Old San Juan Tours

154 reviews
Old San Juan
The cobblestone streets of Puerto Rico’s Old San Juan, lined with brightly colored Spanish colonial houses, lend themselves to aimless yet inspired wandering, but don’t let yourself pass by the neighborhood’s key attractions. From the UNESCO World Heritage-listed forts of Castillo San Felipe del Morro (El Morro) and Castillo San Cristobal to restaurants serving plates of aromatic rice and fried plantains, Old San Juan charms travelers at every turn.

The Basics
Old San Juan is a staple in city sightseeing tours, which offer an easy way to get an overview of the historic city (founded in 1521) and cross must-see sites such as La Fortaleza off your list. More tailored options include food tours and walking tours with a private tour guide. Those preferring to minimize walking can opt for a Segway tour or a cruise on San Jose Bay.

Things to Know Before You Go
  • The neighborhood is a must-see for history buffs and those seeking postcard-worthy views.
  • Visitors flock to Old San Juan year-round, so be prepared for crowds, especially in the busy summer season.
  • Wear comfortable walking shoes to help navigate the cobblestones, and pack lightweight clothing and sun protection for the near constant warm weather.

How to Get to Old San Juan
Old San Juan is located on an islet, attached to the mainland of Puerto Rico by three bridges. If you’re coming from the mainland or the airport, book an airport transfer or drive over the bridges. Those arriving as Caribbean cruise ship passengers will likely dock at one of the many cruise ship piers in the neighborhood. Once in Old San Juan, getting around the area is easy by foot or taxi, and a free trolley system also runs through the area.

When to Get There
Old San Juan is most popular during winter and summer, when vacationers flock to this classic Caribbean destination. This is especially true for visitors from the United States who can travel to and from the US territory of Puerto Rico without a passport. If planning a spring trip, expect temperatures hovering around 80°F (26°C) and diminished crowds.


Address: San Juan, Puerto Rico
Admission: Free
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23 Tours & Activities to Experience

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Old San Juan Food Tour

Get a taste for the flavor and culture of Puerto Rico on this 3-hour, 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 also includes a complimentary alcoholic beverage. 
  • Duration: 3 hours
  • Duration: 3 hours
From  
USD107.98
From  
USD107.98
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Old San Juan Half-Day Sightseeing Tour

Discover the atmospheric streets, amazing architecture and intriguing history of one of the best-preserved Spanish colonial cities in the world on this half-day Old San Juan tour. During your 5-hour visit, you’ll view the amazing art and artifacts of the Museo de las Américas, get a chance to explore the 500-year-old San Cristobal Fort and experience the architectural landmarks that give this storied neighborhood its unique charm. Your sightseeing tour also includes all entrance fees, professional guide and round-trip transportation from select hotels in San Juan.
  • Duration: 5 hours
  • Duration: 5 hours
From  
USD75.00
From  
USD75.00
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Old San Juan Walk and Taste Tour

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.
  • Duration: 3 hours
  • Duration: 3 hours
From  
USD97.88
From  
USD97.88
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Old San Juan, New San Juan & Piñones

Experience San Juan, Puerto Rico; one of the Americas’ oldest cities on a sightseeing tour in a private luxury vehicle. Your driver and personal guide will drive you through Old San Juan, Miramar, Condado, Hato Rey, Isla Verde, Santurce, Piñones and back to your, hotel, cruiseship or any spot you might choose as final destination with in the route.Learn about the city’s history and must see buildings like San Cristobal and El Morro Forts, El Convento, Saint John's Cathedral and monuments like Ponce de Leon square and La Rogativa while driving it's narrow streets. After that visit new San Juan's art district in Santurce and main touristic areas of Condado and Isla Verde where you will get to know historic landmarks, buildings, museums, and beautiful beaches in a relaxed and fun way. 
  • Duration: 2 hours 30 minutes
  • Duration: 2 hours 30 minutes
From  
USD55.00
From  
USD55.00
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Old San Juan Harbor Sail

Float past more than 500 years of history and picturesque scenery during this 1.5-hour sailing excursion in Old San Juan Harbor. Climb aboard the ‘Amazing Grace,’ a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights such as El Morro fortress, La Fortaleza, and Paseo la Princesa. A guide and complimentary beverages and snacks are all covered.
  • Duration: 1 hour 30 minutes
  • Duration: 1 hour 30 minutes
From  
USD59.00
From  
USD59.00
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Old San Juan Walking Tour

