Top San Juan Private Sightseeing Tours
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Robin_O, Apr 2026
Private walking tour of Old San Juan
This was a private walking tour of Old San Juan with Juan Rodriguez with just my family (me, husband, kids age 16 and 12). He brought an iPad to show pictures and share the history of the city and connected it with the sites. While he is not overly animated, he is a good storyteller, and it was just at the right level for all of us. Because it was a private tour, it lasted a little over an hour. He took lots of pictures of our family at the various sites which we are excited to see!
April_M, Apr 2026
This was a useful tour. I...
This was a useful tour. I wanted to be a little bit more independent than having to go with a group. The information provided on the audio was very interesting.
There is a little bit of a glitch when you walk over the same path the audio kept wanting to restart. I would recommend this guide if you want to do an independent walk, but we did get turned around in a couple of places due to our own errors. Overall, I found it to be very worthwhile for what we wanted for that afternoon.
The traffic was really bad in old San Juan so we ended up driving back into town a little bit and taking an Uber back into old San Juan to start the tour
James_L, Apr 2026
A first-hand view of the whole city
Angel 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.
Joseph_P, Apr 2026
Great tour
This is a great experience. Our tour guide, Adrian, was amazing. Kids had a great time. Adults had a great time. Adrian made sure everyone was informed and safe, while also having a very exciting experience with the slides, waterfall jumping and rope swing. Definitely a lifelong memory.
Andreane_R, Apr 2026
Our driver called ahead...
Our driver called ahead to let us know there was a protest in the streets and helped reschedule our tour for later in the day, which we really appreciated. It was a great heads-up and very accommodating.
Our driver was very friendly and knowledgeable about the history of the town, which made the experience even better. We were able to take our time at each stop and never felt rushed.
We were also traveling with three small children and a large stroller, and there were no issues at all. Everything was handled smoothly. Overall, it was a very convenient and pleasant experience.
Micah_N, Mar 2026
We had an amazing...
We had an amazing experience on the Private San Juan Bay sunset/night cruise, and Carlos was an excellent guide. From the moment we arrived, he created such a warm and welcoming atmosphere that immediately made us feel comfortable.
He went above and beyond by providing champagne and a charcuterie board, which was a really nice touch. Throughout the cruise, he did a great job explaining the sights and sharing interesting details about the area without it ever feeling overwhelming.
What we loved most was the balance—there was plenty of great information and sightseeing, but also enough private, peaceful time for my wife and me to just enjoy the moment together.
Overall, it was a perfect experience, and I would definitely recommend this to anyone visiting San Juan!
Jessica_F, Mar 2026
East Island excursion
The crew was amazing—Christian, Adrian, and the rest of the team were fantastic. The boat ride was easy and laid back, and the entire service was exceptional. The whole experience was something I’ll never forget, and I will definitely be doing it again!
Cindy_Z, Mar 2026
Such a great experience!
My mom and I went on a sunset sail with Captain Ivan and had such a great time! Can’t beat being out on the water in a sailboat watching the sun go down with the salty wind on your face. Captain Ivan shared interesting history and recommendations with us. I will definitely do this again when I’m in Puerto Rico next time!
Denise_B, Mar 2026
Sunset boat tour
This boat tour came highly recommended and it did not disappoint. The ride was smooth and the harbor was beautiful as the sun set over it. But what really made it was the charm and enthusiasm of our crew and particularly Rafael who had us all clapping along to music and singing happy Birthday in Spanish. He pointed out the great sites, sprinkled in some history and made sure we all got just the right pictures. Highly recommend this tour.
ShaKirah_G, Feb 2026
We had an amazing time...
We had an amazing time with Captain Jimbo! It was my birthday and he truly made me feel celebrated from start to finish. My friends and I thoroughly enjoyed the whole experience — especially getting the chance to drive the boat, which was definitely a highlight. Everything was fun, smooth, and memorable. When I come back in the near future, I will absolutely be booking again. 10/10 — highly recommend!
Danny_M, Jan 2026
Our Culebra experience
We saw five sea turtles. Make sure you put your camera inside that plastic pouch. These animals are really beautiful. The tour was wonderful and the tour guys were super patient and making sure that you followed together as a group. The Flamenco beach afterwards was spectacular. It’s a full day trip. We made beautiful memories.
Rachel_P, Dec 2025
Jason is the perfect guide! Loved el Yunque
El Yunque was an incredible experience! The bioluminescent bay was cool, but honestly could’ve been skipped.
An overview of the day:
Jason was very punctual with the pickups. He kept an energetic, friendly, and helpful attitude the whole time. We stopped at Walgreens to pick up snacks and water shoes (highly recommend them!).
We then went to el Yunque. Was incredible! Jason knew a lot about the flora and fauna in PR. The hike was fun and Jason helped us through the more difficult areas (I’d give it a moderate difficulty overall. Nothing too crazy).
We got to cliff jump, to rope swing, and to go down the natural water slide. As someone terrified of heights, I’m very appreciative of my group’s encouragement for me to give these things a try. I felt safe the whole tour and people’s boundaries were respected if anyone wanted to skip any activity. Jason brought a dry bag to hold our phones in during these activities.
I was the only one doing the tour combo with the kayak, so I was dropped off at the beach for an hour to relax/grab a drink while waiting for the other tour bus to pick me up. This transition between tours was smooth and well-communicated.
The kayaking tour was fun, but the luminescence itself was underwhelming in my opinion. It is also hard doing it solo because you will be paired up with a stranger (hard to coordinate with a stranger in a kayak).
Overall had a ton of fun! Highly recommend this tour if you’re in PR. Jason is the best!
Things to bring:
- Water shoes
- sun screen
- swimsuit
- Change of clothes (so you can change into something dry after the el Yunque part)
- extra change of pants/shorts (your legs will get wet in the kayaking part)
- bug spray
- snack + water
- water proof phone case with lanyard (and dry bag if you want one for yourself)
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