Guided tour

San Juan: History Walking Tour with a Guide

4.7 / 5

33 reviews

Activity provider: Flavors of San Juan

San Juan: History Walking Tour with a Guide

Activity provider: Flavors of San Juan

From US$ 39.99 per person

Explore Old San Juan with a local, knowledgeable guide who will lead you on a relaxed history stroll through the oldest, most colorful section of the city.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
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Duration 2 hours
Check availability to see starting times.
Live tour guide


  • Snap photos of Spanish colonial buildings while learning their backstory
  • Enjoy Old San Juan, a UNESCO World Heritage site, with an expert local guide
  • Stroll the cobblestone streets of a 500 year old fortified Spanish colonial city
  • Go inside the city’s cathedral and the island’s most important religious site
Full description

Enjoy a guided history walking tour suitable for all ages to some of Old San Juan's most notable landmarks. Learn more about the history of Puerto Rico, its ties to the United States, and its rich Spanish, Taino Indian, and West African Heritage.

Begin your exploration of Old San Juan, a UNESCO World Heritage site, with a stop outside La Casa Estrecha, one of the narrowest houses in the Western hemisphere. Then, enter La Catedral de San Juan Bautista which is Puerto Rico’s grandest religious building.

Discover some parts of some of the city’s impressive defensive system, namely its historic walls, the only remaining entrance door at La Puerta de San Juan, and Fortaleza. Gain a greater understanding of Puerto Rican history with your knowledgeable local guide.

  • Knowledgeable guide
  • Opportunities to buy water, and ice cream (at your own cost)
  • Hotel pickup and drop-off
  • Tips
  • Food
Not suitable for
  • People with mobility impairments
  • Wheelchair users
  • People with low level of fitness
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned

Select participants and date



Meeting point

Meet at Plazoleta Rafael Carrion, Old San Juan. It's on the corner of San Justo Street and Recinto Sur Streets and some points of reference are Carli's Fine Bistro & Jazz and the Banco Popular Building (a grey, 12-story building).

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Important information

What to bring

  • Comfortable shoes
  • Umbrella
  • Sunscreen
  • Water
  • Comfortable clothes

Not allowed

  • Luggage or large bags
  • Short skirts
  • Pets (assistance dogs allowed)
  • Intoxication
  • Swimwear
  • Walking sticks
  • Walking frames
  • Video recording
  • Electric wheelchairs
  • Crutches
  • Bare feet
  • See-through clothing

Know before you go

  • The tour includes visits to churches. Please dress accordingly
  • Please use your best judgment and bring along items that can help cover exposed chests and wear the appropriate length of shorts/skirts
  • The tour operates in rain or shine
Customer reviews

Overall rating

4.7 /5

based on 33 reviews

Review summary

  • Guide
  • Value for money

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This tour was the perfect way for our family to see a few highlights of Old Town San Juan in a limited time before catching a flight out. Our local guide, Stephen, was very knowledgeable and friendly. He communicated both logistics and information about the history and culture of the city clearly. What a beautiful city with such rich and diverse history and culture. Our kids, ages 5 and 9, enjoyed the walking tour as well.

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April 9, 2022

We only had one full day in San Juan so we decided to do this walking tour to help us embrace our experience there. Our guide, Ricardo, was fantastic. He is currently getting a masters degree in Puerto Rican history and his knowledge flowed throughout the tour. He clearly loves sharing his passion with others and it made it very easy to fall in love with the city. We will definitely come back and can’t wait to do another of the tours offered by the company.

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March 11, 2022

June 19, 2022

Product ID: 409812