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San Juan Gate (Puerta de San Juan)
San Juan Gate (Puerta de San Juan)

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

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5,219 Reviews
Free admission

Named in honor of Saint John the Baptist, San Juan Gate (Puerta de San Juan) was originally one of five doorways to the city used to protect its streets from invaders and each gate has its own unique function. Today, this towering red and white entryway that’s tucked into the city’s surrounding stonewall offers a truly magical way to enter and explore Puerto Rico’s capital city.

Travelers who pass through this historic entrance will find energetic vendors selling traditional snacks and ice-cold piragua along walkways heading towards the historic old town. Ancient trees stretch high into the sky and provide cool shade for lovers on romantic strolls. Narrow cobblestone streets lined with restored Spanish colonial homes and ornate balconies add to the charm of this favorite San Juan attraction.

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Paseo de la Princesa, San Juan, Puerto Rico
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Flavors of Old San Juan Food Tour

Flavors of Old San Juan Food Tour

star-5
3005
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. 
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  • 3 hours
  • Free Cancellation
From
$147.00
From
$147.00

Old San Juan Walking Tour

Old San Juan Walking Tour

star-5
1010
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.
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  • 2 hours
  • Free Cancellation
From
$41.03
From
$41.03

San Juan Bay Day Sail with Drinks Included
Likely to Sell OutLikely to Sell Out

San Juan Bay Day Sail with Drinks Included

star-5
181
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$99.00
From
$99.00

San Juan Catamaran Sunset Sail with Drinks Included
Likely to Sell OutLikely to Sell Out

San Juan Catamaran Sunset Sail with Drinks Included

star-5
319
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.
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  • 2 hours
  • Free Cancellation
From
$119.00
From
$119.00

Old San Juan Segway PT tour 10:30am and 1pm or Segway Kickscooter Tour 4pm

Old San Juan Segway PT tour 10:30am and 1pm or Segway Kickscooter Tour 4pm

star-4.5
525
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'.
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  • 2 hours
  • Free Cancellation
From
$97.00
From
$97.00

The Enchanted Shore HeliTour
Likely to Sell OutLikely to Sell Out

The Enchanted Shore HeliTour

star-4.5
35
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.
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  • 10 to 12 minutes
  • Free Cancellation
From
$153.85
From
$153.85

San Juan: Caribbean Chiliboats Guided Water Bike Experience

San Juan: Caribbean Chiliboats Guided Water Bike Experience

star-5
47
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.
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  • 45 minutes
  • Free Cancellation
From
$45.00
From
$45.00

2.5-Hour Historical Walking Tour of Old San Juan

2.5-Hour Historical Walking Tour of Old San Juan

star-4.5
10
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.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$65.00
From
$65.00

Let’s Roam’s Old San Juan Scavenger Hunt: Find the Fountain of Youth!

Let’s Roam’s Old San Juan Scavenger Hunt: Find the Fountain of Youth!

star-3
2
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.
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  • 2 hours
From
$12.31
From
$12.31

Instagramable Places in Old San Juan Shared Tour

Instagramable Places in Old San Juan Shared Tour

star-4.5
2
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.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$60.00
From
$60.00

The Best City Tour of Old SanJuan

The Best City Tour of Old SanJuan

star-5
3
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
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  • 2 hours
  • Free Cancellation
From
$30.00
From
$30.00

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

star-2.5
4
"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.
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  • 1 hour 20 minutes to 1 hour 40 minutes
From
$5.99
From
$5.99

Fountain of Youth Tour of Old San Juan

Fountain of Youth Tour of Old San Juan

star-5
13
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.
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  • 2 hours
  • Free Cancellation
From
$41.03
From
$41.03

San Juan Done Right! - Driving Tour

San Juan Done Right! - Driving Tour

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34
Experience the best that San Juan has to offer on a half-day sightseeing tour around the city. Join a small group and board your vehicle to explore the highlights of San Juan including the basilica, the city gate, and La Fortaleza. You also take a guided walking tour around Old San Juan to dive deep into the colonial past of the city.
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  • 3 to 4 hours
  • Free Cancellation
From
$65.00
From
$65.00

Private Old San Juan Historic Discovery Experience

Private Old San Juan Historic Discovery Experience

star-5
1
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.
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  • 2 hours
  • Free Cancellation
From
$199.99
Price varies by group size
From
$199.99
Price varies by group size

1-Hour Tour in Old San Juan with a Professional Photographer

1-Hour Tour in Old San Juan with a Professional Photographer

star-5
17
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!
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  • 1 hour
  • Free Cancellation
From
$200.00
From
$200.00

San Juan Express Food Tour

San Juan Express Food Tour

star-5
9
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.
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  • 2 hours
  • Free Cancellation
From
$118.00
From
$118.00

Walking Guided Tour of History and Myths of Old San Juan

Walking Guided Tour of History and Myths of 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.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$60.00
From
$60.00

Boozy Bites Small-Group Food Tour in San Juan
Likely to Sell OutLikely to Sell Out

Boozy Bites Small-Group Food Tour in San Juan

star-5
5
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.
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  • 3 hours
  • Free Cancellation
From
$162.00
From
$162.00

3 day Puerto Rico Private Bucketlist Experience

3 day Puerto Rico Private Bucketlist Experience

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!
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  • 3 days
  • Free Cancellation
From
$1,299.99
Price varies by group size
From
$1,299.99
Price varies by group size

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What's the best way to experience San Juan Gate (Puerta de San Juan)?