Old San Juan

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Old San Juan: Our most recommended tours and activities

San Juan: Old Town Sunset Walking Tour

1. San Juan: Old Town Sunset Walking Tour

Meet your professional guide at Plaza Colón in San Juan and set off into the sunset on this 2-hour walking tour. The plazas are the perfect location to learn about the colonial history of Puerto Rico from your guide. From Plaza Colón, you will walk and see the Plaza de la Barandilla and Plaza de Armas. In Old San Juan, you can visit one of its most spectacular historic buildings: Antiguo Palacio de la Intendencia. It was originally built to house the treasury of the island and it is now the Department of State of Puerto Rico. At the Capilla del Santo Cristo de la Salud you can see the most popular chapel in Puerto Rico and you learn the urban legend behind this little structure built in the 18th century. You can also visit La Fortaleza-Palacio de Santa Catalina, a World Heritage Site. The tour also takes you past San Juan Cathedral, the Ballaja Barracks, Catedral Basilica Menor, Cuartel de Ballaja, and San Juan's most valuable historic site, Castillo San Felipe del Morro, before ending at Plaza de San José.

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San Juan Mini Boats

2. San Juan Mini Boats

The most complete tour for those explorers who would like a glimpse into San Juan's captivating history, have an adventure in the waters of the harbor at the helm of your own boat and stop to learn the highlights of the city’s history. You will take the helm of a 13' inflatable boat that you will get to operate during the entire tour. Appreciate Condado and the Puerto Rico Convention Center. After a short stop where the guide will point out these areas of interest, the fleet will cruise along the southern shores of the Islet towards the Historic District. On your way there, Old San Juan will rise in front of you in the distance and you will admire Fort San Cristobal, the largest fort built by the Spaniards in all the Americas, the cruise ship ports with the green mountains to the south and the Rainforest to the southeast. Along the way, you will feel the warm Caribbean breeze and may spot some of the local fauna. Learn about the landmarks in the historic district: The San Juan Wall, Governor’s Mansion and the most famous fort in Puerto Rico, Fort San Felipe Del Morro; The perfect spot to take unique pictures. The last stop of your tour will take you by the most active commercial piers in the Caribbean, where you will observe San Juan commercial district, and Hato Rey through an eco-friendly water channel, within a mangrove vegetation area, house of iguanas, birds and local fauna.

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Old San Juan: Culture and Cuisine 3-Hour Walking Tour

3. Old San Juan: Culture and Cuisine 3-Hour Walking Tour

Become a foodie insider with Puerto Rico’s original 3-hour food and cultural tour of Old San Juan. Experience this slice of paradise through a progressive walk and meal. Walk through the historic city and see architectural gems that will be tied with historical and cultural details. Taste Puerto Rico’s premium single-origin coffee; always smooth, never bitter. Try ice cream from the city’s first artisan ice pop shop, made fresh daily from locally sourced fresh fruits or premium nuts and chocolates. Stroll a local eatery, highlighting fresh ingredients from San Juan’s most popular farmer’s market. Get hands-on experience making Puerto Rico’s signature dish, mofongo, and make your own rum mojito or cap your foodie experience off with one of the best flans in town. At Old San Juan’s only Choco Bar, savor hand-crafted local chocolate in a beautiful, unique ambiance. Feast on recipes dating back to the 1800s while dining under the historic city walls and get to know the city’s tastiest hangouts.

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San Juan: Walking Tour with Expert Guide

4. 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 a tour of the Cathedral of San Juan Bautista. 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.

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San Juan: El Yunque and Scenic Puerto Rico Instagram Tour

5. San Juan: El Yunque and Scenic Puerto Rico Instagram Tour

Take a road trip to the best and most-desired spots of Puerto Rico in a single tour. This Instagram trip focuses on visiting the most "Insta-worthy" sights for great pictures, history, culture, and adventure. This is a true local experience that visits the world-famous Yunque Rainforest, the only tropical rainforest in the United States Forest System. Visit Old San Juan’s top spots, with live commentary on the history behind the old structures, and plenty of photo stops. Later, visit a secret locals-only beach for a relaxing and authentically Caribbean experience. Your tour later ends with dinner, allowing you to experience the authentic flavors of Puerto Rico.

