Discover Old San Juan’s hidden gems with a private tour. Explore forts, plazas, and cafes at your own pace. Feel like a local.
Discover Old San Juan’s hidden gems with a private tour. Explore forts, plazas, and cafes at your own pace. Feel like a local.
- Old San Juan - A delightful city tour awaits.
- Plaza Colon - Located at the entrance of Old San Juan, featuring a statue of Christopher Columbus.
- Castillo de San Cristobal - Truly impressive! The largest fort in the hemisphere, offering exploration of hidden secrets like tunnels, dungeons, military strategies, and more.
- La Perla -…
- Old San Juan - A delightful city tour awaits.
- Plaza Colon - Located at the entrance of Old San Juan, featuring a statue of Christopher Columbus.
- Castillo de San Cristobal - Truly impressive! The largest fort in the hemisphere, offering exploration of hidden secrets like tunnels, dungeons, military strategies, and more.
- La Perla - A fascinating community outside the city walls, known for the “Despacito” video. We’ll view it from above.
- Plaza del Quinto Centenario - Built in 1992 to commemorate the 500th anniversary of the encounter between two worlds. A perfect spot for photos.
- Tótem Telúrico - An intriguing monument honoring prehistoric ancestors.
- Iglesia de San Jose - Built in 1532, one of the oldest churches in the hemisphere, recently restored. Let us know if you’d like to see the interior.
- Plaza de San Jose - Features a statue of Juan Ponce de Leon.
- Calle del Cristo - One of the first paved streets in the hemisphere, part of Old San Juan’s shopping district, and home to significant historic buildings.
- Catedral Basilica Menor de San Juan Bautista - The oldest cathedral in the hemisphere, built in 1521. It houses the remains of Juan Ponce de Leon, our first Governor, and our landlady. Let us know if you’d like to go inside.
- Hotel El Convento - Originally a convent for nuns in 1652, now a luxurious hotel. Let us know if you’d like to visit inside.
- La Puerta de San Juan - Once the main entrance to the city and the hemisphere.
- La Rogativa - A monument honoring the women who repelled the British invasion of 1797.
- Save A Gato - A cat sanctuary with over 250 cats.
- Capilla del Santo Cristo de la Salud - A chapel commemorating a miracle from 1753.
- La Fortaleza - Palacio de Santa Catalina - The oldest executive mansion in the hemisphere, still in use.
- Calle del Cristo - Known as “Umbrella Street,” a popular photo spot where the First Lady often hangs umbrellas.
- Plaza de Armas - The main town square.
- Casa Alcaldía de San Juan - San Juan City Hall.
- Departamento de Estado de Puerto Rico - Puerto Rico State Department.

- Certified professional and local guide
- Certified professional and local guide
- Food and drinks
- Gratuities
- Food and drinks
- Gratuities
Discover San Juan in the most enriching way possible with a private tour. Tailor the experience to your interests and delve into the rich history and hidden stories of this remarkable destination. Explore the forts, churches, plazas, cafes, museums, and local flora and fauna. This isn’t a typical lecture; it’s more like spending time with a…
Discover San Juan in the most enriching way possible with a private tour. Tailor the experience to your interests and delve into the rich history and hidden stories of this remarkable destination. Explore the forts, churches, plazas, cafes, museums, and local flora and fauna. This isn’t a typical lecture; it’s more like spending time with a well-informed local. Embrace the local vibe and stroll at your own pace, taking breaks whenever you wish. Enjoy a fantastic day in San Juan, Puerto Rico!
Many tour companies lack the authorization to accompany you inside the forts (El Morro and/or San Cristobal).
While most companies focus on mass production, we prioritize personalization. We’ll tailor the tour to suit your preferences.
- Please send me your phone number, so I can get a hold of you the day of the tour.
- Children must be accompanied by an adult
- At time of booking, Cruise ship passengers must provide the following information at time of booking: ship name, docking time, disembarkation time and re-boarding time
- Dress code is smart casual. Bring comfortable shoes. Be prepared for a hot/sunny day, and possible rain.
- It is recommended that you bring a hat, and sunblock. and plenty of drinking water
- Operates in all weather conditions, please dress appropriately
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.