Puerta de San Juan

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Top activities in San Juan, Puerto Rico

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Puerta de San Juan: Our most recommended tours and activities

San Juan: History Walking Tour with a Guide

San Juan: History Walking Tour with a Guide

Enjoy a guided history walking tour suitable for all ages to some of Old San Juan's most notable landmarks. Learn more about the history of Puerto Rico, its ties to the United States, and its rich Spanish, Taino Indian, and West African Heritage. Begin your exploration of Old San Juan, a UNESCO World Heritage site, with a stop outside La Casa Estrecha, one of the narrowest houses in the Western hemisphere. Then, enter La Catedral de San Juan Bautista which is Puerto Rico’s grandest religious building. Discover some parts of some of the city’s impressive defensive system, namely its historic walls, the only remaining entrance door at La Puerta de San Juan, and Fortaleza. Gain a greater understanding of Puerto Rican history with your knowledgeable local guide.

San Juan: Old Town Walking Tour and El Morro Fort Entry

San Juan: Old Town Walking Tour and El Morro Fort Entry

Make the most of your visit to San Juan with a guided walking tour of the historic Old Town area. Get comprehensive insight into Puerto Rican culture and history, guided by a local expert, and visit the ancient Fort Morro in the heart of the neighborhood. Join your guide in Plaza Darsenas and set off on your walking tour through the storied cobblestone streets of the Old Town of San Juan. Admire the colorful traditional homes of the oldest part of the city. Admire notable landmarks including the San Juan Bautista Cathedral, La Fortaleza, and the San Juan Gate, as well as several other iconic sites. Learn about the fascinating colonial history of the area and its contemporary character with the expert insight of your local guide. Finally, enter Fort Morro, the most visited destination in Puerto Rico. Learn about the fascinating naval history of the fort and its strategic importance as you gaze out over the ocean.

San Juan: Old San Juan Walking Tour

San Juan: Old San Juan Walking Tour

Step back in time and learn about Old San Juan from your guide who will cover centuries of Puerto Rican history and culture. Discover many of the highlights of one of the oldest cities in the Western Hemisphere as you make your way through Old San Juan. Start your tour at Plaza Colon and learn about the centuries-long history of this city from your guide. Discover the city's well-preserved architecture dating back to its founding and hear war stories of how a small island beat back empires. Explore city highlights, like El Morro Fort, San Juan Bautista Cathedral, Plaza de Armas, Paseo de la Princesa, San Juan Gate, and more. Enjoy photo and water breaks along the way to make sure the tour is as comfortable and enjoyable as possible.

San Juan: Old San Juan Guided Walking Tour

San Juan: Old San Juan Guided Walking Tour

Explore the beauty of San Juan as you trace the city's colorful history on this guided walking tour. Be greeted by your guide near the towering statue of Columbus in Plaza Colon. Start with the rich history of the island with stories that date back to when the native Taino people controlled the island. Stroll through cobblestone streets that date back to the 1800s to uncover hidden gems. Take in the city's rich neoclassical, Gothic, Baroque, and Colonial architecture. Connect with the local culture as your guide shares legends behind the city's most popular landmarks. See the biggest military structure that was constructed by the Spaniards in the New World at the Ballaja Barracks. Snap photos of the vivid red San Juan Gate and the bright white San Juan Cathedral. View the totem in Plaza del Quinto Centenario and venture to San Cristobal to admire the outside of the San Felipe Fortress.

San Juan: Walking Tour with Expert Guide

San Juan: Walking Tour with Expert Guide

Learn about its colonial influence and discover this fascinating city. See all its essential sights with your expert local guide. Begin with by entering San Felipe del Morro or San Cristobal. Hear fascinating facts as you walk along Paseo de la Princesa to the Governor's residence. Stroll through a city brimming with colors and cobble stone streets. See the San Juan Gate, built in 1520 to guard the city from the harbor. Visit the Ballaja Barracks, built by the Spanish militia for housing in 1864, as well as the San Jose Church, and Plaza del Quinto Centenario. Your tour will end at the Hotel El Convento, adjacent to all the shops and restaurants.

Puerto Rico: Old San Juan Guided Walking Tour

Puerto Rico: Old San Juan Guided Walking Tour

Embark on a historic walk into the top sights that Old San Juan has to offer. Experience San Juan from a local's perspective as your guide walks you through the most notable landmarks. Marvel at the colorful Spanish colonial architecture dating back to the 16th and 17th centuries. See beautiful historical buildings such as the Cathedral of San Juan Bautista, one of the oldest buildings in San Juan. Visit the 16th century El Morro and La Fortaleza fortresses (outside) that are rising above the ocean, and then stroll along the Paseo de la Princesa, taking in the stunning views of the bay. Learn about the importance of Christopher Columbus for Puerto Rico, find out what was San Juan's original name, and hear about the Spanish-American post-war history. Then together with your local guide find out what’s inside San Juan’s San Felipe del Morro citadel.

