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Private Historic Old San Juan Sightseeing and Walking Experience

icon 4 hours Mobile ticket Free Cancellation
Tickets from € 788.54

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April 2025
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Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. A feat like this easily take at least 8 hours if done just walking, but we cover it all in eithier 2, 3, 4 hours or even a full day. by stolling in our premium vehicles providing a sanctuary of cool comfort, as you avoid sweating under the sun or geting wet under the unexpected rain showers in the tropics. You'll appreciate the ease of moving up and down the historic hills without exertion, ensuring your energy is reserved for enjoyment and discovery. Your guide, an expert in the city's rich heritage, will lead you through Old San Juan's storied streets and facades, revealing the hidden tales behind each significant site. Customize it adding Puerto Rico's finest rum distillery, Barrilito, our African Heritage Village, the Rainforest or all of the above for the ultimate full day San Juan Experience.
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  • Bottled water
  • Private transportation in 6 passengers SUV or custom transit van (depending on group size)
  • Air-conditioned vehicle
  • Gratuities
Departure Point

1309 Ashford Ave, San Juan, 00907, Puerto Rico

We will call you when aproaching the Valet area 5 minutes before the time of the tour.

  • The Spa at Condado Vanderbilt, San Juan, Caribbean
    Learn about the first Luxury hotel south of our Nation's border, previously Vanderbilt's family winter retreat.
  • Parque Luis Munoz Rivera, San Juan, Caribbean
    Learn about the history of the only park in the San Juan Island.
  • Plaza Colon, San Juan, Caribbean
    Learn about the square that was the welcoming area behind the wall that surrounded the old city, the wall itself and how the area evolved to be what it is today.
    5 minutes
  • Castillo de San Cristobal, San Juan, Caribbean
    Learn about the largest colonial Fort ever constructed in the New world and how it protected the San Juan in the largest attack the city ever saw. Walk its surroundings area which were part of it and take a picture by one of it's Garitas.
    15 minutes
  • Abraham Lincoln Statue, San Juan, Caribbean
    Learn about the first elementary school built by USA and the significance of Abraham Lincoln for Puerto Ricans.
  • Cuartel de Ballaja, San Juan, Caribbean
    Learn about the building that was used by Spain and then USA as infantri quarters.
  • Ballaja Sculpture, San Juan, Caribbean
    Learn the significance of this marvelous sculpture.
  • Santa Maria Magdalena de Pazzis Cemetery, San Juan, Caribbean
    Learn the whys and hows of this unique cemetery.
  • Castillo San Felipe del Morro, San Juan, Caribbean
    Learn about the oldest fort in the America's and the one that protected the city until WW2. Walk by the walls and take some unique pictures ads you discover it’s secrets.
    20 minutes
  • Iglesia de San Jose, San Juan, Caribbean
    Learn about the 4th oldest church in the Americas and the second oldest in our nation America. Walk in and go back in time inside this gem that was restored to its original glory and reopened in 2021.
    10 minutes
  • Juan Ponce de Leon Statue, San Juan, Caribbean
    Learn about our first governor and how he ended leaving Puerto Rico and going to Florida where he ultimately died.
  • Catedral Basilica Menor de San Juan Bautista, San Juan, Caribbean
    Witness the second oldest Church in the Americas and our Nations oldest church. Inside discover Ponce de Leon Grave and a little and unknown rock chappel named Altar de La Patria resting place of the remains of our first bishop and our first emissary to the spanish courts.
    10 minutes
  • La Rogativa, San Juan, Caribbean
    Learn the history of our most significative monument, the one we call "the miracle of San Juan"!
    5 minutes
  • Monumento Don Juan de Amezouita y Quixano, San Juan, Caribbean
    Learn about the first monument of the Americas and its significance.
  • La Puerta de San Juan, San Juan, Caribbean
    Learn the history, significance and fun facts of the main entrance to the city.
  • La Fortaleza - Palacio de Santa Catalina, San Juan, Caribbean
    Learn the history of the Oldest executive mansion still in use in the Americas.
  • Calle de la Fortaleza, San Juan, Caribbean
    Discover the best spots for unique souvenirs and the birthplace of our state drink: the Piña Colada!
  • Plaza de Armas, San Juan, Caribbean
    Learn today's city square history.
  • San Juan City Hall, San Juan, Caribbean
    Learn fun facts about our city hall history.
  • Departamento de Estado de Puerto Rico, San Juan, Caribbean
    Learn how this building has been home of many powerful institutions through the last 350 years.
  • Jose V. Toledo Federal Building and United States Courthouse, San Juan, Caribbean
    Learn about the south quarters of the old city and why USA built their main buildings there.
  • Paseo de la Princesa, San Juan, Caribbean
    Learn how this walkway got its name and see the last remaining of the south side wall
  • Casa de Espana, San Juan, Caribbean
    Learn the history of this historic building.
  • Puerto Rico Police Memorial Monument, San Juan, Caribbean
    See this significant monument, part of the Presidents walkway area.
  • Paseo de los Presidentes, San Juan, Caribbean
    Learn about the 9 presidents that have visited us and why we have them in this walkway.
    10 minutes
  • Capilla del Santo Cristo de la Salud, San Juan, Caribbean
    Learn the history of this famous landmark
  • La Rogativa, San Juan, Caribbean
    Learn about what we locals call the miracle of San Juan
    5 minutes
  • Bastion de San Antonio, San Juan, Caribbean
    Walk by this part of the wall intour way to el Morro.
    5 minutes
  • Bastion de Santa Elena, San Juan, Caribbean
    See the defense point in the south wall between el Morro and La Fortaleza
    5 minutes
  • Ron del Barrilito Visitor Center, Bayamon, Caribbean
    You will visit our finest rum distillery to learn about its origins and heritahe in their historic tour and then have a complimentary cocktail from their exclusive seasonal collection.
    90 minutes
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Y8622JKbobr
17 Feb 2025
We absolutely loved Carlos and all of his knowledge! Even went to lunch with him at the end of the tour so we could talk more. Highly recommend it!
paulwM7268VH
05 Jan 2025
Christmas afternoon 2024 was a great day for a tour of San Juan with the adult family. Carlos met us at the cruise dock (let him know in advance) and took us on a multi-stop tour of the capital building, Castillo San Felipe del Morro (interior closed for the holiday), and old San Juan. Some walking and a few steps but Carlos will accommodate your pace. So much to see and lots to learn. Worthwhile and worth the cost. Carlos deserves the highest recommendation. Plan to learn about old, new and future Puerto Rico and be sure to ask questions about everything.
LetsGoMets-NJ
27 Dec 2024
Great tour with Carlos. He was very communicative before our tour date/time and arrived early for our pick up. During the tour, he took extra care to accommodate an older member of our group. And his knowledge of San Juan is extensive. Much more informative and interesting than we had expected. Highly recommended.
This tour in Puerto Rico is organized by Bucketlist Tours

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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