San Juan
Sightseeing Walking Tours

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Our most recommended San Juan Sightseeing Walking Tours

Puerto Rico: El Yunque Rainforest & Waterfalls Half-Day Tour

1. Puerto Rico: El Yunque Rainforest & Waterfalls Half-Day Tour

Join this guided tour in Luquillo to immerse yourself in the natural beauty of Puerto Rico's tropical rainforest of El Yunque. Learn about its rich flora and fauna while following natural trails, wading through rivers, and swimming in natural pools and waterfalls. Start your day by meeting your guide at the local fruit stand “Frutera Flores” in the town of Luquillo. Here, your guide will pick up a variety of fresh local fruit for the tour, and you have the opportunity to purchase some local fritters and/or a fresh fruit smoothie. After this stop, follow your guide in your rental car to the majestic El Yunque Rainforest- without a doubt Puerto Rico’s greatest Natural Wonder. It is the only tropical rainforest, the most biologically diverse, and the most studied forest in the US National Forest System. After an interpretive hike through natural trails lined with beautiful flora and fauna, and some river wading, arrive at a hidden gem found in the heart of the rainforest. This breathtaking segment of the 29,000-acre forest is like a natural playground. Here, have the chance to swim in the natural pools, refresh in waterfalls, slide down an exhilarating waterslide, rope swing into the river, jump from different rock formations, and enjoy fresh local fruit with a view. Along with all of this excitement, you will also have time to simply relax to the sounds of cascading waters and take in the beauty of this very special place.

San Juan: Old Town Sunset Walking Tour

2. San Juan: Old Town Sunset Walking Tour

Meet your 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, visit one of its most spectacular historic buildings: Antiguo Palacio de la Intendencia, originally built to house the treasury of the island and now the Department of State of Puerto Rico. Witness the 18th-century chapel at Capilla del Santo Cristo de la Salud and learn all about its urban legend. Visit also La Fortaleza-Palacio de Santa Catalina, a UNESCO 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.

San Juan: Self-Guided Tour with Audio Guide

3. San Juan: Self-Guided Tour with Audio Guide

This vibrant and exciting audio tour of the city of San Juan will take you on an incredible journey through the old streets where you will learn about the history of the beautiful Colon Plaza and see fantastic examples of architecture like the San Cristobal Castle and La Fortaleza. You'll also see El Catedral de San Juan Bautista, Capilla de Cristo, La Fontana de las Raices, Old San Juan, El Morro, La Casa Blanca, La Plaza de Armas, La Plazuela de la Rogativa, and La Princesa. Watch for the blue cobblestones called adoquine which pave the streets in the old part of the city. Your tour. Your way.

Old San Juan Walking History Tour

4. Old San Juan Walking History Tour

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.

Classic Flavors of Old San Juan Food Tour

5. Classic Flavors of Old San Juan Food Tour

Explore safely in small groups with Flavors Food Tours, the original food and cultural tour of Old San Juan. Let us show you our slice of paradise through local cuisine and cocktails! You’ll join our experienced guide as we progressively walk and eat our way through the “walled city” of San Juan. Get hands-on experience making Puerto Rico’s signature dish, mofongo. We get you involved in the authentic food scene so you leave with the confidence and knowledge of a local that will serve you during the remainder of your stay in sunny Puerto Rico. Our bilingual tour guides have intimate friendships with the San Juan restaurants and you will always receive special treatment. Skip the lines and dine with us for the “in” on “do not miss” restaurants and foodie scenes in and around the city. By the end, you’ll know the best local cuisine places to dine in Old San Juan.d

San Juan Mini Boats

6. 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.

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.

Flavors of San Juan Rum Runners Tour

8. Flavors of San Juan Rum Runners Tour

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.

San Juan: Walking Tour with Expert Guide

9. 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.

San Juan: Old San Juan Walking & Food Tasting Tour

10. San Juan: Old San Juan Walking & Food Tasting Tour

Explore the historic streets of Old San Juan, a 500-year-old Spanish colonial city that basks in the Caribbean sun. You will walk the cobblestone streets past brightly painted houses, learning about the architecture, culture, and traditions of Puerto Rico. Discover the second oldest cathedral in the Americas, the oldest governor’s mansion in the Western hemisphere, the imposing citadel of Castillo San Felipe del Morro, the Spanish plazas, and more. Within the city walls, you’ll make five stops to taste some of the food and drinks that make Puerto Rican cuisine so delicious. Sample artisan, hand-picked coffee, try traditional pastries, taste the most delicious mofongo (the Island’s quintessential dish), enjoy homemade ice cream made from all natural ingredients, savor locally seasoned pork and much more! A refreshing rum cocktail will be paired with your meal.  This food tour is kept small in number so that you can enjoy the full attention of your guide and walk away with the best advice of what to eat, see, and do throughout the course of your stay.

Frequently asked questions about San Juan Sightseeing Walking Tours

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Other Sightseeing Options in San Juan

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What people are saying about San Juan

Overall rating

4.6 / 5

based on 18 reviews

Educational and entertaining. Unique architecture and interesting history. Francisco, our guide was knowledgeable and humorous in English and Spanish. He answered our questions regarding local culture and provided recommendations for food and events for the reminder of our stay.

I had the absolute best time! My tour guide was so sweet, she has pink/green short hair! She made us feel safe and comfortable! She was very sweet and knowledgeable. My group was very friendly so we had a blast! I would definitely recommend this tour. 11/10 for sure

Mario was a fantastic host and so knowledgeable! We all had such fun! This was truly a memorable experience!

Fun and Claudia was an outstanding host! She was exceptionally knowledgeable, funny and kind

The tour guide was knowledgeable and not to mention the welcome drinks were amazing