is steeped in legend and mystery. This small yet significant chapel was erected to commemorate a miraculous event where, according to lore, divine intervention saved a horse and rider from certain doom. Its location at the end of Calle del Cristo offers a serene space for reflection amidst the bustling city.

Barrachina: Culinary Chronicles

A visit to Barrachina is a must for any food enthusiast on a San Juan walking tour. Known as the "birthplace of the piña colada," this restaurant not only serves up delicious local cuisine but also immerses visitors in the island's culinary traditions. The charming courtyard and vibrant atmosphere make it the perfect spot to relax and enjoy the flavors of Puerto Rico.

 

Plaza de Armas: The Heart of Old San Juan

As the main square of Old San Juan, Plaza de Armas has been a central gathering place for centuries. Surrounded by historic buildings and shaded by lush trees, it's a hub of activity and a window into the daily life of the city's past and present. The square's four statues, symbolizing the four seasons, add an artistic touch to its historical significance.

 

A Journey Through Time

Old San Juan walking tours offer more than just a glimpse into Puerto Rico's past; they invite you to walk in the footsteps of history, to experience the legacy of centuries, and to discover the enduring spirit of this enchanting city. Each landmark tells a story, each cobblestone holds a secret, and every turn reveals a new chapter of the island's rich heritage. Whether you're a history enthusiast, a culture seeker, or simply in search of beauty, Old San Juan awaits with open arms and countless tales. Embark on this timeless adventure and let the history of Puerto Rico unfold before your eyes.

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