Top San Juan Historical Tours

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.’ During the course of your day, the knowledgeable author helps you 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. The length of your walking trip is flexible based on your needs and also includes bottled water.

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.

Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.

Enjoy a taste of the Caribbean during a cocktail-making master-class at Casa Bacardí, the Puerto Rican home of Bacardí rum. Discover the secrets of the world-famous rum as you peek behind-the-scenes on a distillery tour, sip a complimentary welcome cocktail, then learn to make iconic cocktails from the Bacardí history with a demonstration from an expert mixologist.

Combine a trip to El Yunque with some beach time at Luquillo with this group tour. You'll start in El Yunque, where you'll take a walk out through the forest and get the chance to swim in crystalline rivers. You'll then continue to Luquillo, where you can slide down a natural waterslide at Las Paylas and spend time at the local beach before returning to San Juan.

Immerse yourself in Puerto Rico's art scene with this guided tour. you'll see street art in the Santurce neighborhood with a local guide before continuing to Pinones to sample Afro-Caribbean fare and learn how to make a few local delights yourself. You'll finish off your experience at Luquillo Beach for a sip-and-paint experience.

Immerse yourself in Puerto Rico's salsa culture during this 1-hour beginner salsa class. The outdoor class is led by a professional instructor in open air, so you don't have to take a break from the tropical sunshine. Dance solo or with a partner and learn about what makes salsa such an integral part of Puerto Rican culture.

Explore the underwater world of Puerto Rico on a guided snorkeling adventure. Receive a lesson from a professional diver and enjoy a hassle-free outing with all the equipment you need. Then swim through the tropical waters off Guaynabo and see brilliantly-colored tropical fish, sea turtles, and other marine creatures. Afterward, revisit your experience with a GoPro video of your snorkeling excursion included in the tour price.

Raise a glass of Puerto Rico’s finest rum during this 75-minute tasting session and distillery tour at San Juan’s world-famous Casa Bacardí. Taste the diverse styles of rums in the Bacardí family as you sample a range of vintages, including reserve bottles not sold anywhere else. You’ll also explore the rum-making process on a Bacardí distillery tour and shop for souvenirs at the on-site gift shop.

Learn about the essential Puerto Rican art of Salsa dancing during this 1-hour class in San Juan. Suitable for both beginners and those who are looking to polish their skills, this class will let you understand the musical and rhythmic soul of Puerto Rican culture.

Explore the historic area of Old San Juan on a small-group walking tour. Step back in time, over 500 years, and learn about the island of Puerto Rico from your guide. As you walk, pass by important landmarks while your guide regales you with history and tidbits about the local culture.

See the best of San Juan and the surrounding areas with this small-group tour of the historic port city. You'll wander through the cobblestoned streets of Old San Juan, spend time at the Castillo de San Cristobal, go shopping at Isla Verde and Condado Beach, and have time left over to grab a bite at Pinones Beach.

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.

Discover the highlights of Old San Juan on a half-day guided sightseeing and shopping tour. Follow your guide around the charming streets of Old San Juan, passing by landmarks such as the original city gate, Castillo San Felipe de Morro, and the Metropolitan Cathedral Basilica of Saint John the Baptist. Afterwards, enjoy lunch at a local restaurant and go shopping in the Calle Fortaleza shopping area.

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.

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.

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

Ron del Barrilito Puerto Rican rum has been made in the same place with the same craft since 1880. Discover what lies behind it—and the art of transforming sugar cane into fine liquor—when you prebook this small-group tour of the historic hacienda. See the mansion and the windmill, learn about the family who created it, and walk through the age-old process that gives Ron del Barrilito its rich flavor.

A cultural delight unlike any other! Experience life from centuries ago on an unforgettable walk through Old San Juan. With stops at the original gate to the city, her oldest fort- Castillo San Felipe del Morro, two 16th century cathedrals, and La Fortaleza mansion, to name a few! We will navigate both the streets of Old San Juan and tales of conquest and perseverance which are woven into the fabric of this great city! After visiting the many highlights and landmarks of Old San Juan, we will venture through the Calle Fortaleza shopping district. Calle Fortaleza is home to shops, restaurants, and souvenirs galore! Guests will have a chance to secure memorabilia to remind them of this amazing day for years to come! We will end our time in Old San Juan with lunch at an authentic Puerto Rican restaurant. Enjoy locally inspired drinks and dishes while taking in the sites, sounds, and atmosphere of Old San Juan!

This local and authentic tour is fully dedicated to our Afro-Puerto Rican roots and culture. The Art, the local people, food and landmarks gives you a deep insight into the Afro-Boricua town of Loiza

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.

(Private exploration) (60-75 minutes approx) We pride ourselves in providing a unique experience aboard our amazing GOLF CARTS with our friendly and knowledgeable staff, guaranteeing to leave you wanting more. What makes this experience unique is our extreme levels of customer service and our ability to please each end every age group that comes to us looking for a unique San Juan experience, all the while showing you the “3 sides of SanJuan” . Customers should definitely pick this experience because it will end up being the highlight of their day in Old San Juan

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.