San Juan

15 Best Old San Juan Walking Tours

The walking tours through five centuries of Old San Juan: blue cobblestones that arrived as ship ballast, El Morro’s ramparts and balconies in paint-box colors. The oldest city under the US flag, covered in two miles.

1.Old San Juan Walking Tour

Discover Old San Juan's vibrant streets and historic sites on this 2-hour guided walking tour with expert guide David Rodríguez, offering deep insights and authentic charm for just $39.

Most Popular★ 5.0

“Informative, visited many sites, several learning opportunities, beautiful architecture seen, traveled various areas, guide very knowledgeable and personable, please feel free to offer gratuity as you would other tours”

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2.Old San Juan City Walking Tour

Discover Old San Juan's charm on a 2-hour guided walking tour. Learn history, see landmarks, and enjoy a personalized experience for just $39.

★ 5.0

“Very informative about the history of the island and its people. The island is rich in culture and the food is amazing”

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3.Old San Juan: Segway PT and Segway Xafari Ebike Tours

Discover Old San Juan on a lively 2-hour Segway tour, visiting over 25 historic sites with expert guides. Perfect for those seeking fun, history, and scenic views.

★ 4.5

“The Segway was much easier to ride than I thought it would be. The tour is good the guide was knowledgeable. The Segway is a fun way to see Old Town San Juan.”

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5.Old San Juan Bar Crawl: Experience Local Hotspots

Explore Old San Juan's vibrant nightlife on this 3-hour pub crawl for $65. Enjoy free drinks, local tapas, lively guides, and authentic Puerto Rican vibes.

★ 4.5

“This by far was one of the best excursions! I met so many nice people! We had an amazing time! 10/10. If you’re looking for great vibes and good drinks, please book, you will not be disappointed!”

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6.Savor the Sunset: Old San Juan Walking Food Tour

Experience Old San Juan’s flavors and history on a 3-hour sunset food tour with up to five authentic stops, guided by passionate locals and full of flavor.

★ 5.0

“⭐️⭐️⭐️⭐️⭐️ Savor the Sunset: Viejo San Juan Food Tour with Pablo Garcia (Spoon Tours) My daughter and I joined the Savor the Sunset tour with Pablo Garcia, and it was absolutely incredible! We visited four unique establishments, each offering authentic Puerto Rican cuisine and refreshing…”

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8.Old San Juan Golf Cart Exploration (Est. 2023)

Discover Old San Juan comfortably on a golf cart tour, visiting highlights like Castillo San Felipe, with knowledgeable guides and scenic stops perfect for photos.

★ 4.5

“Had trouble finding the meeting spot but when we did we had a great experience the guide was extremely knowledgeable and we are glad we did the excursion. Thank you”

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9.Old San Juan Historical Walk, Shopping, and Dining w/ Transport

Discover Old San Juan with a guided tour covering historic landmarks, shopping, and local cuisine. Enjoy expert insights in a comfortable half-day experience.

★ 4.5

“Very hard to hear. Our tour guide explained things while walking and if we weren’t next to him, we couldn’t hear him. He couldn’t find his mic and did not stop to talk to everyone. Also had some false information that I was able to…”

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10.3 Tours in 1 Day: Old San Juan, Rainforest, Beach with Transport

Discover Old San Juan, explore El Yunque Rainforest, and relax on Luquillo Beach—all in one guided day tour with transport, for a full Puerto Rican experience.

★ 5.0

“Gabriel was so cool and explained everything in great detail! Old San Juan was closed due to a marathon but the company communicated great and accommodated for the inconvenience. Great company for tours!”

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11.Old San Juan Historical Walking Tour

Discover San Juan’s historic charm on a guided walking tour exploring iconic sites, hidden gems, and local stories for an authentic Puerto Rican experience.

★ 5.0

“Learn a lot about San Juan, our guide was knowledgeable and informative. Just wish we could've visited the forts”

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12.FlyDining: Sunset & City Lights Dinner Over Old San Juan

Experience dinner over Old San Juan from 130ft high with panoramic views, gourmet food, and lively atmosphere—perfect for special occasions and thrill-seekers.

★ 4.5

“I would give it a 3.5 if it was possible, don’t get me wrong that experience was amazing, the servers were friendly and fun, music was played and happy birthday was sung, it was a party vibe and very enjoyable. However there a few things…”

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13.Morning Old San Juan Food Tour

Explore Old San Juan through a 3-hour guided walking food tour, tasting local dishes, sipping rum, and discovering historic sights with a friendly guide.

★ 5.0

“The tour lets you experience San Juan by combining history and food. It’s very educational and very enjoyable also. WikiPablo was a great tour guide, his presentation of San Juan is great and fun”

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14.Make Your Own Perfume Guided Workshop | Old San Juan

Create your own signature perfume in a fun, hands-on workshop in Old San Juan. Personalized, engaging, and perfect for gift-giving or memories.

★ 5.0

“I took my mom to Blanca for her birthday. She loves perfume and enjoyed making her own scent. Our chemist Ruby was so friendly and lovely. Ruby was very patient answering any questions. Overall the experience was wonderful and fun! My Read more”

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15.Explore Old San Juan Walking Tour

Discover Old San Juan with a knowledgeable guide on this 2-hour walking tour, exploring historic sites, secret spots, and stunning views for just $30.

★ 5.0

“Eli was an excellent tour guide! Not only does he know his history but he’s was also very kind, considerate and humorous as well! Highly recommend!”

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