San Juan Gate (Puerta de San Juan) Tours and Tickets

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. 

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.

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.

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.

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.

Get unrivalled views of Puerto Rico’s natural and historical landscapes during a helicopter tour that lets you see the island from a fresh perspective. Designed with time-pressed travelers in mind, this private tour ensures you have the helicopter all to yourself, so you can guarantee a window seat. Plus, you can choose a start time that suits you.

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'.

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.

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.

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.

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.

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.

Catch a glimpse of Old San Juan as the burnt orange sun dips behind a Spanish colonial city. This adult-only sunset tasting tour weaves through the city to three independently owned restaurants/bars featuring light island hors d’oeuvres, two cocktails, and to cap it all off, a trio of aged rums paired with Puerto Rico’s most famous locally sourced chocolate: Chocolate Cortes’ Forteza. Guests will learn first hand in a small group with a knowledgeable bilingual guide how to taste aged Puerto Rican rum and will get a crash course on high-end chocolate from one of the most famous chocolate producers on the island. Enjoy Old San Juan progressively through various stops with light appetizers, cocktails, and a unique, unforgettable rum and chocolate pairing during this easy 3-hour stroll. Learn about the architectural features behind the Spanish buildings, plazas, squares, balconies, and mysterious blue cobblestones in the heart of Puerto Rico’s capital city: Old San Juan.

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.

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.

"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.

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 filled with history and landmarks but, rather than wandering around alone, your experience is much richer if you explore it in the company of a guide who can provide background information and insights. This walking tour takes you to all of the most important landmarks and take you back in time with tales of the colorful characters who shaped 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.

Dine on a progression of sips and bites across three tasting spots while you see the authentic side of the oldest city flying under the United States flag: its quirky personality, rich cuisine and interesting history. Tours depart in the afternoon so you can catch a glimpse of Old San Juan as the yellow Caribbean sun fades, leaving a lavender and burnt orange sky with wisps of pink. This sunset tour weaves through the city to three independently-owned restaurants highlighting Puerto Rico’s great food plus one famous cocktail. Get ready for mojitos or piña coladas, mofongos and cap it off with dessert.

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!