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, this knowledgeable author will help 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 that helped to define this unique neighborhood. Your walking trip’s length is flexible based on your needs, and also includes bottled water.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD40.00
From  
USD40.00
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Small Group Tour to Old San Juan and Bacardi Factory

Tour the colorful streets and winding alleys of the UNESCO World Heritage-listed Old San Juan, the second-oldest city in America. This guided small-group tour, capped at 11 participants, ensures a comfortable and personalized introduction to the city's major attractions and historical areas. Continue your tour at the Bacardi Rum Factory, an integral San Juan icon, before concluding with hotel drop-off at your accommodation.
  • Duration: 5 hours
  • Duration: 5 hours
From  
USD85.00
From  
USD85.00
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Old San Juan Segway Tour

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'.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD103.69
From  
USD103.69
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Bioluminescent Bay Kayak Adventure Tour from San Juan

Kayak through the waters of Laguna Grande, the only bioluminescent lagoon in the world, during this 5-hour tour from San Juan. Under the starry night sky and the historic Fajardo lighthouse looming above, watch the glowing organisms in the water light up as your kayak slices through the water. Paddle through stands of mangrove trees and watch small fish dart through the water underneath your boat like shooting stars. Stop for a break with snacks and refreshments before heading back to your starting point. Use of all kayaking equipment and round-trip hotel transfers are included.
  • Duration: 5 hours
  • Duration: 5 hours
From  
USD105.00
From  
USD105.00
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Private Driving Tour of San Juan Highlights

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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD195.00
From  
USD195.00
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Bio Bay Night Kayaking - 8:00pm Round-trip transportation from San Juan area

Sit on Top Kayaks (SOT):If your SOT kayak gets tipped over, it will not sink. You can just flip them over and get right back to paddling. When water gets inside the cockpit, it will drain out through the scupper holes.Big and tall, no problem. More comfortable for larger folks. Because the wide with and open air cockpit, larger folks will find a SOT easier to use and more stable with a maximum weight of 300 pounds per person.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD100.00
From  
USD100.00
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Old San Juan Deluxe Walking Tour

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.
  • Duration: 3 hours
  • Duration: 3 hours
From  
USD66.00
From  
USD66.00
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Narrated Sunset Boat Tour of San Juan

Complete your day with a narrated sunset cruise around Old San Juan. Learn about the area's early colonial history as you sail past its key attractions, such as the Governors Mansion and Paseo de la Princesa, against the backdrop of the sunset.
  • Duration: 1 hour 30 minutes
  • Duration: 1 hour 30 minutes
From  
USD52.00
From  
USD52.00
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Old San Juan, New San Juan & Bacardi tour

Experience San Juan, Puerto Rico; one of the Americas’ oldest cities on a sightseeing tour in a private luxury vehicle. Your driver and personal guide will drive you through Old San Juan, Miramar, Condado, Hato Rey, Isla Verde, Santurce and then to Bacardi Factory. After that he will take you back to your final destination with in the route.Learn about the city’s history and must see landmarks like San Cristobal and El Morro Forts, El Convento, Saint John's Cathedral, Ponce de Leon square and La Rogativa while driving it's narrow streets. After that visit new San Juan's art district in Santurce, main touristic areas of Condado and Isla Verde and get to know historic landmarks, buildings, and beautiful beaches in a relaxed and fun way. Then you will go to Bacardi Factory where you will choose, at your cost, one of several tours ranging from $45 to $60pp to be paid at the factory tour desk. After you finish the tour you will be returned to your selected destination.
  • Duration: 4 to 6 hours
  • Duration: 4 to 6 hours
From  
USD80.00
From  
USD80.00
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Bacardi Rum Distillery and Old San Juan Tour

Absorb some Puerto Rican culture (and some of the island’s legendary rum) during this 4.5-hour tour of Old San Juan and the Bacardi Distillery. Explore the origins of rum and the famous Bacardi family at one of the world’s best-known distilleries. After knocking back a refreshing rum cocktail, you’ll discover the atmospheric Old San Juan neighborhood, a national preservation site and home to a 500-year-old fortress. Your entrance fees, 1 rum cocktail, souvenir cup, driving tour of Old San Juan and round-trip hotel transport are covered.
  • Duration: 4 hours 30 minutes
  • Duration: 4 hours 30 minutes
From  
USD95.00
From  
USD95.00
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Old San Juan, New San Juan & Rainforest

