Private tour in San Juan Ann Elizabeth N

A City inside the Walls Historical Tour

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Hours icon 3 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 3 hours
Walking
Private tour for 1-6 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Ann Elizabeth N.

5.0

Guide rating

2

Reviews

Tours delivered

9 hrs

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My name is Ann Elizabeth, and I am raised in Caparra, the first spanish town, I take much pride on that fact, as I am a truly city girl ;) I am an architecture and history enthusiastic. My mayor in college was in Theater Arts in the University of Puerto Rico and, I'm fluent in English and Spanish language, though can speak Italian at a conversational level. Some of my passions aside from history are dancing and arts. Overall I am an ultimate animal lover. Being a Hodophile, "one who loves to travel", an Ancient Greek word, on my second trip to Barcelona, I met two amazing tour guides that inspired me to become a tour guide in my country and to share with tourist my passion and how I see my Little Viejo San Juan. I changed careers from Visual Merchandising and Product Placement field in retail (which I also love) to come home and while working a full time job, studied to become a Tour Guide. As a child I use to walk through the old blue cobblestones street and imagine the life of the people and the stories of the lovers that walked the streets before me. Being a Virgo, I have made it my mission to research and learn how a city is developed and functions inside a military fortress. Join me on a tour for a complete interpretation of events and characters that helped shape a 500 year old city, the second oldest in the New World. A few of the things that I love of being a tour guide is the cultural exchange with my tourist and the personal connection that we build on this couple of hours. You see, I have a huge responsibility to host you in my country and make sure that you are enjoin your time with me and hopefully inspire you to want to return, but also to share the voices of those who developed this beautiful jewel that now we get to enjoy. If there is an specific request that you would like to see on this tour, feel free to reach out and I can accommodate it into our schedule. Licensed Tour Guide Certified by The Company of Tourism of Puerto Rico Aquila International Tour Guide Certification for Tour Guide Excellence Program University of Puerto Rico Bayamon Certificate Interior Decoration University of Puerto Rico Rio Piedras Bachelor Degree Bellas Artes Mayor in Thearter Arts CPR Certified

Have a question or want to customize this tour? Message Ann Elizabeth N.

Overview of your San Juan tour

Step back in time with me as we explore the magic of a 500-year-old walled city—San Juan, Puerto Rico. Together, we’ll wander its charming blue cobblestone streets, pass through iconic alleys and plazas, and step inside timeless landmarks like the Cathedral of San Juan Bautista and San Francisco Church. You’ll discover how this city was born within military walls, flourished with culture, yet faced limits to its expansion. From the elegance of Paseo de la Princesa to the vibrant San Sebastián Street, we’ll let the city’s romantic spirit and rich history sweep us away. I’ll share the stories that shaped these sites and the secrets hidden in plain sight. This tour is not just about places—it’s about feeling the soul of Old San Juan.

Your San Juan tour itinerary

Paseo de la Princesa San Juan Bautistas Gate Cathedral de San Juan Bautista Plaza San Jose Stroll San Sebastian Street (Famous night life of the city) Plaza De Armas San Francisco Church Plaza Colon

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

We will be walking around 2.5 miles in a uphill town, please wear comfortable shoes and weather appropriate clothing. Strongly suggest to bring water, though there will be opportunities to purchase beverages along the way.

What's included
Private Guide
What's not included
Food Drinks Snacks
Other: Donations to Churchs, Shopping
Meeting location

Paseo de la Princesa, San Juan, San Juan, 00901, Puerto Rico

We will be meeting under the big Almendro Tree on the entrance of Paseo de la Princesa. Note: *Arrival 15 minutes prior to tours meeting point. *Meeting time can also be in Plaza Colon or coordinated. Feel free to reach out.

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
City Highlights
History
Religious Sites
Tour reference number
1423081
Languages
Spanish
English
Activity level
Moderate

FAQs

Who is this private tour in San Juan best suited for?

This private tour in San Juan is perfect for history enthusiasts and those who want to explore the rich cultural heritage of a 500-year-old walled city. It's ideal for travellers who enjoy walking and want to connect with a local guide, Ann Elizabeth N., for deeper insights into the city's past and present.

What should I bring or wear?

Can this private tour in San Juan be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 3 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 3 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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