Top San Juan Historical Tours

“3 Tours in 1 Day” This tour bundle visits 3 must see locations in the Island. 1st Discover the rich history of Old San Juan on a hop-on, hop-off tour, 2nd explore tru the lush trails & visit two natural waterslides in El Yunque Rainforest, and 3rd visit Los Kioskos Beach a beautiful and fun spot for relaxation and Puerto Rican cuisine. All with convenient Round-trip transportation. This is the ultimate island day experience. Join us! Reserve your spot, We do the rest!

This is the only walking tour in Old San Juan that includes a visit to the interior of the San Cristobal Castle. Wander through cobblestone streets lined with colorful facades, and listen as your guide shares tales of conquest and resilience spanning over 500 years of colonial history. Included in your experience is admission to the majestic San Cristobal Castle, offering panoramic views of Puerto Rico's landscape and a glimpse into its military past. The adventure includes other sites of historic relevance like the Governor’s Mansion, the Cathedral of San Juan and the City Hall at the main square of the town. Join us and discover what makes old San Juan the most visited place in Puerto Rico!

Discover the highlights of Old San Juan on a half-day guided sightseeing and shopping tour. Follow your guide around the charming streets, passing landmarks like the original city gate, Castillo San Felipe de Morro, and the Metropolitan Cathedral Basilica of Saint John the Baptist. After the tour, enjoy 2 hours at leisure to explore on your own and try local dishes and drinks. Travel comfortably in an air-conditioned vehicle.

Experience the best that San Juan has to offer, without the logistical hassles, on a half-day sightseeing tour around the city. Join a small group and board your vehicle to explore the highlights of San Juan including the basilica, the city gate, and La Fortaleza. You also take a guided walking tour around Old San Juan to dive deep into the colonial past of the city.

Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodríguez, author of *The Rise and Fall of the Great Barbate*. Discover the area’s key historic sites and gain new insight into Puerto Rican culture. It’s a great opportunity to learn about the many stories of the people who helped to define this unique neighborhood.

Wander the historic streets of Old San Juan with a guide, and see the history of the island come to life through stories and anecdotes. The walking tour showcases the history of the cobbled Old San Juan streets, which date back as far as the 1800s, and covers key landmarks like the UNESCO-listed San Felipe del Morro Fortress and the Capitol of Puerto Rico building.

Immerse yourslef in the history and culture of San Juan Old Town on a relaxed walking tour that reveals secret spots that you might otherwise miss. Numbers are limited to only 18 people, so you’ll enjoy personalized attention as you tick off top attractions in the 500-year-old historic center.

This is the MOST COMPLETE around the island tour entirely personalized. Everyone is VIP. We offer close to 20 stops and more than 30 towns around the whole island with is nearly a dozen major landmarks that you just can't miss. This was meticulously and carefully reviewed and tested for the absolute best experience you could have when you’re short in time. It will be interactive and proactive experience, mixed with history, cuisine, sightseeing, and just good old fashioned fun! In between stops there will be from 30 to 45 minutes in travel time packed with laughs and Puerto Rico facts. By the end of the day, you will be enchanted with the island of Puerto Rico, and will be eager to come back... and who knows maybe get a summer home down here.

Discover the historic legacy of Puerto Rico’s rum industry and BACARDI, its most famous brand, during this exploration of Casa BACARDI. Enjoy a guided exploration of heritage exhibits and a historical film, plus a guided tasting of the exclusive Casa BACARDI Special Reserve and one welcome cocktail.

Explore Old San Juan at the most magical time of day during a sunset walking tour around the historic centre of Old San Juan. Exploring on foot means you’ll notice architectural details that you might otherwise miss if you were traveling in a traditional tour vehicle, while guide commentary brings the town to life with stories you’re unlikely to find in the guidebook.

Make your own wearable souvenir—a pair of espadrilles—with this immersive experience in San Juan. You'll learn all about the history of this traditional Spanish shoe and learn how to make a pair yourself, which you will customize to your liking. For added fun, cocktails and sparkling wine will be served.

Discover the fascinating history behind Old San Juan’s iconic landmarks on this two-and-a-half-hour walking tour. A local guide will walk you through Puerto Rico’s rich history, culture, and nature as we visit landmarks including El Castillo San Felipe del Morro Fort, San Juan Cathedral, the Governor’s Mansion, and the San Juan Gate. Local guides are fluent in both English and Spanish.