Experience San Juan, Puerto Rico; one of the Americas’ oldest cities on a sightseeing tour in a private luxury vehicle. Your driver and personal guide will drive you through Old San Juan, Miramar, Condado, Hato Rey, Isla Verde, Santurce, Piñones and back to your, hotel, cruiseship or any spot you might choose as final destination with in the route.Learn about the city’s history and must see landmarks like San Cristobal and El Morro Forts, El Convento, Saint John's Cathedral, Ponce de Leon square and La Rogativa while driving it's narrow streets. After that visit new San Juan's art district in Santurce, Financial District, Barrio Obrero amd Villa Palmeras you will be on your way to the only Rainforest in the USA where you will see 2 waterfalls and Yokahu tower. After that you will come back to San Juan main touristic areas of Condado and Isla Verde and get to know historic landmarks, buildings, and the two iconic hotels El San Juan and Condado Vanderbilt in a relaxed and fun way. 
  • Duration: 4 to 6 hours
  • Duration: 4 to 6 hours
From  
USD115.00
From  
USD115.00
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Old San Juan Must See spots tour

Hi I am a tourism major with a love for the history and sights of Puerto Rio. As a local I focus on providing a real local experience that shows the beauty of Old San Juan. Historic sights, secret architecture and exquisite food is what I offer to travelers looking for a high quality, local and affordable experience. Join a historic walk into the top sites that Old San Juan has to offer. Discover local secrets and legends dating back to 1493. Enjoy a walking tour into must see places like El Morro, Capilla San Cristobal, Calle San Sebastian and more. Get to know some secret spots of the San Juan area. The focus is to visit all the must see spots and most Instagramable moments of San Juan. This is a all in one the trip given by a local so you can experience walking in history but through a locals eyes.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD25.00
From  
USD25.00
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Casa Bacardi and Old San Juan Tour

Uncover the history of Bacardi, the world’s most famous spirits company, on this 5-hour tour of Casa Bacardi, and visit to historic Old San Juan. Step inside the world’s largest rum distillery for a handcrafted cocktail and an interactive tour of the company’s history. Then move on to Old San Juan to see the El Morro and San Cristobal forts, plus panoramic views of San Juan Bay. Your visit also includes round-trip transportation from select San Juan hotels, entrance fees at the distillery and San Cristobal and souvenir cup.
  • Duration: 5 hours
  • Duration: 5 hours
From  
USD84.00
From  
USD84.00
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Coffee and Waterfalls - Door of The Mountain Range Adventure Puerto Rico

With this amazing Off the Beaten Path Tour, you will get to spend the day exploring some of Puerto Rico's finest assets, Coffee and Waterfalls. You will avoid the classic touristic things and will get to enjoy with the local's something really authentic as you get to go through the Door of the Mountain Range of Puerto Rico. Will visit the town of our National Poet Juan Antonio Corretjer, Learn about the local and regional history of coffee and unwind in our private waterfall location surrounded by the beautiful mountains of Puerto Rico. Enjoy Puerto Rico's typical countryside comfort food with an amazing view of the Central Mountain Range of Puerto Rico.
  • Duration: 6 to 8 hours
  • Duration: 6 to 8 hours
From  
USD80.00
From  
USD80.00
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Fountain of Youth Tour of Old San Juan

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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD45.00
From  
USD45.00
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San Juan Harbor Tour Aboard La Paseadora

Tour San Juan Harbor aboard a passenger boat, accompanied by historical narration on board. Sip a complimentary drink and take in views of the 500-year-old city of Old San Juan, including the Roots Fountain, Paseo de la Princesa, and the Governor's Mansion.
  • Duration: 1 hour
  • Duration: 1 hour
From  
USD43.50
From  
USD43.50
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Unique Walking Tour through Old San Juan

Discover the historic delights of Old San Juan as you pound its ancient cobblestones on a 5-hour walking tour. Take a comprehensive look at the wealth of colonial landmarks in this former Spanish colony, visiting ‘La Fortaleza’ (Governor’s House), the imposing San Felipe El Morro Fort, 16th-century San Jose Church, the Ballaja Barracks and much more. As you stroll, your expert guide provides additional insight into the design and famous personalities that once inhabited this charming area.
  • Duration: 4 hours
  • Duration: 4 hours
From  
USD65.00
From  
USD65.00
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PR photo excursion in Old San Juan

Traveling is amazing but traveling solo can be hard especially when you do not know the area. On this tour, you get a guide and a professional photographer. While we navigate the stone roads we will talk about the history of Old San Juan and Puerto Rico. We will stop at Instagramable landmarks for photo opportunities. No more selfies!
  • Duration: 2 hours
  • Duration: 2 hours
From  
USD80.00
From  
USD80.00
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