Puerto Rico · HISTORY TOURS IN SAN JUAN
This is the shortlist to send a friend: 15 history tours in San Juan worth the money, each with its price, its traveller verdict and the one thing to know before you commit.
Review of San Juan Bay’s intimate sunset sail, with El Morro views, drinks, local history, meeting tips, and honest value advice.
“We had a very relaxing sunset sail. The crew (Joe the Captain and Carlos the mate) were very knowledgeable and fun to listen to. Good drinks, wonderful scenery, and smooth sailing meant to a memorable time!”
Explore Old San Juan at sunset with a guide, historic plazas, colonial buildings, cathedral, forts, and practical food tips.
“Our guide, was very knowledgeable and spent a lot of time with us. I learned a lot about the history and architectures of Old San Juan. He also offered a lot of insight into Puerto Rico culture.”
Walk Old San Juan from Plaza Darsenas to El Morro with a bilingual guide, historic landmarks, fort access, views, and practical tips.
“Maria was so kind, knowledgeable and helpful, very friendly and funny, we recommend her for anyone! We had plain of time to walk around the Old San Juan!”
Explore Old San Juan’s forts, churches, city gate, views, shopping, and local dining on a guided half-day tour with transport.
“Great tour guide, very knowledgeable about the different places of San Juan and Old San Juan. Not bad amount of walking.”
Explore Arecibo’s Taino cave, coastal arches, and a clear-water beach on a demanding six-hour guided trip from San Juan.
“Our tour guide Sarah was truly amazing. Very well spoken and a wonderful person as well. We had a great time together.”
Explore Old San Juan’s churches, plazas, and 500 years of history on a small-group walking tour with local guides.
“Excellent early morning Kayak tour with Amanda! We spotted Manatee and Star Fish- top on our list! Highly recommend this for an up close look of the bay with a slice of history included as well.”
Review of San Juan’s small-group sailing tour, with Old San Juan forts, drinks, wind-powered sailing, practical tips, and honest value advice.
“We were really looking forward to this boat trip, but unfortunately, it didn’t meet our expectations. The boat was much smaller than advertised, which made the experience less comfortable. They also promoted multiple drinks, but we only rRead more”
Tour Puerto Rico’s historic Ron del Barrilito hacienda, see its mansion and barrels, and enjoy a welcome cocktail in a small group.
“This was such a fun and unique tour! Ron del Barrilito is the oldest PR rum, and I would highly recommend this tour! A wonderful tour guide led us on a short walking tour through the land which the small factory and family mansion sits on and the very old processing plant (where the rum is still made today), while learning about the Fernández family who created this rum. A fun rum drink is included after the tour. Originally, I tried to purchased tickets for a Bacardi Tour, but it was sold out, and I stumbled upon this one, so glad we did! It was wonderful! Plus I love supporting…”
Walk Old San Juan with historian Dr. José Morales, exploring forts, churches, plazas, local culture, and Puerto Rico’s past.
“Jose's wealth of historical information was very interesting. He offered many insights to the history and culture of Puerto Rico. We enjoyed a stop for a limber! Jose was open to questions and even offered a few a lof his favorite local eateries at the end of the tour. We could have listened to him for an additional 2 hours:-)”
Ride a private Can-Am UTV through San Juan, from Ocean Park and Isla Verde to El Morro, La Placita, and Old San Juan.
“Our tour guide Daniel was one of the best tour guides we have come across in a long time. He is very passionate about the culture of Puerto Rico and provided great information to help us learn about the area. The only reason I did not give 5 Read more”
Review of San Juan’s haunted history walk, with Old Town legends, forts, cemetery views, guide quality, walking demands, and value.
“Leo, our guide, has a wealth of knowledge about Puerto Rican history -- and Caribbean history more broadly -- as well as a sense of humor. He was not deterred -- not were we -- by wind and rain.”
Review of Old San Juan Walks, visiting El Morro and San Cristobal with Uncle J, including costs, walking demands, history, and practical tips.
“Uncle J was a wealth of information. With him being our guide we learned a lot more about the castles. We admired that he could walk three hours in Puerto Rico in a period soldier uniform. It was a plus that he contacted us through WhatsApp before the tour so we were clear on all aspects of the tour.”
Explore Old San Juan on foot, enter San Cristobal Castle, hear Puerto Rican history, and finish with an empanada and drink for $49.
“Great tour with a lot of information about the military fortress in old san juan. Beautiful view of the beach from the observatory on top of the forte”
Explore Old San Juan’s haunted forts, churches, theater, and legends on a two-hour English walking tour for $54.
“I liked the history but feel like it wasn’t especially spooky.”
Explore San Cristóbal Castle and Old San Juan on a guided 150-minute walk with fort views, landmarks, local history, and a certified guide.
“The tour was very informative. We did not, however receive an empanada.”
Every kind of day out on the island, and the best of each.
