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Private Walking Tour of Old San Juan

From $25.00/person to $200.00/person (Select "Individuals" below) Price varies based on number of individuals in your group
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Tour Details
Tour Details

Private Walking Tour of Old San Juan

Departing from the harbor area in Old San Juan, your local PRIVATE guide will take you on a walking tour west along the Paseo de la Princesa (Princess Promenade), to the La Fortaleza, which is currently the official residence of the Governor of Puerto Rico. From outside, your guide will tell you the history of this UNESCO World Heritage Site that spans more than 450 years.

You will also see the San Juan Gate, built in 1520 to guard the city from the harbor, as you make your way to Castillo San Felipe del Morro (El Morro). From the large lawn in front of the fort, your guide will tell of the building of the fort beginning in 1539, and parts of its interesting history up through when it became a World Heritage Site.

You will walk to the Ballaja Barracks, built by the Spanish militia as housing in 1864; it also saw use in the Spanish-American War and as a hospital in World War II. Today, it houses several educational and cultural organizations including a museum.

Next, you will view the San Jose Church, one of the earliest surviving examples of 16th-century Spanish Gothic architecture in the Western Hemisphere. The church took over 200 years to be finished, starting in 1532. Juan Ponce de Leon, the first governor of Puerto Rico, was originally buried in the church until he was moved in 1836 to the cathedral.

As you stroll down Cristo, you will see a glimpse of Casa Blanca, the White House that was the home built by the Ponce de Leon family in 1521. It is one of the oldest remaining monuments in San Juan. Contrary to popular belief, Juan Ponce de Leon never lived here, although his family did for more than 250 years. A stop will be made at El Convento Hotel for a break. The hotel was once a convent.

After the break, you will visit the Cathedral of San Juan Bautista. Construction began in 1521, making it one of the oldest buildings in San Juan, and the second-oldest cathedral in the Americas. From here, you will walk along San Francisco Street to Plaza de Colon (Columbus Square). This popular square was originally called St. James Square, but was renamed in 1893 to honor Christopher Columbus on the occasion of the 400th anniversary of his discovery of Puerto Rico. A massive statue is dedicated to the explorer, and bronze plaques chronicle his life and achievements. Your walking tour ends here, adjacent to shopping, the cruise piers and Castillo de San Cristobal. Your guide will answer any questions you have about additional sightseeing, dining or shopping before leaving you.

Please note: Tour operates in all weather. Please dress accordingly. Tour does not make inside visits to any forts.

Shore Excursion Size
Shore Excursion Type
Scenic, Cultural
Shore Excursion Duration
2 Hours
Activity Level
Shore Excursion Leaves From
Across the street from the Old Town ship pier (details will be provided when this excursion is booked).
Food/Beverage Provided
Comfortable clothing and sensible, rubber-soled walking shoes are recommended. Sun glasses and sunscreen are also suggested.
Guests must be in good physical condition, able to walk for approximately 2 hours with stops along the way over paved and cobblestone surfaces. The Old Town is on a hill and there are several inclines to climb,
5 Stars5Based On 21 Reviews Review This Tour
5 StarsWalking tour of Old San JuanDecember 19, 2019

Reviewer: Ana Maria
We had an awesome guide. She was very knowledgeable and fun. She made our trip to San Juanspecial.

5 StarsFabulous excursionJuly 24, 2019

Reviewer: Carole Brown
This tour was fabulous! We had an age range from 10-85 in our group. Our tour guide was very knowledgeable and she kept it exciting for all ages. This was by far our favorite excursion on our trip!

5 StarsLoved our guide MargaritaJune 16, 2019

Reviewer: Tracy Prostko
Margarita gave our group of 6 a wonderful tour of old SJ. It was so interesting to hear from a native Puerto Rican all about the city, but also about current events and everyday living in PR. Very glad we did this tour, one of the highlights of our stay on the island.

5 StarsInformativeDecember 13, 2018

Reviewer: Jeffrey Ant
We really enjoyed the small group experience of walking Old San Juan. Our guide showed us a lot of smaller areas and was very knowledgeable about the history.

5 StarsBeautiful CitySeptember 17, 2018

Reviewer: Nancy Millar Patton
We recently visited San Juan for a couple days before we took off on a cruise. We booked an excursion through Shore Excursions Group and were pleasantly surprised when we arrived for our tour of Old San Juan that we were the only ones going! We had a lovely tour guide by the name of Lola who was so fun, energetic and gave us a wonderful tour of the city with lots of interesting history about the island and it's people. Lola took us to some off-the-beaten path places that made the walk even more fun and interesting. It's a beautiful place. If you book a tour, hopefully Lola will still be there - you should ask for her.

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