San Juan Gate (Puerta de San Juan) Tours & Attractions

Join your host for a 3-hour culinary exploration of staples like single-origin Puerto Rican coffee, Caribbean sourced chocolate, street food and mojitos, or piña coladas. Try the iconic dish "mofongo", all with the cobblestone streets and colorful facades of the city’s oldest neighborhood as your backdrop. Your tour also includes historical and cultural information of Old San Juan.  

Everything is included in the ticket price - food, 1 cocktail, and a historical walking tour. Get a taste for the authentic flavor and culture of Puerto Rico while dining across a handful of local mom & pop restaurants.

We will try to accommodate food intolerances or allergies, but we CANNOT accommodate
1) vegan
2)allergic to bell pepper, cilantro, onion
3)gluten free

*IMPORTANT: You must advise of any food allergies and dietary restrictions in the special requirements field at the time of booking.
Duration: 3 hours.

Old San Juan, 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, its 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 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 buy 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 sights, sounds, and atmosphere of Old San Juan!
Duration: 4 to 5 hours.

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.
Duration: 2 hours 15 minutes.

Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation. Take in the panoramic views on this pleasure sightseeing tour of San Juan Bay and adjacent waters. Relax on a romantic sail with your loved one or have a fun getaway with a group of friends. Take a break from the city and step out into the ocean with your professional captain on call.
Duration: 1 hour 30 minutes.

Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2-hour sail aboard a 37ft catamaran sailboat completely powered by the wind is the perfect setting for a romantic moment with your loved one or a fun time with friends. Complimentary beer, rum & coke, rum punch, and sparkling wine will be available to celebrate that special occasion or just because you're on vacation. Your veteran captain will point out sights along the way as you enjoy the views and the company aboard.
Duration: 2 hours.

Glide through Old San Juan’s 500 years of history on this 2-hour Segway PT or scooter tour, exploring the scenic route on a Segway Kickscooter. Known as ‘The Walled City,’ Old San Juan was founded as a military stronghold and remains the oldest city under the American flag. This small-group tour is limited to 6 riders for Segway PT and 6 riders for Segway Kickscooter, allowing you to zoom around effortlessly and see more than 15 attractions. Learn from an informative guide about the city’s role during the Spanish empire, World War II, and as a US territory. Capture stunning views of San Juan Bay and Castillo San Felipe Morro along the way.

*Please note* tour schedules per vehicle type and weight restrictions are listed in the 'additional information section'.
Duration: 2 hours.

(Cruise Port Walking Distance)
Dare to explore a new adventure! Embark on a wonderful journey aboard a high-performance Chiliboats water bike, unique in its class. Enjoy easy and smooth pedaling, combined with stability and safety. Marvel at unique and amazing views of the Old San Juan Bay, with over 500 years of the city's rich history. Highlights include Puerto Rico's most iconic attraction: the San Felipe del Morro Fort. Be amazed by impressive views of La Fortaleza (Palace of Santa Catalina/governor's residence), San Juan Gate (original entrance to the walled city), the "Baluarte de San Agustín," Santa Elena Battery, El Morro Wall, the "Garitas," and more.

Whether you're an individual adventurer or part of a family or friend group, you can fully enjoy this experience.

Approximate Duration:
1 hour and 30 minutes (including approximately 30 minutes of on-shore preparations and a 45-50 minute adventure on the water) Read about early arrival requirement.
Duration: 1 hour.

Check out all the top spots in San Juan Puerto Rico on a Segway e-Moped C80- there’s no need to walk! Meet your guide at the designated spot, put on your helmet, and play your own music on the speakers. Get a quick and safe lesson on how to ride your e-Moped, and then you’ll be on your way to your next adventures. Visit Old San Juan, Castillo San Felipe El Morro, Condado, and La Placita. See all the historical sites and much more on this 2-hour (approximate) tour.
Duration: 2 hours.

Step into history, enjoying the beauty of the “walled city” of Old San Juan. Our guides will cover 500 years of puertorican History and Culture, helping you explore one of the oldest cities in the hemisphere via its beautifully preserved architecture dating all the way back to the founding of what will eventually become Old San Juan. The tour is designed to have photo opportunities and water breaks along the way, lasting two and a half hours.
Duration: 3 hours.

