PUERTO RICO
Puerto Rico's standouts.
The 10 best historical tours in Puerto Rico, side by side. What each one is actually like, who runs it, and what it costs.
Sunset sailing in San Juan Bay on a small J30 sailboat. View El Morro, sip beer or sangria, spot dolphins, and sail two hours.
“It was a great sunset tour. Had a nice sangria to celebrate my husband’s 60th birthday trip. The captain and crew were amazing.”
Walk Old San Juan at sunset with a certified guide. See key plazas, chapels, colonial sites, and Morro views in 2 hours.
“I talked to the tour leader asking him to slow down, he did not. There were 10 of us and 6 were young and could walk fast with him. 4 of us were 50 plus old and needed him to slow down. He ignored the need to do this, and went with the young part…”
Guided Old San Juan walk with air-conditioned transport, top landmarks, bay views, and Calle Fortaleza shopping time for $34.99.
“Awesome Tour of Old San Juan with very knowledgeable & friendly guide Michelle !!!”
Old San Juan Historical Walking Tour: a relaxed 2-hour walk for up to 18 people, with a local guide, free-entry stops, and a mobile ticket.
“Learn a lot about San Juan, our guide was knowledgeable and informative. Just wish we could've visited the forts”
Small-group San Juan tour mixing Old San Juan, Loíza African culture, and Santurce street art, with A/C transport and local food.
“A wonderful tour with Stephanie. Our small group of 7 had a great time learning about the history and culture of Puerto Rico. Stephanie was knowledgeable and friendly. We enjoyed it very much.”
Wind-only sailing in San Juan Bay on a small sailboat with Old San Juan fort views, included drinks, and a smooth, photo-friendly route.
“Informative, relaxing, great communication. We had a nice time. It was just two couples and the captain and first mate”
Half-day van tour from San Juan into central Puerto Rico mountains for culture, vistas, and an optional local lunch with hotel pickup for $80.
“Historically very interesting , and the town & outlying areas are so beautiful & photogenic!Our guide Manuel was fun & very informative. We enjoyed our morning with him very much🤩”
Skip-the-line small-group rum tour at Ron del Barrilito’s historic Hacienda Santa Ana in Bayamón, with a welcome cocktail and quick stops.
“Great place to visit with amazing rum! The tour guide, bartenders, and all staff were very friendly!”
Old San Juan walk with Dr. José Morales. See forts and churches, learn Puerto Rican history, and cool off with limber stops in 2 hours.
“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…”
Private Old San Juan UTV tour with driver-led stops at El Morro, La Placita, Isla Verde, and more, plus time to drive.
“Eddie was amazing. One of the best things we did in Puerto Rico. He showed us all the good spots and gave us plenty of time to take pictures. Would recommend to everyone.”
