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Private & Exclusive Historic Old and New San Juan Tours

Recommended by 100% of travelers
Badge of Excellence
San Juan, Puerto Rico
  • 3 to 5 hours (approx.)
  • Pickup offered
  • Group discounts
  • Mobile ticket
  • Offered in: English

Overview

Discover the highlights of Old San Juan in just two hours, without having to walk everywhere, with this private guided driving tour. Travel around the charming streets of Old San Juan by private air-conditioned vehicle and hop out at different attractions and monuments, with a guide to provide more background and insights.
  • 2 hour sightseeing and walking tour of old San Juan
  • Travel in comfort in a private air-conditioned vehicle
  • Ideal for first-time visitors and those with limited time
  • Private tour offers a fully personalized experience

What's Included

  • Bottled water
  • Air-conditioned vehicle
  • Private transportation in Mercedes SUV or Minivan, or 14 seat High Roof Custom Ford Transit
  • Gratuities

Meeting and Pickup

You can head directly to the meeting point, or request pickup

Pickup points

Select a pickup point

Pickup details

We will call you when aproaching the Valet area 5 minutes before the time of the tour. We do not pickup at cruiseship terminal. If you are comming in a cruiseship we will pick you at the walgreens at the other side of the street to expedite the pickup process.

or

Meeting point

  • Condado Vanderbilt Hotel
    1055 Ashford Ave, San Juan, 00907, Puerto Rico

End point

This activity ends back at the meeting point.

Itinerary

The Spa at Condado Vanderbilt (Pass By)

Luis Munoz Rivera Park (Pass By)

1

Plaza Colon

5 minutesAdmission Ticket Free

2

Castillo De San Cristobal

15 minutesAdmission Ticket Not Included

Abraham Lincoln Statue (Pass By)

Cuartel de Ballaja (Pass By)

Ballaja Sculpture (Pass By)

Santa Maria Magdalena de Pazzis Cemetery (Pass By)

3

Iglesia de San Jose

10 minutesAdmission Ticket Free

4

Castillo San Felipe del Morro

20 minutesAdmission Ticket Not Included

Juan Ponce de Leon Statue (Pass By)

5

Catedral Basilica Menor de San Juan Bautista

10 minutesAdmission Ticket Free

6

La Rogativa

5 minutesAdmission Ticket Free

Monumento Don Juan de Amezouita y Quixano (Pass By)

La Puerta de San Juan (Pass By)

La Fortaleza - Palacio de Santa Catalina (Pass By)

Calle De La Fortaleza (Pass By)

Plaza de Armas (Pass By)

San Juan City Hall (Pass By)

Departamento de Estado de Puerto Rico (Pass By)

Jose V. Toledo Federal Building and United States Courthouse (Pass By)

Paseo de la Princesa (Pass By)

Casa de Espana (Pass By)

Puerto Rico Police Memorial Monument (Pass By)

7

Paseo de los Presidentes

10 minutesAdmission Ticket Free

Capilla del Santo Cristo de la Salud (Pass By)

8

La Rogativa

5 minutesAdmission Ticket Free

9

Bastion de San Antonio

5 minutesAdmission Ticket Free

10

Bastion de Santa Elena

5 minutesAdmission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Reviews

5.0
based on 27 reviews
Total reviews and rating from Viator & Tripadvisor

Highly Recommend!

Lisa_B, May 2026
If I could give more than 5 stars, I would (100 stars)! Carlos our guide was SO knowledgeable. We learned so much from him. He was also very accommodating. In our group we had 23, 29, 31, 35, 39, 63, 67, and 86 year old people. EVERYONE enjoyed this tour. The 86 year old uses a walker and Carlos was so accommodating and helpful to her. Everyone in the group said this was the best tour experience they have ever experienced. HIGHLY RECOMMEND!!!

Response from Host, May 2026

It was our honor & pleassure of having your family, and can also say you are among the very best customers we ever had. Its always great when there is a special connection and the feel is we are hosting not customers but close and long time friends. We truly apreciate the kind words and accept them as a validation for all the time we dedicate to keep our scripts updated, relevant and with every new discovery we make in our ongoing weekly research sesions though The Archives of the Indies, National Archives and relevant documents from the times. Thanks and hopefully I will see you in the future!

Highly recommend this tour

KIM_P, Mar 2026
Highly recommend this tour. We were first time visitors traveling with our college age daughter and her boyfriend and wanted to learn about the history of Puerto Rico our Guide is a certified historian and could answer all our questions.

Our guide was a walking...

errin_b, Aug 2024
Our guide was a walking history book. Extremely knowledgable, loved being able to ride in a care in the a/c and stop at specific locations.

I would highly recommend this experience with this operator you will not be disappointed

joseph_a, Feb 2024
Very knowledgeable of Puerto Rican history a wonderful time to spend the afternoon together with the operator and his son

Worth, every penny!

Monica_T, Sep 2023
Carlos was an excellent tour guide! He was very knowledgeable about the history of San Juan. We learned so much from him. We highly recommend Carlos to anyone who is looking to learn more about San Juan in a fun and comprehensive manner, without it taking up most of your day. It was also helpful that we were able to enjoy looking at the historic sites while riding in a comfortable air-conditioned SUV.

Outstanding experience!

Sarah_M, Mar 2023
What a fun and interesting tour! Carlos gave us the royal treatment and shared his vast knowledge of the area with fun anecdotes and stories. We loved it so much we booked another tour for the next day!

Response from Host, Mar 2023

It was our pleasure to have you and knowing you enjoyed your time with us is the best reward we can ask for. We hope you have a great time in the cruise!

Highly recommend

Cassandra_K, Feb 2023
My mom & I very much enjoyed this tour. Carlos is so knowledgeable & we learned so much about the area and its history. Highly recommend booking this tour!

Response from Host, Feb 2023

It was our pleasure to have you and we are gladd you enjoyed your tour. This is what we live for!

A peek at the rich diversity of Puerto Rico

paul_c, Apr 2022
The trip to the waterfall included exquisite views and lush rain forest with stunning vegetation. The waterfall was breathtaking and a relatively short hike from the road. Our family enjoyed getting into the pool at its feet and under it. We recommend considering wearing a bathing suit or equivalent in order to maximize your visit. Then we came back and explored Old San Juan just enough to capture its flavor and peak our interest in a return visit for an even deeper experience.

From $399.99

per person

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 82 days in advance.

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