Puerto Rico · OLD SAN JUAN WALKING TOURS

Old San Juan Walking Tours: Which One to Book

32 tours  ·  from $30 a head

Seven blocks of blue cobblestone, two forts, and roughly forty tours covering them. These 15 are separated by what comes with the history: rum, food, a photographer, or a sunset finish at the sea wall. Prices and walking distances below.

Old San Juan Walking Tour - Meeting David at Plaza Colón
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Old San Juan Walking Tour

1.Old San Juan Walking Tour

★★★★★★★★★★5.0 · 2,211 reviews · from $39Our pick

Review of Old San Juan Walking Tour with David Rodríguez, covering historic sites, culture, pacing, price, practical tips, and who should book.

“David did a great job giving detailed insight of San Juan's history. There was a lot of walking and he made sure everyone got needed breaks in between locations.”

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Old San Juan City Walking Tour - Starting At Plaza Colón
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Old San Juan City Walking Tour

2.Old San Juan City Walking Tour

★★★★★★★★★★5.0 · 1,718 reviews · from $39

Explore Old San Juan on a two-hour walking tour with local history, culture, scenic stops, and practical tips for the cobblestone streets.

“The walking tour was very informative! Gillermo is very knowlgeable about old san juan, history, places and foods, Highly recommanded!”

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Old San Juan: Segway PT and Segway Xafari Ebike Tours - Your first practice before the streets
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Old San Juan: Segway PT and Segway Xafari Ebike Tours

Historic Old San Juan Sunset Walking Tour - Plaza Colón starts the story
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Historic Old San Juan Sunset Walking Tour

4.Historic Old San Juan Sunset Walking Tour

★★★★★★★★★★5.0 · 634 reviews · from $39

Explore Old San Juan at sunset with a two-hour history walk covering plazas, churches, forts, architecture, and local food tips.

“Antonio was an excellent guide and genuinely seemed like a great person. We learned a lot about the city and the history of the island, and got to know the area. Highly recommend!”

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Old San Juan Bar Crawl: Experience Local Hotspots - Stop One at El Cafetin: Mojitos and a Gentle Start
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Old San Juan Bar Crawl: Experience Local Hotspots

5.Old San Juan Bar Crawl: Experience Local Hotspots

★★★★★★★★★★4.5 · 574 reviews · from $65

Old San Juan Bar Crawl review with drink inclusions, three nightlife stops, pricing, safety notes, timing, and tips for solo visitors.

“Not worth it!!!!!!!!!!. You can do your own bar crawl and it will be cheaper. They take you to 3 bars and 2 of them are hot as heck. The last is air conditioned. Just trust me NO!!!”

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Savor the Sunset: Old San Juan Walking Food Tour - The first stop: a calm place for stories
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Savor the Sunset: Old San Juan Walking Food Tour

Old San Juan and El Morro Castle Walking Tour - Plaza de Hostos and the vanished city gate
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Old San Juan and El Morro Castle Walking Tour

Old San Juan Golf Cart Exploration (Est. 2023) - San Cristóbal: the longer fort stop
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Old San Juan Golf Cart Exploration (Est. 2023)

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

★★★★★★★★★★4.5 · 415 reviews · from $85

See Old San Juan’s forts, cathedral, Capitol, and historic streets by golf cart, with local guides, photo stops, water, and less walking.

“very good tour chris was very knowledgeable saw all the major sights from the cart without having to walk only down side was back seat of golf cart faces rear so you have to turn around to see the sights getthere aerly to get front seat”

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Old San Juan Historical Walk, Shopping, and Dining w/ Transport - Starting at Plaza Colón and getting oriented
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Old San Juan Historical Walk, Shopping, and Dining w/ Transport

3 Tours in 1 Day: Old San Juan, Rainforest, Beach with Transport - The fruit stop at La Frutera Flores
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3 Tours in 1 Day: Old San Juan, Rainforest, Beach with Transport

Old San Juan Historical Walking Tour - Casa Estrecha and the city’s smaller stories
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Old San Juan Historical Walking Tour

11.Old San Juan Historical Walking Tour

★★★★★★★★★★5.0 · 331 reviews · from $46

Review of Old San Juan’s 2-hour historical walking tour, with expert guides, key sights, practical tips, price value, and honest drawbacks.

“Carola was very friendly, funny, and informative. Wear good shoes, even though there are plenty of stops/breaks. The streets and sidewalks have bumps, holes, and cracks. Old San Juan is amazing and has a lot of history. This your does not take you inside of any buildings and costs more than other ones that may be similar.”

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FlyDining: Sunset & City Lights Dinner Over Old San Juan - Choosing between sunset, stars, and city lights
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FlyDining: Sunset & City Lights Dinner Over Old San Juan

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

★★★★★★★★★★4.5 · 326 reviews · from $159

FlyDining Puerto Rico review: a four-course dinner above San Juan with sunset views, city lights, safety details, costs, and practical booking tips.

“We took our kids on this, ages 20, 16 and 14 and everyone loved it! The staff was so fun and friendly. The atmosphere was awesome. They had loud music playing, we were dancing in our chairs and singing along. The food were small portions, average but not amazing, and none of us got really full. So, when you go, know you are going for a super fun experience and atmosphere but not to have super gourmet food or to get really full =-) It was a great time and I am super glad we did it. It was like nothing I have ever seen before.”

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Morning Old San Juan Food Tour - Cuartel de Ballajá adds military history
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Morning Old San Juan Food Tour

13.Morning Old San Juan Food Tour

★★★★★★★★★★5.0 · 233 reviews · from $169

Taste Puerto Rican food, rum, coffee, and sweets while walking Old San Juan’s forts, plazas, and cobblestone streets with a local guide.

“This was a great “get to know Old San Juan” tour. Nico was an excellent guide! The historical and current perspectives as well as the tasty food and drink were highlights. Well worth the cost.”

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Make Your Own Perfume Guided Workshop | Old San Juan - How the scent-building process works
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Make Your Own Perfume Guided Workshop | Old San Juan

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

★★★★★★★★★★5.0 · 231 reviews · from $99

Create a 50ml signature perfume in Old San Juan with expert guidance, personal scent choices, and a keepsake tied to your Puerto Rico memories.

“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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Explore Old San Juan Walking Tour - The Capitol of Puerto Rico in about 30 minutes
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Explore Old San Juan Walking Tour

15.Explore Old San Juan Walking Tour

★★★★★★★★★★5.0 · 208 reviews · from $30Best value

Explore Old San Juan on a two-hour guided walk to El Morro, the Capitol, and Paseo de la Princesa, with water and local stories.

“Eli was amazing! He was very attentive, and great with his history of Puerto Rico. Energetic, funny and charming! I would recommend this tour and I plan on doing another when i get back!”

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Where to go in Puerto Rico

Pick a coast, a bay or a rum bar.