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. A feat like this easily take at least 8 hours if done just walking, but we cover it all in eithier 2, 3, 4 hours or even a full day. by stolling in our premium vehicles providing a sanctuary of cool comfort, as you avoid sweating under the sun or geting wet under the unexpected rain showers in the tropics. You'll appreciate the ease of moving up and down the historic hills without exertion, ensuring your energy is reserved for enjoyment and discovery.

Your guide, an expert in the city's rich heritage, will lead you through Old San Juan's storied streets and facades, revealing the hidden tales behind each significant site.

Customize it adding Puerto Rico's finest rum distillery, Barrilito, our African Heritage Village, the Rainforest or all of the above for the ultimate full day San Juan Experience.
Duration: 4 hours.

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
Duration: 2 hours.

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.
Duration: 2 hours 30 minutes.

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.
Duration: 1 hour.

Walk with me through my Old SanJuan on the only tour you will find offered only in Spanish. You will learn about its history, legends, secrets and more. Old SanJuan is the oldest city on the entire island of Puerto Rico. It is also the second oldest city in the Americas. It is more than 500 years old since its foundation. The city was built and protected by walls and defended it from Pirates and Corsairs who sought to occupy it.
We begin our tour walking 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 for you to fall in love with our island and have a great time.

Duration: 2 hours.

Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
Duration: 2 hours.

"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.
Duration: 80 to 100 minutes.

Experience our Private Local Food Tour in San Juan!

Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting food tour of San Juan.

Experience the flavors and culture of Puerto Rico on a private food tour in Old San Juan. Explore local eateries and sample island staples such as plantains and sofrito, all while taking in the charm of the city's oldest neighborhood. Your tour also includes a choice of an alcoholic beverage or non-alcoholic substitute.

We'll greet you directly at the city center or hotels and ensure you return with ample time to relax and relish your day.

Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!
Duration: 4 hours.

If there is a tour every cruiseship visitor and traveler must do before even trying to walk our old city’s street, this will be it!

This tour was curated with comfort and as little walking as posible in mind, and it is the single tour every and anyone should do to avoid wasting hours looking for the landmarks, buildings and walking under the scorching sun trying to discover it’s history.

In it your driver and guide will take you in a route through the main buildings and landmarks and a journey in time telling you about the city’s history the city’s story in short and precise way as he drives you slowly driving through the narrow and colorful streets of our historic walled city.

You will have 4 to 6 stops to take pictures and get a closer look of the main landmarks of the city. Among them San Cristobal and El Morro Forts, El Convento, Ballaja, Saint John’s Cathedral, La Rogativa, Del Cristo and San Jose chapels and Colombus and Ponce de Leon square.
Duration: 2 hours.

Join us for a two-hour walking tour of Old San Juan! Certified Tour Guide, Felix Monterola, will take you on a journey through the vibrant streets of the city, where you will experience the rich culture and history of the island. Our tours are designed to be fun and informative, giving you an insider's view of the local customs and traditions. Whether you're a first-time visitor or a seasoned traveler, our tours are the perfect way to discover the beauty and charm of Old San Juan.


Duration: 2 hours.

Every tour of this magical city is different because Old San Juan is a city filled with rich history and tall tales. We will share the history from fact as well as the tales passed down from generation to generation. Let us transport you through the power of words while guiding you around the place where it actually happened.
Duration: 2 hours 30 minutes.

San Juan Done Right!

Experience Old San Juan in a delightful ode to its seat of honor within the history of the New World’s conquest. Receive insight into the life of the common city dwellers, as well as the military origins of the Spanish stronghold that is the City of Saint John the Baptist.

Our licensed tour guide will impart on a walking tour along the Paseo de la Princesa (Princess Promenade) to enter the old city through the historic San Juan Gate. Believed standing since approximately 1540. Once inside see Plazuela La Rogativa.

Then it’s on to visit the Basilica Manor Cathedral San Juan Bautista, full of devotion, architecture, and art. Our guide walks you through its history and mystique.

Later learn about La Fortaleza, today it remains the official residence of Puerto Rico’s governor. Close by, take pictures of Cristo Chapel, Pigeon Park and La Casa Estrecha (the Narrow House), one of the skinniest houses in the world. Finish with a Piña Colada at Barrachina Restaurant.
Duration: 3 to 4 hours.