Discover the best that San Juan has to offer on a sightseeing tour by car. Explore one of the oldest cities in the Americas as you drive around Old San Juan and admire the colonial architecture and fortresses. Then head to the Santurce neighborhood to observe local life and the colorful street art. End your tour with a stroll down Isla Verde Beach, taking in the views of the Caribbean.

Get a deeper look at Puerto Rican culture and experience San Juan like a local on this immersive private tour. Discover sights from street art and murals, bars and restaurants, to 16th-century forts. Hit tourist areas including Ocean Park, explore the 500-year-old city of Old San Juan, and see La Perla where the Despacito music video was filmed.

Get a flavor of Old San Juan with this highlights tour. Follow your guide as you learn about the history surrounding the Capitol building and El Morro. Then, hop in a vehicle and drive to the Bacardi Rum Distillery for a full tour of the factory. Great for guests wanting a busy day of sightseeing with the option to sit back with an alcoholic drink at the end.

While in the Caribbean, rum is more than just a drink, it’s a culture. Embrace this culture and take home the skills you need to make your own fashionable drinks with this Caribbean Mixology Class at Ron del Barrilito Distillery. You’ll have your own bartending station as you learn to make three classic drinks from some of the top masters of the area.

On this tour, you'll be picked up at your place of stay and driven to El Yunque National Forest, which is about an hour from San Juan. You’ll experience El Yunque National Forest through the eyes of our passionate guides. You’ll be guided and listen to live documentaries about the cultural significance of this place to our Puerto Rican ancestors. This tour will give you a lot of knowledge about the importance of the tree species, wildlife, and mountain land to the people of Puerto Rico. The tour lasts about 5 hours from pick-up to drop-off, including driving time, three different stops within the forest, and a stop at a local place for souvenir shopping and lunch before making our way back to San Juan.

• Story-packed Old San Juan walking tour revealing culture, legends, and history most visitors miss • Visit the second oldest church in the Western Hemisphere and iconic Old San Juan landmarks • Take photos at floating umbrellas, ocean-view city walls, plazas, and a fun pigeon stop • See the narrowest building in the Western Hemisphere and hidden details most visitors walk past • Easy pace with time for photos, questions, and a piña colada recommendation where it was invented This guided Old San Juan walking tour starts at Paseo de la Princesa and leads into the cobblestone streets of the Walled City. Learn why Old San Juan was fortified, how it became a major Caribbean port, and what makes it unique. Walk along historic city walls with ocean views and visit the Caribbean’s largest fortification. Ideal for first-time visitors who want a stress-free introduction, insider context, and a deeper experience than a self-guided walk.

Experience the old and the new in the atmospheric neighborhood of Old San Juan on this 2-hour small-group tour by Segway. Effortlessly zoom around the 500-year-old colonial architecture of this ancient neighborhood as you visit 25 of the top attractions in the area, and learn about its evolution from Spanish colony to US territory. This intimate sightseeing tour is limited to just 6 participants and also includes all entrance fees, a helmet, secure storage, filtered water and sunscreen. Please note the weight restrictions on this tour, located in the 'additional information section'.

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a guide who will follow a carefully curated itinerary that includes many points of interest that typical tours don't cover. You'll see many of the island's natural features, including caves, beaches, and rivers, and listen to in-depth historical commentary. Your small group is limited to just 14 people for an intimate atmosphere.

From the comfort of the vehicle you will see, the most iconic places in Old San Juan: castles, churches, flags, statues, the Capitol and the famous “I Love PR” sign, among others. You can see them and, if you want, get off to take pictures. This is a tour without long walks, designed for your comfort. If any companion wants to get off for photos at points like the Princess Walk or special monuments, the driver will stay with the person who cannot walk, thus ensuring a safe and worry-free experience. Accessible and comfortable FOR ALL We welcome guests using wheelchairs. There is room in the vehicle to store them; however, please note that we do not have a ramp, so the passenger must be able to enter and exit the vehicle independently or with the help of a companion. Ask if Is a small group or private

Discover the culture, lifestyle, and street art of Puerto Rico on this small-group guided tour. After a city tour in Old San Juan, with a stop at all the main sites, head to the coastal town of Loiza, known for its African culture. End the tour in San Juan's Santurce neighborhood, and learn more about street art during a walking tour of the murals and graffiti in the area.

Discover the must-see sights and learn the rich history of Old San Juan in a couple of hours, without the hassle of researching or navigating, on this small-group guided walking tour. Visit top landmarks, including Castle San Felipe del Morro, Castle San Cristobal, and more, with a guide to explain their history and significance.