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San Juan Gate (Puerta de San Juan) Tours and Tickets
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.
- Paseo de la Princesa, San Juan, Puerto Rico
Tours and Tickets to Experience San Juan Gate (Puerta de San Juan)
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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, 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.
... More- 2 hours
- Free Cancellation
from
$41.03
Flavors of San Juan Food Tour
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.
... More- 3 hours
- Free Cancellation
from
$147.00
Likely to Sell Out
Cultural One Puerto Rico: Old San Juan, Shopping, and Dining with Transport.
Discover the highlights of Old San Juan on a half-day guided sightseeing and shopping tour. Follow your guide around the charming streets of Old San Juan, passing by landmarks such as the original city gate, Castillo San Felipe de Morro, and the Metropolitan Cathedral Basilica of Saint John the Baptist. Afterwards, enjoy lunch at a local restaurant and go shopping in the Calle Fortaleza shopping area.
... More- 3 hours
- Free Cancellation
from
$69.95
2.5-Hour Historical Walking Tour of Old San Juan
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.
... More- 2 hours 30 minutes
- Free Cancellation
from
$65.00
Likely to Sell Out
San Juan Catamaran Sunset Sail with Drinks Included
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.
... More- 2 hours
- Free Cancellation
from
$119.00
San Juan Bay Day Sail with Drinks Included
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.
... More- 1 hour 30 minutes
- Free Cancellation
from
$99.00
Likely to Sell Out
Cultural One Puerto Rico: Old San Juan, Shopping, and Dining. With Transport.
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!
... More- 3 hours
- Free Cancellation
from
$59.95
Old San Juan Segway PT tour 10:30am and 1pm or Segway Kickscooter Tour 4pm
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'.
... More- 2 hours
- Free Cancellation
from
$97.00
Great Adventure through San Juan on Chiliboats Water Bike
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.
... More- Free Cancellation
from
$59.00
Special Offer
Photoshoot in Old San Juan with a Pro Photographer
This is a 1-hour 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!
... More- 1 hour
- Free Cancellation
from
$300.00
per group
$375.00
$75.00savings
Talking Buildings of Old San Juan: A Self-Guided Audio 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.
... Morefrom
$5.99
3-Hour Historical Old San Juan Opulent Coffee /Art/ Rum Walking Tour
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!
... More- 3 hours
- Free Cancellation
from
$69.00
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.
... More- 2 hours
- Free Cancellation
from
$41.03
Walking Guided Tour of History and Myths of Old San Juan
Book this family-friendly tour to explore the streets of Old San Juan, where your guide will tell you stories of Puerto Rico’s history, along with legends and myths passed down between generations. You’ll keep costs down by booking this group tour, but still get a great feel for magical Old San Juan.
... More- 2 hours 30 minutes
- Free Cancellation
from
$60.00
Instagramable Places in Old San Juan Shared Tour
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.
... More- 2 hours 30 minutes
- Free Cancellation
from
$60.00
Old San Juan Walking Tour (Day and Night)
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.
... More- 3 hours
- Free Cancellation
from
$85.77
Likely to Sell Out
San Juan Done Right! - Walking Tour
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.
... More- 2 hours 20 minutes
- Free Cancellation
from
$60.00
Likely to Sell Out
San Juan Done Right! - Driving Tour
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.
... More- 3 hours 5 minutes
- Free Cancellation
from
$65.00
Old San Juan Top Rated City Tour
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. Yes, its that old! We will be walking and stopping at all the main sites, like castles, forts, cobblestone streets, colorful buildings, monuments, and plazas learning of 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 bring your camera. 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
... More- 2 hours
- Free Cancellation
from
$25.00
Likely to Sell Out
Unique Old San Juan Walking Tour
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.
... More- 3 hours 30 minutes
- Free Cancellation
from
$65.00
Private Old San Juan Historic Discovery Experience
Discover the highlights of Old San Juan in just two hours, without having to walk everywhere, with this private guided driving tour. Travel around the charming streets of Old San Juan by private air-conditioned vehicle and hop out at different attractions and monuments, with a guide to provide more background and insights.
... More- 2 hours
- Free Cancellation
from
$199.99
Price varies by group size
Let’s Roam’s Old San Juan Scavenger Hunt: Find the Fountain of Youth!
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.
... More- 2 hours
from
$12.31
Private 3 day Puerto Rico's Bucketlist Experience
Discover the top highlights of Puerto Rico, including urban San Juan, culture, history, and nature, with this 3-day private guided tour. Experience culture and history in Old San Juan, Santurce, Pinones, and a rum distillery, and explore beautiful parks, waterfalls, hiking trails, caves, and cays, and swim in a bioluminescent bay around the island.
... More- 3 days
- Free Cancellation
from
$1,599.99
Price varies by group size
Special Offer
DUHO | Old San Juan 101 • One Hour Tour
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 Chapel, the Governor's Mansion, as well a the Cathedral of San John the Baptists.
... More- 1 hour
- Free Cancellation
from
$20.00
$25.00
$5.00savings
What are people saying about San Juan Gate (Puerta de San Juan)
Tytyanna_F, Sep 2023
Virgo Season Celebration
The experience was great. The Captain had a great choice of music and the host went beyond great hosting. Mandatory safety review. The sailing was smooth with a few low waves nothing crazy. The drinks included were actually nice drinks that’ll have you groovy. Met others on board that shared same birthday season, it was a vibe 10/10 highly recommend.
Jawanda_S, Sep 2023
Love + History=Paradise
Captain (Osana 2) and Coco (Pedro) are absolutely amazing! Definitely book this experience! They are customer oriented from A-Z with a huge safety component. The love of turtles and the wealth of knowledge made this an experience to last a lifetime. Thank you for capturing our love and fulfilling our musical request.
Felicia_D, Aug 2023
Tour recommended!
David was a great guide! Attentive to the safety of all participants. It was a great mix of culture, history, and humor. Very knowledgeable and personable. We recommend taking this tour!
Blair_M, May 2023
We saw everything! David is the best tour guide.
We got so much more from this tour than we ever expected. It was three hours and saw all of Old San Juan. Our tour guide, David, is incredibly knowledgeable. He invited questions from the group and knew answers to all of them. You can tell he loves his city, cleaning up trash as we walked. Couldn't have asked for a better experience. Would absolutely recommend this to anyone coming to San Juan and want to learn the history.
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- La Fortaleza (The Fortress)
- Paseo de la Princesa
- Mezzanine at St. Germain
- Chapel of Christ (Capilla del Cristo)
- San Juan Cathedral (Catedral de San Juan Bautista)
- Castillo San Cristobal
- Old San Juan
- Museum of the Americas (Museo de las Américas)
- San Juan National Historic Site (Sitio Histórico Nacional de San Juan)
- Old San Juan Piers
- The Capitol of Puerto Rico (El Capitolio)
- Castillo San Felipe del Morro
- Goat Island (Isla de Cabras)
- Bacardi Rum Factory (Casa Bacardi)
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