All tours to this magical city are different because Old San Juan is a city filled with history and tales. While we share the history from the books, we also share the tales passed down from generation to generation. When you put the history and tales together, you can feel as you were there present.

Immerse yourself in Puerto Rico’s culture, history, and some of the best spots in the city with our guided walking tour through Old San Juan’s beautiful streets. This family-friendly 2.5-hour tour will let you discover the old city’s magical corners and sight-see its wonderful architecture.
Duration: 2 hours 30 minutes.

Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the United States, has reached its 500th anniversary. This intense and rich with sites and experiences tour is designed for history savvy, a cultural buff, or a sightseeing enthusiast! Attendees will get to know Puerto Rican culture on a tour of most iconic historical sites in Old San Juan complemented with cultural experiences. Within the tour, there will be 32 narrated by professional guide landmarks for participants to see(not all are mentioned in the description ).For the Opulent experience I'll treat your taste buds to a one of a kind secret cocktail that you can only taste on this tour! Culminated with the tasting of 'Coffee of the Popes and the Kings' and crafting of a memorable souvenir with a certified artisan, for an ultimate cultural immersion!
Duration: 2 hours 30 minutes.

Experience a delightful ode to unmatched Old San Juan. With half a millennium of groundwork on hand, allow us the privilege of presenting you our history in the context of the New Worlds’ conquest.

We provide complimentary pick-up and drop-off. Our interest is serving you and we therefore will contact you regarding the time and location. We ask that you are considerate of other guests. Please be there when we arrive at your scheduled pick-up.
Duration: 3 to 4 hours.

Discover the history of Old San Juan as you pound its ancient cobblestones on a 3.5 hour walking tour! Old San Juan is the second oldest city in America, a UNESCO World Heritage Site as well as a U.S. Historic Zone. You might feel that you’ve been thrown back into the past with over 400 well-preserved buildings in the old city!

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!

A break to get a refreshment, snack and bathroom break will be provided halfway the tour or upon request.

Points of interest:

Plaza of San Jose

San Jose Church

Paseo de la Princesa

San Juan Gate

Castillo de San Cristobal

La Fortaleza - Palacio de Santa Catalina

and more!
Duration: 3 hours 30 minutes.

Walk the city with an expert guide through the cobblestone streets while being mesmerized with 500 years of history. Appreciate the fort that was built for protection, as well as the Governor’s Mansion, the legendary San Juan Cathedral, and other historical and tourist attractions. Walk through the San Juan Gate built in 1520 to protect the city from those entering the harbor.
Duration: 2 hours 30 minutes.

Have you discovered Puerto Rico? The Island inspires visitors to enjoy its hidden treasures, rainforests, hiking trails, pristine beaches, and many only-in-Puerto Rico wonders. With us you can follow Lin-Manuel’s steps in discovering (or rediscovering) what makes Puerto Rico such a special place.

This private 3-day package is filled with the places Lin-Manuel named as his favorites and some others he didn’t have the chance to visit, but we will certainly have him experience the next time he comes to visit our island. Included here are his favorites like: Tanama Canyon, the Rainforest, Condado, Old San Juan top 80 landmarks, Ponce, and then we add some of our most unique natural wonders like Cascada Las Delicias Waterfall, Chorro de Dona Juana Waterfall, La Piedra Escrita and its Taino petroglyphs, Snorkeling in a Cay with crystal clear waters, safely swimming in the Bioluminescent waters, a visit to our African heritage area and our finest rum distillery, Barrilito!
Duration: 3 days.

Embark on a personalized journey through Old San Juan with our exclusive private walking tour. Led by expert guides, this immersive experience delves into the rich history and vibrant culture of Puerto Rico's iconic capital.

Disclaimer: Casual attire. 2-hour cancellation policy; no refund for no-shows. Participants responsible for insurance. Food consumption at own risk. Claims handled via Resolution Center. All activities governed by Puerto Rico laws.

All Rights Reserved by KERC Experiences
Duration: 2 hours.

Experience San Juan the best possible way...through a private tour. Focus on what you are most excited about. Learn about the history and the untold secrets of this wonderful place and get to know the forts, churches, plazas, cafes, museums, and local flora/fauna. It's not like a college lecture. . . is more like hanging out with a knowledgeable local person. Feel like a local and walk at your own pace, taking breaks when you want. Have a wonderful day in San Juan, Puerto Rico!
Duration: 4 hours.