San Juan Gate (Puerta de 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.

Set sail across the Caribbean on this 1.5-hour cruise from San Juan and enjoy unforgettable views of the Puerto Rican capital. Hop aboard a traditional sailboat and sip complimentary drinks as you cruise along the coast. Keep your camera to hand as you pass landmarks like San Juan Bay Marina and El Morro Fort, and spot dolphins and sea turtles swimming and playing around the boat.

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.

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. 

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'.

Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in 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.

Take a tour through San Juan Bay and enjoy views of the old city as you explore by water bike. Easily pedal through the bay and see several landmarks including the San Felipe fortress, the governor’s home, the San Juan Door, and the Santa Elena Battery. This tour provides a unique view of Old San Juan without skimping on the details.

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 Old San Juan and learn about its many historic buildings and sites with this app-based self-guided audio tour. Enjor convenient offline access and explore at your own pace, while learning about highlights such as the Castillo de San Cristobal, Plaza de Armas, La Fortaleza, Castillo San Felipe del Morro, and more.

This is a photo session tour in historic Old San Juan! First, we will meet up at Hotel El Convento in Old San Juan for an introduction and a quick chat, to get to know each other and to better understand your photo style. Then we will proceed to walk along a specific route to make sure we hit some of the most iconic photo spots in Old San Juan. We will start at El Hotel Convento and then go down a street that looks like a jungle right in the city, Caleta de San Juan! Then, as we past by the historic Door of San Juan and the surrounding fortifications, we will make our way to Caleta de las Monjas, which is famous for it's variety of colorful houses. From there, we will go down a small alley with a garden in the center - a real hidden gem of Old San Juan! After that, we will head towards two iconic Puerto Rican flag doors. Up to 5 days later, you will receive 30 professional images that capture the memories of your experience in Old San Juan!

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.

If you're looking for an activity for your group that takes you off the well-worn tourist trail, try this app-based scavenger hunt. Challenge yourselves with trivia questions and solve challenges as you seek out the national treasures hidden in Old San Juan. See the city's cultural and historical sights as you go for scavenger hunt glory.

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.

Discover Puerto Rico in a 3 day package that has a hand picked variety of locations and activities that will get you craving for more. This package gives you the best of the Metropolitan touristic zone, our history and our most amazing natural wonders. The first day you will visit America's oldest city, Old San Juan, our african heritage capital, Pinones, and our finest Rum Distillery at El Barrilito. It will be a day filled with stories, legends and stories about our history The second day is a nature exploring one in which you will hike a rock formation in Mar Chiquita with amazing views, see the tallest Statue of the Americas; the Birth of a New World monument, visit the Camuy Caves and experience perhaps the most beautifull waterfall in our rainforests. The third day is the special one because you wil visit our finest cays at Guilligan's and Caracoles and then do the most unique thing you can do in our island: swim in the glowing waters of La Parguera Biobay!

If you are short on time, then this is the tour for you. Don't waste your precious vacation time on a long walking tour - let us show you the historic richness of Puerto Rico in as little as 2 hours! Your professional guide will take you through a journey in time, telling you about the city’s history and must see buildings while driving its narrow and colorful streets. You will even have a chance to have a piragua (ice cone) or an original Piña Colada at Barrachina! You will have a choice of durations and add-ons.

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, her 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 which are 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 secure 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 sites, sounds, and atmosphere of 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, her 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 which are 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 secure 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 sites, sounds, and atmosphere of Old San Juan!

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.

Get ready to go back in time. This is a walking tour of Old SanJuan. Sometimes i bring a van and we drive a bit. Either way you need to be ready to walk just in case. The City of Old SanJuan was founded in the year 1521 making it the Oldest City in Puerto Rico and the second oldest City in The Americas. Yes, its that old. We will be walking and stopping at all the main sites like the Castles, Forts, Cobblestone Streets, Colorfull Buildings, Monuments, Plazas and their history. BTW, we don’t go inside the Forts. Every picture you take in Old SanJuan is beautifull and unique so make sure you bring your camera. We will also learn everything there is to know about the City and the island. Remember you will be going with a certified Tour Guide this way you get the Correct Information everywhere you stop. My main goal is that you fall in love with the island and keep coming back. Im excited to meet you. Just book your tour and i will see you soon. Be respectful Bring Good Vibes Only

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!