The Old, The New and The Now; The Updated San Juan City Tour
Overview
Available languages
2 hours
Mobile ticket
Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If you are one of those that has visited this City before this is the tour for you. This tour is a mix of historical, cultural and local traditions were you will see more than the touristic areas of San Juan. We will create an unforgettable experience for your group only. You will experience Puerto Rico like a local, visiting the places the locals visit, always with the company of a licensed tour guide that will go above and beyond to fulfill all your expectations. We will create a memory that will last a lifetime. Minimum of two passengers required.
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Everyone enjoying the tour must be added to the reservation, infants under two years of age must book the infant ticket, everyone two years and over must book as an adult.
What To Expect
La Placita de Santurce
This city tour is a complete and interesting one that starts by showing you the new city. You will see the urban areas of the city including Calle Loiza, famous for its restaurants and bars, Calle Cerra, famous for its arts and huge murals, and La Placita de Santurce, which is an original market square that at night turns into an active nightlife area.
Condado Beach
We will also visit all the tourist areas of the city like Ocean Park, Condado and Condado Beach.
Options
The Old, The New and the Now, The Updated San Juan City Tour
Pickup included
What‘s Included
Private transportation
Bottled water
Air-conditioned vehicle
Tour Guide
Lunch
Gratuities
Additional fee for pick up/drop off out of the San Juan area
Car seats/ Booster seat
Pickup points
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan Caribbean
La Concha Resort Puerto Rico Autograph Collection
1077 Ashford Avenue San Juan Caribbean
Hotel El Convento
100 Calle Del Cristo San Juan Caribbean
San Juan Port
Luis Munoz Marin Intl Airport
Carolina Caribbean
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
208 reviews
Total reviews and rating from Viator & Tripadvisor
Unforgettable Journey Through San Juan with Tours Your Way PR
roman4soccer,May 28, 2026
- Review from Tripadvisor
5.00“The Old, The New, and The Now” — The updated San Juan City Tour by Tours Your Way PR was absolutely perfect. We wanted a private three‑hour tour, and this one hit a home run. Angel and his wife run a wonderful family business, and they delivered everything we could have hoped for. They picked us up right on time and guided us through all the major highlights of San Juan, from the Spanish colonial era to the present day. Not only did we see the best sights, but we also received a rich history lesson at each stop, which added valuable background and context. We asked plenty of questions about the most recent hurricane and about Puerto Rico’s relationship with the mainland, and Angel gave honest, engaging, and thoughtful answers. At the end of the tour, we were dropped off at our hotel and given a business card and WhatsApp link in case we wanted to explore more tours with them. Given our wonderful experience, we will absolutely book with Tours Your Way PR again the next time we’re in San Juan. A truly great experience.
Angel and Annie helped...
Patrick G,May 18, 2026
- Review from Viator
5.00Angel and Annie helped make our visit to San Juan special. Angel is a walking encyclopedia on Puerto Rican history and culture, and he customized the entire tour around our interests — Old San Juan and the forts, the modern city, and a great stop at Plaza del Mercado where we grabbed fresh local fruit and a smoothie. Annie kept us safe and comfortable, with minimal walking involved. Professional, warm, and genuinely passionate about their island.
Incredible Tour!
Gina M,Apr 27, 2026
- Review from Viator
5.00An absolute pleasure to get a tour with Angel and Annie. Angel did an excellent job of explaining areas of history that we were curious about. A master class on PR and the San Juan area. We will definitely be back and highly recommend!
The Best Introduction to San Juan
A2127YMjoel,Apr 20, 2026
- Review from Tripadvisor
5.00Such a wonderful way to experience our first time in Puerto Rico. Angel was so knowledgeable and willing to answer all of our questions and Annie did a fantastic job of driving us around the spectacular city. Don’t hesitate to book this!! Just awesome.
Amazing Private Walking Tour!
courtneyfK9205FA,Apr 8, 2026
- Review from Tripadvisor
5.00Angel was an amazing tour guide! It was a private tour, and Angel really took the time to delve into the history of Old and New San Juan. His historical knowledge is incredible. Our favorite part of the tour was him describing the Altar de la Patria (Altar to the Nation). Angel really delved into Puerto Rico's history, and brought an incredibly nuanced take that my group enjoyed. You can tell Angel really studied and appreciated the history, because by the time we finished our "briefing" of the Altar, two or three other groups had passed us! This tour is for the groups who want an unglorified, realistic, and historical introduction to San Juan. Props to our driver as well, who navigated the narrow city roads expertly!
A first-hand view of the whole city
James L,Apr 7, 2026
- Review from Viator
5.00Angel and Annie took us first to Old San Juan, by the forts and through the historic cobblestone streets. We saw the original Spanish structures and learned their significance. Next was the expansion phase of the city out of its original walls centered on the Capitol. I didn't think I would find the 20th century expansion of the city as interesting, but Angel told us about the recent history of specific neighborhoods focusing on gentrification and the development of tourism, ending our tour at the modern convention center district. We enjoyed discussing his growing up in the city and what it is like to live there. A wonderful, personal two hours.
Wonderful tour and loved...
Monika M,Apr 4, 2026
- Review from Viator
5.00Wonderful tour and loved learning about all part of Puerto Rico. Recommend this tour if you want to know about the area
Great personalized tour of San Juan
Sheryl H,Mar 19, 2026
- Review from Viator
5.00Angel and Annie gave us a delightful tour of San Juan. Our family of four saw parts of the city that we would not have otherwise seen, and learned some interesting facts of the city. I would highly recommend this tour to people that would like to see more of the city while learning a bit as well.
Excellent tour
Mary R,Mar 10, 2026
- Review from Viator
5.00Great way to see San Juan. Angel is an incredibly knowledgeable and friendly guide! We learned so much and had a great time doing so.
Loved Angel !! Great tour guide😀
Kelley B,Feb 26, 2026
- Review from Viator
5.00We absolutely loved Angel and his wife !! Such great people and very knowledgeable we had a great experience definitely recommend!! 😀
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