Old San Juan: Segway PT and Kickscooter Tours

Old San Juan: Segway PT and Kickscooter Tours

Discover the charm and history of Old San Juan on this engaging 2-hour Segway tour. Begin your adventure at Pier 2, where you'll meet your small group and friendly guide. After a brief safety lesson and helmet fitting, you'll be ready to navigate the cobblestone streets and colorful facades of this picturesque colonial district. Your journey starts with a ride to Darsenas Square, offering panoramic views of modern San Juan and its bay. Here, you'll learn about the city's maritime defense history and the crucial role of the San Juan Gate. Continue along the hilly streets to admire the imposing walls of La Muralla, a 3-mile long and 140-foot high barrier that once protected the city. As you glide through the streets, your guide will share fascinating stories about the area’s military history and notable landmarks. Visit the Cathedral of San Juan Bautista, the final resting place of famous Spanish explorer Ponce de Leon. See the Ballaja infantry barracks and the cannon battery of La Perla, which was later converted into a slaughterhouse. Throughout the tour, you'll have plenty of opportunities to stop for photos and soak in the rich history of this 500-year-old settlement. The tour concludes back at the starting point, leaving you with a deeper appreciation of Old San Juan's heritage and beauty.

Old San Juan History & Culture (Open Walking Tour)

Old San Juan History & Culture (Open Walking Tour)

Meet your local guide in the Old San Juan district and uncover the area's highlights together. Immerse yourself in the rich history and vibrant culture of Puerto Rico as you stroll thorugh stunning colonial streets. Take in colorful buildings as you walk on charming cobblestone streets. See the historic San Juan Gate, the last remaining of five original gates used to protect the city. View Castillo San Felipe del Morro, a 16th-century fortress perched on the edge of the Atlantic Ocean, offering a glimpse into the island's military history. Take in Castillo de San Cristóbal, another majestic fort, this 18th-century structure is the largest Spanish fort in the New World, featuring intricate tunnels and impressive battlements. Gain valuable insights and spot hidden gems while gaining a deeper understanding of the historical significance of the landmarks of the city. Learn about the cultural diversity and traditions that make Puerto Rico such a unique and captivating destination.

Puerta de San Juan: Our most recommended tours and activities

San Juan: History Walking Tour with a Guide

San Juan: History Walking Tour with a Guide

Enjoy a guided history walking tour suitable for all ages to some of Old San Juan's most notable landmarks. Learn more about the history of Puerto Rico, its ties to the United States, and its rich Spanish, Taino Indian, and West African Heritage. Begin your exploration of Old San Juan, a UNESCO World Heritage site, with a stop outside La Casa Estrecha, one of the narrowest houses in the Western hemisphere. Then, enter La Catedral de San Juan Bautista which is Puerto Rico’s grandest religious building. Discover some parts of some of the city’s impressive defensive system, namely its historic walls, the only remaining entrance door at La Puerta de San Juan, and Fortaleza. Gain a greater understanding of Puerto Rican history with your knowledgeable local guide.

San Juan: Old Town Walking Tour and El Morro Fort Entry

San Juan: Old Town Walking Tour and El Morro Fort Entry

Make the most of your visit to San Juan with a guided walking tour of the historic Old Town area. Get comprehensive insight into Puerto Rican culture and history, guided by a local expert, and visit the ancient Fort Morro in the heart of the neighborhood. Join your guide in Plaza Darsenas and set off on your walking tour through the storied cobblestone streets of the Old Town of San Juan. Admire the colorful traditional homes of the oldest part of the city. Admire notable landmarks including the San Juan Bautista Cathedral, La Fortaleza, and the San Juan Gate, as well as several other iconic sites. Learn about the fascinating colonial history of the area and its contemporary character with the expert insight of your local guide. Finally, enter Fort Morro, the most visited destination in Puerto Rico. Learn about the fascinating naval history of the fort and its strategic importance as you gaze out over the ocean.

San Juan: Old San Juan Walking Tour

San Juan: Old San Juan Walking Tour

Step back in time and learn about Old San Juan from your guide who will cover centuries of Puerto Rican history and culture. Discover many of the highlights of one of the oldest cities in the Western Hemisphere as you make your way through Old San Juan. Start your tour at Plaza Colon and learn about the centuries-long history of this city from your guide. Discover the city's well-preserved architecture dating back to its founding and hear war stories of how a small island beat back empires. Explore city highlights, like El Morro Fort, San Juan Bautista Cathedral, Plaza de Armas, Paseo de la Princesa, San Juan Gate, and more. Enjoy photo and water breaks along the way to make sure the tour is as comfortable and enjoyable as possible.

