easy
7–8 hours
Suitable for most fitness levels; involves moderate walking on uneven surfaces.
Explore Old San Juan’s rich history and vibrant culture on a private full-day tour featuring a rum distillery visit and the African Heritage Area. Enjoy a unique blend of sights, tastes, and stories that bring Puerto Rico’s past and present to life.
Private Full Day Historic Old San Juan Experience Including cocktails
8 hrs
This 8-hour experience showcases San Juan's neighborhood scenes in Old San Juan, Santurce, Piñones, and Condado. Get the city’s story in a more relaxed way as you enjoy a guided drive in a luxury Mercedes through the narrow streets of our historic walled city, with 10 to 12 stops along the way. We are happy to customize stops to suit your interests.
Enjoy hotel pickup in Old San Juan
We will pick you up at Condado Vanderbilt Hotel in a Mercedes SUV or Minivan for your private small group or a Custom High Roof Transit van for 7 to 14 people.
Learn about Puerto Rican history
Your VIP guide drives you past plenty of historical landmarks. The stories and facts are a journey in time, where you get to learn both the inspiring and challenging moments in our Puerto Rican history. Ancient civilizations, the 16th- and 17th-century Spanish invasion, and becoming an American territory are all on the table for discussion as we pass the Capitol and more.
Check out San Juan's distinct neighborhoods
After the history portion of our tour is done, you will visit the more modern areas such as Miramar and Santurce and learn about the Hurricane Proof Convention Center; the Street Art District nestled in El Gandul; the blue-collar community in Tras Talleres; and our famed nightlife district, La Placita, among other places. We will also go to Piñones, a little beach village that will make you feel as if you are in 1960s Puerto Rico with its vibrant building and flavors. Here you can learn more about our Black heritage and try some of Loiza’s world-famous street food.
Enjoy a complimentary tasting at Ron del Barrilito Distillery
Enjoy complimentary tickets for the distillery tour, and a drink of your choice and then taken to the most complete tour inside a distillery in Puerto Rico. A local interpreter will show and explain all rum-making steps and process in an unmatched learning experience that takes you through every area including the curating barrels area.
Pickup spot is the Condado Vanderbilt Hotel at 1055 Ashford Ave in Condado
You’ll be walking on cobblestone streets and exploring multiple sites, so sturdy shoes are essential.
Tropical weather can be warm; carry water with you or buy bottled water during stops.
Brief afternoon showers are common in San Juan, especially in the summer months.
When visiting heritage areas and distilleries, follow guidelines to preserve the experience for all visitors.
Old San Juan is one of the oldest European settlements in the Americas, with significant influence from Spanish colonization and African heritage shaping its culture.
Efforts are ongoing to preserve San Juan's cobblestone streets and historic buildings, while promoting sustainable tourism to protect the local environment.
Necessary for navigating cobblestone streets and walking tours.
Helps you stay hydrated throughout the day while minimizing plastic waste.
Provides shade and protects from intense tropical sun exposure.
summer specific
Useful for sudden showers common during spring and summer.
spring specific