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San Juan: Old San Juan Sunset Cruise

6. San Juan: Old San Juan Sunset Cruise

Climb aboard the beautiful Amazing Grace in Old San Juan and get enchanting views of the cultural city and sites around the bay. Marvel at the 16th-century citadel of Castillo San Felipe del Morro and the official residence of the governor of Puerto Rico at La Fortaleza. Sip soft drinks and cocktails under the sun and avail of the services of a local guide. The Amazing Grace is a topsail schooner representative of the traditional American sailing crafts that fought the British in the War of Independence. The beautiful sailing vessel flies seven sails that can be used in different combinations to suit the wind conditions, making for a fun journey out at sea.

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San Juan: Old San Juan Sunset Food Tour with Drinks

7. San Juan: Old San Juan Sunset Food Tour with Drinks

Discover the magic of Old San Juan in the evening on a guided food tour. Eat and drink your way around the colorful old town while learning all about its culture, history, and people, starting with the Plaza de Armas. Explore Puerto Rico's rich culinary history and exciting culinary renaissance. Sample a variety of traditional and modern dishes and enjoy 2 rum cocktails during up to 5 stops. The tour is kept small in number so you can enjoy the full attention of your guide, a passionate expert on Puerto Rican food. Walk away with the best advice on what else to eat, see, and do during your stay.

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San Juan: Craft Rum Cocktail Experience

8. San Juan: Craft Rum Cocktail Experience

Join in for a night of drunken history on a craft cocktail tour through the streets of Old San Juan. Enjoy a crash course on 3 distinct eras in the drinking history of Puerto Rico, as you sip creative, rum-infused concoctions. Walk the cobblestone streets of Old San Juan as you make your way to the next watering hole. Rub elbows with fellow drink enthusiasts at historic, local spots and meet the owners, industry experts, and master mixologists at each location. Embark on a roving happy-hour adventure. By the end of the tour, know all the best watering holes in town and finish with plenty of time and insider information to continue the fun with a night on the town.

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Old San Juan Sailing Tour

9. Old San Juan Sailing Tour

Climb aboard the "Amazing Grace" topsail schooner and cruise around Old San Juan. Take in the enchanting views of the cultural city from a different perspective. See the sites around the bay, including El Morro, La Fortaleza and Paseo de la Princesa, and listen to interesting facts about the landmarks from a local guide.  Feel a part of history as you sail aboard a vessel like those that fought the British in the War of Independence, and in 1812 as ships of the U.S. Navy and as privateers. Look up at the 7 sails that can be used in different combinations to suit the wind conditions, making for a fun sailing adventure.

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Puerto Rico: Old San Juan Guided Walking Tour

10. 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 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.

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Other Sightseeing Options in Old San Juan

Want to discover all there is to do in Old San Juan? Click here for a full list.

What people are saying about Old San Juan

Overall rating

4.8 / 5

based on 413 reviews

The tour started right in time. Our guide, Desiree, is an expert in Puerto Rican cuisine. She showed us a bit of history, walking through key street in Old San Juan. We had a coffee and Mayorca sandwich, pork and beans with soursop and rum, fish toston tacos, a chilled chocolate drink and a fish bite with another rum cocktail. We would have never found these amazing places on our own!

Sara was really good and kept us engaged the whole time. It was a great start to our trip since we learned so much. She also gave us good tips for restaurants and other places to visit.

Fabulous tour —Lorna was very informative and covered the History of old San Juan in a wonderful storytelling manner.

It was very informative, with a knowledgeable guide who was also fun and lighthearted. Her name was Itzel.

Very knowledgeable guide and good food. Don’t make the rookie mistake of having a late lunch.