I walk Old San Juan with every guest I host, and these guided tours beat my amateur route every time. The blue tinted cobblestones arrived as ship ballast centuries ago. A good guide ties them to five centuries of sieges, pirates, and rum.
Discover the hidden secrets of Old San Juan on a walking tour, where each step unveils captivating stories and deepens your understanding of this enchanting Caribbean gem.
Most Popular★ 5.0“Our tour was closer to three hours, not two, but our tour guide, David, was great. I had a really nice time and felt like I got a really good overview of San Juan.. a great way to get some exercise and to learn about…”
★★★★★★★★★★
2,211 reviewsFrom $39.00by Tripolin Tours LLC
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Step into the captivating world of Old San Juan on the City Walking Tour and uncover the hidden stories and vibrant culture that lie within its ancient streets.
★ 5.0“This tour was a fantastic way to start our vacation! We went straight to the tour from the airport. Carlos was very knowledgable, friendly and made it a fun day. We got rained on a few times, but took the breaks needed before we kept…”
★★★★★★★★★★
1,718 reviewsFrom $39.00by WASAJU by TripByJC
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Discover Old San Juan’s charm during a 2-hour sunset walking tour, with expert guides, stunning views, and insider tips perfect for first-timers and history lovers alike.
★ 5.0“Melanie was such a fun guide and really made our experience seem like it was designed just for us. She was very knowledgeable and you can tell she just has such a passion for her culture and history! We got to see so many great…”
★★★★★★★★★★
634 reviewsFrom $39.00by Patria Tours Puerto Rico
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Explore Old San Juan’s vibrant nightlife with a lively bar crawl featuring free drinks, authentic tapas, and local guides—perfect for solo travelers or groups.
★ 4.5“Great experience! 3 bars in one night for about an hour each. Drinks were good and we had a great time and met some new people!”
★★★★★★★★★★
574 reviewsFrom $65.00by Old San juan Barcrawl
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Keen travelers embark on a captivating culinary adventure in Old San Juan, where tantalizing flavors and hidden gems await, leaving them hungry for more.
★ 5.0“Gia was just spectacular!!! So friendly, knowledgeable and sweet! We just had the BEST tour with her. We ate like royalty, and had so much fun along the way! 10 stars if we could give them!”
★★★★★★★★★★
559 reviewsFrom $179.00by Spoon
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Explore Old San Juan’s highlights on this 2.5-hour guided walking tour, including El Morro Fortress, with expert guides and free entrance to key sites.
★ 5.0“Great walking tour of a portion of Old San Juan. Melanie, our guide was very enthusiastic about the city and the culture.”
★★★★★★★★★★
480 reviewsFrom $54.00by Patria Tours Puerto Rico
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Yearning to discover a new side of Old San Juan? Embark on an unforgettable golf cart exploration that promises hidden gems, intriguing stories, and a personalized adventure like no other.
★ 4.5“Excellent in every way. Chris was a wonderful guide. Highly recommend. Take the 9am tour for a less crowded experience.”
★★★★★★★★★★
415 reviewsFrom $85.00by San Juan scene hopper
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Immerse yourself in the rich cultural heritage of Old San Juan with Cultural One Puerto Rico's tour, but what do previous participants really think?
★ 4.5“Great tour but a lot of walking Brandon was a great guide and knew his history. Unfortunately the water was down so no food review”
★★★★★★★★★★
381 reviewsFrom $34.99by Caribbean Breeze Adventures
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Experience the best of Puerto Rico in a single day with this 3-in-1 tour covering Old San Juan, El Yunque rainforest, and Luquillo Beach, all with transport included.
★ 5.0“My daughter and I had an amazing time! It was full of adventure, excitement, and a lot of local info! The rainforest and waterslides were our favorite! Highly recommended.”
★★★★★★★★★★
366 reviewsFrom $67.50by Activ Tourism Puerto Rico
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Never before have you experienced the rich history and vibrant culture of Old San Juan like this, join us on a walking tour that will leave you wanting more.
★ 5.0“Our guide Naomi was great! She knew San Juan and its history very well. It was so interesting! She was very personable and even gave recommendations for where to get lunch, gelato, and pina coladas! We highly recommend her!”
★★★★★★★★★★
331 reviewsFrom $46.99by Flavors Food Tours - San Juan
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Experience a thrilling dinner suspended high above Old San Juan, with stunning sunset and city lights views, gourmet cuisine, and a lively atmosphere.
★ 4.5“This is an once in a life time experience. The staff was amazing. The food was amazing. The vibe was outstanding. The staff makes you feel comfortable even when you’re scared. All in all I would do it again”
★★★★★★★★★★
326 reviewsFrom $159.00by FlyDining Puerto Rico
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Discover Old San Juan’s charm on this 3-hour food and history tour, featuring local bites, drinks, and stunning colonial architecture with expert guides.
★ 5.0“Sue was absolutely amazing! The detailed history of Puerto Rico was super amazing. The food was delicious! It was nice meeting new people that were visiting!”
★★★★★★★★★★
233 reviewsFrom $169.00by Spoon
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Create your own signature perfume in Old San Juan with this engaging, hands-on workshop. Personalized scents, expert guidance, and memorable fun await.
★ 5.0“Great experience. Very knowledgeable associate. An outstanding experience. We loved or experiences also .”
★★★★★★★★★★
231 reviewsFrom $99.00by Blanca Fragrance Factory
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Navigate the hidden streets of Old San Juan on this captivating walking tour, where secrets are revealed and curiosity is ignited.
★ 5.0“Eli was so knowledgeable and light hearted he made it entertaining and informative! Well worth a morning.”
★★★★★★★★★★
208 reviewsFrom $30.00by Tours2 Puerto Rico
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Experience San Juan Bay on a guided jet ski tour with stunning views, friendly guides, and great value. Perfect for adventure seekers and water lovers.
★ 4.5“Great service experience. The guides were very informative and made the experience fun. I would return for sure”
★★★★★★★★★★
108 reviewsFrom $140.00by VIP JETSKI Adventures
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