Best San Juan Walking Tours in 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 $ 39.00

We love history; it is our passion, and we want to share with other people the things that we know and have learned from Old San Juan. There is so much to do and learn in over five hundred years of history. It is a great opportunity to explore the surroundings, and together, we will delve into our history, culture, and traditions—a truly unforgettable experience.

San Juan , Puerto Rico

From $ 40.00

Enjoy a cocktail at the Bat Bar at the Pavilion with a scenic view, then join your guided tour to discover how we make BACARDÍ rum and our family-owned company's history of craft and innovation.

San Juan , Puerto Rico

From $ 39.00

This tour covers the most popular landmarks of Old San Juan during the golden hour. At this time you will enjoy beautiful photo-ops of the old town’s beautiful historic architecture. The walk ends in the early evening near restaurants, bars and souvenir shops. Along the way you will learn about the old town's history and the Puerto Rican culture. The tour is conducted by professional local guides certified by the Puerto Rico Tourism Company. The sunset and the nice temperature at this time of the day makes the walk memorable and easygoing.

San Juan , Puerto Rico

From $ 46.99

A convenient and straightforward way to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an easy 2-hour history stroll through the oldest section of the city. Following the tour, you will understand the history behind the Commonwealth of Puerto Rico, its unique ties to the US, as well as its rich Spanish, Taino Indian, and West African heritage. Perfect for all ages, the tour will explore landmarks such as La Casa Estrecha and La Catedral de San Juan Bautista – Old San Juan’s venerated cathedral, which is Puerto Rico’s grandest religious building. Additionally, you will discover parts of the city’s impressive defensive system, including its walls, only remaining entrance door, and Fortaleza, the fort known as the “mistake” the Spanish made! Our tours also visit La Rogativa, La Capilla de Cristo, and many other "must-see" sites.

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 $ 16.99

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas. Hear stories of pirate battles, greed, and power featuring figures like Sir Francis Drake. Stroll down ancient city streets rich with culture and history, then walk along this beautiful city's old walls and enjoy some gentle ocean views. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.

San Juan , Puerto Rico

From $ 39.00

UNCLE J WALKS, presents the ONLY walking tour in the old city that offers ENTRY to both iconic Castles, CASTILLO SAN FELIPE DEL MORRO and CASTILLO SAN CRISTOBAL. Very few operators offer a Castle tour in the city, none offer two, that is, until now. In a fun, intimate setting, let Uncle j, dressed as an 18th century soldier, guide you through the history of the fortifications, which King Phillip 11 called “the key to the Indies’ We encourage small groups so you have ample time to take fantastic photos and to soak in the views. A vacation highlight! This is literally two tours for the low price of one. Please bring water, rubber shoes and a hat. Hydrate! Let’s create some memories! See you soon. PS; Tour does not include price of admission. Park Service charges $10.00, per person. paid at the door. Includes both castles.

San Juan , Puerto Rico

From $ 20.00

Experience the sights, sounds and smells of a real, working Pasture-Raised Farming & Pasture-Raised Animal Farm on the beautiful Finca Pastoreo. This tour features a view of our farming methods, and if inspired, you can participate in hands-on activities whenever possible. We guarantee a tour full of interesting and innovative ecological & regenerative agriculture which promises great positive changes to our Mother Earth. Farm Store, Artisanal Draft Beer & Gelateria Hours* : Tuesday - Thursday 9 am to 4 pm Friday & Saturday 9 am to 9 pm Monday & Sunday Closed Wood fire Artisanal Pizzeria Hours: Wednesday - Thursday 9 am to 4 pm Friday & Saturday 9 am to 9 pm Monday & Sunday Closed Live Music: Friday & Saturday 6 pm - 9 pm

San Juan , Puerto Rico

From $ 26.00

Venture into the shadows of San Juan with Puerto Rico Ghosts, where vibrant history meets spine-chilling tales of the supernatural! This immersive ghost tour uncovers the darker side of San Juan, revealing sinister secrets hidden beneath its picturesque charm. As you walk the cobblestone streets, you’ll join fellow seekers in unraveling the mysteries that haunt this enchanting city. Every site, from the eerie Plaza del Quinto Centenario to the storied Cuartel de Ballaja, is steeped in history and ghostly encounters. This mile-long journey takes you through San Juan’s most haunted and historic locations, including the Museo de las Americas and Casa Blanca, where centuries of unexplained activity come to life. With each step, you’ll feel the weight of the past pressing in, making this tour an unforgettable plunge into Puerto Rico’s ghostly legacy. Gather your courage and dive into the chilling world of San Juan’s haunted history!

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.