Old San Juan Tours and Tickets

Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodriguez, 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. Your walking trip’s length is flexible based on your needs, and also includes bottled water.

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.

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.

Get a taste for the flavor and culture of Puerto Rico on this small-group Old San Juan food tour featuring several local eateries. Join your guide for a culinary exploration of island staples like plantains and sofrito, all with the cobblestone streets and colorful facades of the city’s oldest neighborhood as your backdrop. Your tour includes an alcoholic beverage or non-alcoholic substitute if you prefer. 

Discover the rich history of Puerto Rico on a historic walking tour through Old San Juan. This small-group excursion stops at key landmarks including the Fortress, the Gate of San Juan, the oldest cathedral in the United States, and the Bastion. At each stop, your guide sheds light on the over 500-year history of the island from the indigenous settlers, to Spanish conquistadors, to its modern-day history as a territory.

Stroll the cobblestone streets of Old San Juan with a small group (10 people or fewer) on this 2-hour cocktail and history tour. Visit three bars to learn about why Puerto Rico is considered the 'Rum Capital of the World' and sip rum-infused cocktails at each location. Minimum age is 18 years old.

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.

Visit the Caribbean Island of Puerto Rico, and explore its capital city, San Juan, on this 2.5-hour tour. Stroll down cobblestone streets, and see the brightly colored buildings that line the area. Encounter famous sights like Cathedral of San Juan Bautista, Casa Blanca, and San Jose Church. Get a feel for what it was like during the Spanish colonial era as you walk through the Puerta De San Juan, one of the only gates left that served one of the oldest cities in the world.

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 8 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'.

If you love escape rooms and scavenger hunts you'll love this murder mystery tour of Old San Juan. Grab a group of friends and put your heads together to solve a mystery that will take you around town. You'll visit several tourist highlights while having a great time. Go at your own pace as you might want to stop for a drink or to enjoy the views along the way.

Travelers who want to stay forever young will love this fountain of youth tour of Old San Juan. Learn about the colonial Gilded Age and discover the stories and history of Ponce de Leon's city and people. Listen in as your friendly guide shares stories about riots and revolutions and find out why the colony was known as "Gold Island". Wander through burial sites where greats like Ponce de Leon and other founding fathers of Puerto Rico are buried and get an up close look at history, culture and traditions that define this destination.

Stroll the cobblestone streets of Old San Juan and taste some of the local cuisine during this 3-hour food and walking tour. With your local guide, hear about the history of this 16th-century colonial city, pausing to duck into coffee shops and cafes. Sip a rum cocktail and taste traditional Puerto Rican food at 4 stops during the walk. With your small group of fellow food and history lovers, explore an old convent and get stunning views of the city's impressive forts and other landmarks.

Explore historic Old San Juan with a professional guide by your side with this small-group walking tour. You'll visit the Old Arsenal and the Port, see the Casa Blanca Museum, and see historic churches such as the Iglesia de San José and the Catedral Basilica Menor de San Juan Bautista, all with a professional guide on hand to explain the historical significance of each of the stops on your tour.

Discover one of San Juan’s hidden waterfalls on this full-day adventure. Hike through the mountains and countryside of Puerto Rico until you reach this beautiful waterfall. Swim at the base in deep, natural pools to refresh before heading to a local establishment for a delicious Puerto Rican meal—at your own expense.

Explore the waters around San Juan on a miniboat, which holds a small group of up to four people. You'll get great, photo-worthy views of the shoreline and listen to guided commentary as you travel. A small group means personalized attention from your guide and an intimate atmosphere.

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.

Experience one of the Americas’ oldest cities, San Juan, on a sightseeing tour. After a convenient hotel pickup, travel by private luxury vehicle with a personal guide to Old San Juan, Isla Verde, Santurce, and other important districts in Puerto Rico’s beautiful capital. Learn about the city’s culture while visiting historic landmarks, trendy neighborhoods, art galleries and museums, and beautiful beaches—all on one fun and hassle-free outing.

"Talking Buildings" is a first-person account of the historic buildings of Old San Juan. Created by the Saint John's School 6th grade Social Studies class of 2022, this self-guided audio walking tour will take you on a journey through time, from the 16th century to modern-day. If you'd like to donate to the San José Church, as mentioned in the route, please follow this link: iglesiasanjosepr.org The tour is ready whenever you are. Simply download it through the VoiceMap app while in a wifi zone to enjoy the tour with full offline accessibility.

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.

Have an adventure hiking on a moderate forest trail until you get to a huge natural pool with boulders all around it, some up to 50ft (15m) high, where you have the opportunity to jump, swim, sunbathe, or whatever you like for a half day. You’ll be provided with lifejackets for your safety, so all you need to do is have fun. You’ll finish up at a local restaurant with your guide, where you can purchase lunch (at your own expense) if you like.

This private sailboat charter from San Juan allows you (maximum 6 passengers) to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or about owning a boat; your crew is there to educate you on potential future boat sailing and ownership. Our prices already include all taxes and fees.

Old San Juan is so beautiful and has tons of amazing places that just makes the perfect background for an amazing picture. Whether or not you are an influencer, have tons of followers on the IG, or just want to show off your awesome trip to PR to family and friends, these spots we selected are worth stopping by for a picture. Our guide will take you to the coolest places to snap a photo, while giving you some historical content.

Experience the vibrant nightlife of San Juan alongside a tour guide during this nighttime experience. Meet your fellow bar hoppers and head to either Old San Juan or the La Placita area for a night of shots, cocktails, and dancing. Hit up local spots and enjoy included drinks, so all you have to do is be ready to party the night away.

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.