San Juan: Old San Juan Guided Walking Tour

San Juan: Old San Juan Guided Walking Tour

Explore the beauty of San Juan as you trace the city's colorful history on this guided walking tour. Be greeted by your guide near the towering statue of Columbus in Plaza Colon. Start with the rich history of the island with stories that date back to when the native Taino people controlled the island. Stroll through cobblestone streets that date back to the 1800s to uncover hidden gems. Take in the city's rich neoclassical, Gothic, Baroque, and Colonial architecture. Connect with the local culture as your guide shares legends behind the city's most popular landmarks. See the biggest military structure that was constructed by the Spaniards in the New World at the Ballaja Barracks. Snap photos of the vivid red San Juan Gate and the bright white San Juan Cathedral. View the totem in Plaza del Quinto Centenario and venture to San Cristobal to admire the outside of the San Felipe Fortress.

San Juan: Walking Tour with Expert Guide

San Juan: Walking Tour with Expert Guide

Learn about its colonial influence and discover this fascinating city. See all its essential sights with your expert local guide. Begin with by entering San Felipe del Morro or San Cristobal. Hear fascinating facts as you walk along Paseo de la Princesa to the Governor's residence. Stroll through a city brimming with colors and cobble stone streets. See the San Juan Gate, built in 1520 to guard the city from the harbor. Visit the Ballaja Barracks, built by the Spanish militia for housing in 1864, as well as the San Jose Church, and Plaza del Quinto Centenario. Your tour will end at the Hotel El Convento, adjacent to all the shops and restaurants.

Puerto Rico: Old San Juan Guided Walking Tour

Puerto Rico: Old San Juan Guided Walking Tour

Embark on a historic walk into the top sights that Old San Juan has to offer. Experience San Juan from a local's perspective as your guide walks you through the most notable landmarks. Marvel at the colorful Spanish colonial architecture dating back to the 16th and 17th centuries. See beautiful historical buildings such as the Cathedral of San Juan Bautista, one of the oldest buildings in San Juan. Visit the 16th century El Morro and La Fortaleza fortresses (outside) that are rising above the ocean, and then stroll along the Paseo de la Princesa, taking in the stunning views of the bay. Learn about the importance of Christopher Columbus for Puerto Rico, find out what was San Juan's original name, and hear about the Spanish-American post-war history. Then together with your local guide find out what’s inside San Juan’s San Felipe del Morro citadel.

Old San Juan: Segway PT and Kickscooter Tours

Old San Juan: Segway PT and Kickscooter Tours

Discover the charm and history of Old San Juan on this engaging 2-hour Segway tour. Begin your adventure at Pier 2, where you'll meet your small group and friendly guide. After a brief safety lesson and helmet fitting, you'll be ready to navigate the cobblestone streets and colorful facades of this picturesque colonial district. Your journey starts with a ride to Darsenas Square, offering panoramic views of modern San Juan and its bay. Here, you'll learn about the city's maritime defense history and the crucial role of the San Juan Gate. Continue along the hilly streets to admire the imposing walls of La Muralla, a 3-mile long and 140-foot high barrier that once protected the city. As you glide through the streets, your guide will share fascinating stories about the area’s military history and notable landmarks. Visit the Cathedral of San Juan Bautista, the final resting place of famous Spanish explorer Ponce de Leon. See the Ballaja infantry barracks and the cannon battery of La Perla, which was later converted into a slaughterhouse. Throughout the tour, you'll have plenty of opportunities to stop for photos and soak in the rich history of this 500-year-old settlement. The tour concludes back at the starting point, leaving you with a deeper appreciation of Old San Juan's heritage and beauty.

Old San Juan History & Culture (Open Walking Tour)

Old San Juan History & Culture (Open Walking Tour)

Meet your local guide in the Old San Juan district and uncover the area's highlights together. Immerse yourself in the rich history and vibrant culture of Puerto Rico as you stroll thorugh stunning colonial streets. Take in colorful buildings as you walk on charming cobblestone streets. See the historic San Juan Gate, the last remaining of five original gates used to protect the city. View Castillo San Felipe del Morro, a 16th-century fortress perched on the edge of the Atlantic Ocean, offering a glimpse into the island's military history. Take in Castillo de San Cristóbal, another majestic fort, this 18th-century structure is the largest Spanish fort in the New World, featuring intricate tunnels and impressive battlements. Gain valuable insights and spot hidden gems while gaining a deeper understanding of the historical significance of the landmarks of the city. Learn about the cultural diversity and traditions that make Puerto Rico such a unique and captivating destination.

Top Attractions in San Juan, Puerto Rico

Experiences in Puerta de San Juan

Tours in Puerto Rico

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What people are saying about Puerta de San Juan

Overall rating

4.9
(98 reviews)

Jorge was a great guide. Very friendly, knowledgeable and willing to answer all questions. We enjoyed learning about PR and seeing Old Town. I highly recommend.

Super fun and informative tour! My family enjoyed the segways and ability to see so much! Highly recommend this way to see Old San Juan.

Very informative. We got a late start because someone else was trying to book online.

One of the better tours I have done - Emily was thoughtful, informative and funny.

Claudia was informative and fun! Made the tour a fun experience!