Embark on a quick and engaging private tour of Old San Juan in Puerto Rico. Explore historic landmarks, experience expert storytelling, and indulge in a rum distillery tour and cocktail.
Embark on a quick and engaging private tour of Old San Juan in Puerto Rico. Explore historic landmarks, experience expert storytelling, and indulge in a rum distillery tour and cocktail.
- The Spa at Condado Vanderbilt - Discover the first luxury hotel south of the nation’s border, once the Vanderbilt family’s winter retreat.
- Parque Luis Munoz Rivera - Explore the history of the only park on San Juan Island.
- Plaza Colon - Uncover the story of the square that served as the welcoming area behind the old city’s wall, and…
- The Spa at Condado Vanderbilt - Discover the first luxury hotel south of the nation’s border, once the Vanderbilt family’s winter retreat.
- Parque Luis Munoz Rivera - Explore the history of the only park on San Juan Island.
- Plaza Colon - Uncover the story of the square that served as the welcoming area behind the old city’s wall, and learn how the area has evolved.
- Castillo de San Cristobal - Discover the largest colonial fort ever built in the New World and its role in defending San Juan during the city’s largest attack. Explore its surroundings and capture a photo by one of its Garitas.
- Abraham Lincoln Statue - Learn about the first elementary school built by the USA and Abraham Lincoln’s significance to Puerto Ricans.
- Cuartel de Ballaja - Discover the building used by Spain and later the USA as infantry quarters.
- Ballaja Sculpture - Appreciate the significance of this remarkable sculpture.
- Santa Maria Magdalena de Pazzis Cemetery - Explore the unique aspects of this cemetery.
- Iglesia de San Jose - Visit the 4th oldest church in the Americas and the second oldest in the nation. Step inside this gem, restored to its original glory and reopened in 2021.
- Castillo San Felipe del Morro - Discover the oldest fort in the Americas, which protected the city until WWII. Walk along the walls and capture unique photos as you uncover its secrets.
- Juan Ponce de Leon Statue - Learn about the first governor and his journey from Puerto Rico to Florida, where he ultimately passed away.
- Catedral Basilica Menor de San Juan Bautista - Visit the second oldest church in the Americas and the nation’s oldest. Inside, discover Ponce de Leon’s grave and the Altar de La Patria, resting place of the first bishop and emissary to the Spanish courts.
- La Rogativa - Discover the history of the most significant monument, known as “the miracle of San Juan.”
- Monumento Don Juan de Amezouita y Quixano - Learn about the first monument in the Americas and its importance.
- La Puerta de San Juan - Explore the history, significance, and fun facts of the city’s main entrance.
- La Fortaleza - Palacio de Santa Catalina - Discover the history of the oldest executive mansion still in use in the Americas.
- Calle de la Fortaleza - Find the best spots for unique souvenirs and the birthplace of the state drink: the Piña Colada!
- Plaza de Armas - Learn about the history of today’s city square.
- San Juan City Hall - Discover fun facts about the city hall’s history.
- Departamento de Estado de Puerto Rico - Explore how this building has housed many powerful institutions over the last 350 years.
- Jose V. Toledo Federal Building and United States Courthouse - Learn about the southern quarters of the old city and why the USA built their main buildings there.
- Paseo de la Princesa - Discover how this walkway got its name and see the last remnants of the south side wall.
- Casa de Espana - Uncover the history of this historic building.
- Puerto Rico Police Memorial Monument - Visit this significant monument, part of the Presidents Walkway area.
- Paseo de los Presidentes - Learn about the nine presidents who have visited and why they are honored in this walkway.
- Capilla del Santo Cristo de la Salud - Discover the history of this famous landmark.
- La Rogativa - Learn about what locals call the miracle of San Juan.
- Bastion de San Antonio - Walk along this part of the wall on your way to El Morro.
- Bastion de Santa Elena - See the defense point in the south wall between El Morro and La Fortaleza.
- Pinones - Experience another side of Puerto Rico by visiting the African Heritage area. Learn about its history and challenges while enjoying an African-Taino-Spaniard infused food tasting.
- Ron del Barrilito Visitor Center - Visit the finest rum distillery to learn about its origins and heritage on their historic tour, and enjoy a complimentary cocktail from their exclusive seasonal collection.

- Bottled water
- Private transportation in Mercedes SUV or Minivan, or 14 seat High Roof Custom Ford Transit
- In-vehicle air conditioning
- Bottled water
- Private transportation in Mercedes SUV or Minivan, or 14 seat High Roof Custom Ford Transit
- In-vehicle air conditioning
- Gratuities
- Gratuities
Discover the ultimate adventure in Old San Juan with a meticulously designed sightseeing and walking tour that covers the city’s 90 most significant landmarks. While exploring on foot could take at least 8 hours, our tour offers flexibility with options of 2, 3, 4 hours, or even a full day. Enjoy the journey in our premium vehicles, providing a haven of…
Discover the ultimate adventure in Old San Juan with a meticulously designed sightseeing and walking tour that covers the city’s 90 most significant landmarks. While exploring on foot could take at least 8 hours, our tour offers flexibility with options of 2, 3, 4 hours, or even a full day. Enjoy the journey in our premium vehicles, providing a haven of cool comfort, allowing you to avoid the tropical sun and unexpected rain showers. Experience Old San Juan effortlessly, navigating the historic hills without strain, so your energy is saved for enjoyment and exploration.
Led by a guide who is an expert in the city’s rich history, you will be taken through Old San Juan’s historic streets and facades, uncovering the hidden stories behind each notable site.
Enhance your experience by choosing options that include Puerto Rico’s renowned rum distillery, Barrilito, our African Heritage Village, the Rainforest, or all of these for the ultimate full-day San Juan adventure.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.