Best Cultural Tours in San Juan 2025

San Juan , Puerto Rico

From $ 39.00

Note: Participants must be capable of walking long distances. Discover the beauty of Old San Juan with writer David Rodríguez, author of "The Rise and Fall of the Great Barbate." Explore Old San Juan's most significant historic sites, delve into Puerto Rican culture, and immerse yourself in the places and activities that authentically depict the stories and people of Puerto Rico's past and present.

San Juan , Puerto Rico

From $ 30.00

Walk the Historical city of old San Juan on a guided tour, going back in time over 500 years. Starting at Plaza Colon and explaining the rich history of the island dating back to the natives of the island (Tainos). Walk thru the cobblestone streets dating back to the 1800’s and explore some of the hidden secrets from San Juan. Enjoy and explore the most popular landmarks in the Old San Juan area, including San Felipe del Morro Fortress (1539), Capitol Building, Ballaja Barracks, San Juan Gate, San Juan Cathedral and the San Juan gate.

San Juan , Puerto Rico

From $ 41.03

From Bayamón, Puerto Rico to the world! Learn about the history and unique craftsmanship of Ron del Barrilito, the oldest Puerto Rican rum, still made in the same place and in the same way since 1880.

San Juan , Puerto Rico

From $ 45.00

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its strategic importance in the Caribbean. Immerse yourself in the vibrant history and culture of Puerto Rico with Dr. José Morales, a seasoned historian with a PhD in History of America, specializing in Puerto Rican and Caribbean history. With over 15 years of experience teaching history, culture, and social sciences at various universities in Puerto Rico, Dr. Morales offers an in-depth exploration of the island's heritage, from its indigenous roots to its African influences.

San Juan , Puerto Rico

From $ 25.00

Get ready to go back in time on this walking tour of Old San Juan. Sometimes I will bring a van and we drive a bit. The City of Old San Juan was founded in the year 1521, making it the Oldest City in Puerto Rico and the second oldest city in The Americas. We will be walking and stopping at all the main sites, like castles, forts, cobblestone streets, colorful buildings, monuments, and plazas learning about their history. This tour does not go inside the forts. Every picture you take in Old San Juan is beautiful and unique, so make sure you’re ready. We will also learn everything there is to know about the city and the island. You will be with a certified tour guide, so you can ensure you're getting the correct information everywhere you stop. My main goal is for you to fall in love with the island and keep coming back. I'm excited to meet you - book your tour and I will see you soon! Be respectful Bring Good Vibes Only

San Juan , Puerto Rico

From $ 49.00

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!

San Juan , Puerto Rico

From $ 30.00

Walk with me through my Old San Juan on the only tour you will find offered only in Spanish. For English you must send us a message before booking to check availability. Usually English starts at 9:30am. The 12:30pm tour is in Spanish. Make sure you bought the right one. Old San Juan is the oldest city on the island of Puerto Rico. You will learn about its history, legends, secrets and more. It is also the second oldest city in the Americas. It has been more than 500 years since its founding. The city was built and protected by walls and defended by pirates and privateers who sought to occupy it. We started our walking tour from Plaza Colon. We will walk through the cobblestone streets and colorful buildings. We will learn about the churches, monuments, castles, architecture, culture etc...our mission is to fall in love with our island and have a beautiful time.

San Juan , Puerto Rico

From $ 25.00

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and discover the stories of this centuries-old city. Follow our tour guide as we wander the streets of Old San Juan on this concise walking tour of the most iconic places in this beautiful city. We will explore the landmarks on Tetuán and Cristo Streets and provide details about the Capilla del Cristo (Christ Chapel), La Fortaleza (Governor's Mansion), the San Juan Cathedral and much more.

San Juan , Puerto Rico

From $ 20.39

A kaleidoscope of tropically-colored colonial houses mix with the blue-green glow of the Atlantic Ocean in one the best-preserved colonial cities of the Americas. You could easily fall under San Juan’s spell with its labyrinth of blue cobblestone streets, dramatic walls, imposing fortresses, historic churches and sleepy plazas. Perfectly suited for discovery on foot, our self-guided audio tour allows you to set the pace and explore at your leisure as you uncover the stories of this amazing city. To discover this fascinating city in your own time and at your own pace just download this self-guided audio tour, pop in your headphones, open the map that comes with your download and start walking. The tour will take approximately two hours, but you can pause the audio guide when needed. Grab a bite to eat or do some shopping along the way. Please note that this tour is only available in English.

San Juan , Puerto Rico

From $ 50.00

Puerto Rico was part of the Spanish colony until 1898, where it became part of the United States. We are a country rich in history and culture. You will learn the history of the archipelago, immersed between the walls of the old city, which received colonial attacks, struggles and wars. We'll be walking around and listening to the story in real time. The idea is that you will know the Isle of Charm from its first inhabitants until our update. It'll be fun and interesting. This immersive tour of the walls of the old city will make you feel that you are still alive in the time of the conquest. You will have the opportunity to take pictures with amazing views. In addition to the beaches, we have green landscapes, history and many corners of Old San Juan to know. Feel free to book with Oasis Tour Line!