What To Do In Old San Juan: 15+ Unforgettable Experiences

Let’s tour the wonders of Old San Juan. This enchanting city has something for everyone, from iconic historical landmarks to hidden local gems, culinary delights, and family-friendly activities. Prepare to uncover what to do in Old San Juan as you plan your next unforgettable travel adventure.

Nestled along the northern coast of Puerto Rico lies a vibrant city where history and modern life blend seamlessly together — Old San Juan. With its cobblestone streets, centuries-old architecture, and lively atmosphere, Old San Juan captivates travelers of all kinds. Whether you’re an adventure seeker, a family traveler, or simply a lover of Puerto Rican culture, this charming city offers endless opportunities for exploration and discovery.

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Let Me Introduce You to Old San Juan.

Nestled on the northern coast of Puerto Rico, Old San Juan is a UNESCO World Heritage site brimming with history and culture. Founded in the early 16th century, this walled city is home to some of the oldest buildings in the Western Hemisphere. Its cobblestone streets, colorful colonial buildings, and impressive forts create a picturesque setting that feels like stepping back in time.

Old San Juan is not just a history lesson; it’s a living, breathing city teeming with modern-day attractions and activities perfect for families. From exploring ancient forts to indulging in delicious local cuisine, there’s something for everyone. The mix of old-world charm and contemporary amenities makes it a delightful destination for family travelers.

In this blog post, we’ll highlight 15 unique and fun activities to make your visit to Old San Juan with kids an unforgettable adventure. Whether you’re history buffs, food lovers, or just looking for fun in the sun, Old San Juan has got you covered.

Old San Juan is easily accessible from San Juan’s Luis Muñoz Marin International Airport, just a short drive away. You can choose from various transportation options, including rental cars, taxis, and ride-sharing services. Many hotels also offer shuttle services, making your arrival and departure seamless and stress-free.

Many hotels in Old San Juan provide amenities specifically for families, including swimming pools, on-site restaurants with kid-friendly menus, and organized activities. Additionally, most accommodations are within walking distance of major attractions, making it easy to explore the city with little ones in tow.

15+ Unique and Fun Things to Do in Old San Juan

Now that you’re settled in, it’s time to explore the best of what Old San Juan has to offer for families. Here’s a detailed guide to the top ten unique and fun activities that kids and parents will love.

1) Explore Castillo San Felipe del Morro.

One of the most iconic landmarks in Old San Juan, Castillo San Felipe del Morro, is a 16th-century fortress that offers breathtaking views of the Atlantic Ocean. Kids will love exploring the maze of tunnels, ramps, and dungeons while learning about the fort’s fascinating history. Don’t forget to bring a kite to fly on the expansive lawn—a favorite local pastime.

El Morro was originally a tiny fort built at the harbor’s entrance to protect the New World. As pirate invasions became more frequent, the fort needed fortification. About 150 years of enlargements and enhancements began in the 1700s. The fort now has six levels of defense, and it is breathtaking.

The entry fee is $7 for adults, and kids are free. Operating hours are 9 AM-6 PM. Grab a map at the entrance and begin your self-guided tour of all six levels of the fort. There is a park movie every fifteen minutes that is definitely worth your time.

Climb the stairs, ramps, and tunnels.  Explore the barracks, the dungeons, and the kitchen. Walk into the garitas, the small enclosures where the guards stood watch.  Take in the picturesque, instagrammable view.  Imagine what the men saw while protecting their land.  This job must have been quite lonely, but wow, what a view of the Atlantic.

2) Spending time exploring the outside grounds of El Morro is a must.

After exploring the inside of Castillo San Felipe del Morro, spend time on the grounds in front of the fort to relax, take a deep breath, turn into a kid again, and fly a kite.

3) Walk Along the Paseo del Morro.

Head over towards La Puerta de San Juan (the San Juan Gate) to begin your tour of El Morro’s exterior. This hike offers spectacular views and more photo ops.

Once you walk through the gate, you will discover Paseo del Morro to the right.

Walk alongside the majestic walls of the fort toward the entrance of San Juan Bay. It will be hot and sunny. Wear sunscreen and bring some water no matter what time of year you visit.

And be on the lookout for these guys. There are lots of them.

Continue Paseo del Morro toward San Juan Bay, around the majestic structure.  The path ends in a picturesque coastal cemetery with incredible views of Old San Juan and La Perla, the site of the music video for “Despacito” by Luis Fonsi, a famous Puerto Rican singer.

Grab a Piragua from the closest Piragüero, sit in the Plaza del Quinto Centenario, relax for a minute, and watch the kids play in the fountain. You may wish to bring a change of clothes for them, as they may not be able to resist.

Tour inside and out, capture fascinating images, immerse yourself in history, and spend quality time with your family.  The scenery is phenomenal.  It has always been one of our favorite things to do in Puerto Rico.

4) San Cristobal.

Just a short distance away, you’ll find Castillo San Cristobal, another remarkable fort that played a crucial role in defending San Juan. This sprawling complex offers a fascinating glimpse into military history with its intricate tunnels and well-preserved bastions. Be sure to snap some photos of the panoramic views from the top of the fort—it’s a sight you won’t want to miss.

To make the most of your visit, consider touring these forts in the late afternoon. The golden sun casts a warm glow over the historic walls, creating the perfect backdrop for exploration and photography.

5) Visit the Museo de las Américas.

Located in the historic Cuartel de Ballajá, the Museo de las Américas offers engaging exhibits on Puerto Rican heritage and culture. The museum features interactive displays and hands-on activities that are perfect for kids. From indigenous artifacts to contemporary art, there’s something to captivate every young mind.

6) Walk Along the Paseo de la Princesa.

The Paseo de la Princesa is a beautiful promenade alongside the city’s ancient walls that may be one of the most picturesque walkways in the world. It’s an excellent place for a leisurely stroll with the family, offering panoramic views, street vendors, and occasional live music performances.

Surrounded by the wall protecting the city and San Juan Bay, discover vendors selling authentic local flavors for you to sample and artisans selling hand-made goods for your home. A wondrous view of San Juan Bay, La Fortaleza (the Governor’s mansion), pelicans, and tree cover is peaceful. Grab a seat on one of the benches for a snack and take in the sights and sounds.

7) The Raíces Fountain.

At the end of your journey along the Paseo de la Princesa, arrive at the Raíces Fountain, which honors Puerto Rico’s rich heritage with roots in Spanish, African, and Taíno cultures. The statue is stunning, set against the backdrop of San Juan Bay; add the sunset, and you will find the most romantic place on the island.

8) Get Lost in the Colorful Streets of Old San Juan.

Old San Juan’s streets are a photographer’s dream, with their vibrant colors and charming details. Each corner unveils a new scene, inviting you to wander and discover.

9) Calle Fortaleza.

Start your street exploration on Calle Fortaleza, known for its enchanting blue cobblestones and delightful string lights suspended above the street. It’s the perfect spot for an Instagram-worthy shot, especially as the sun dips below the horizon.

10) The Cathedral of San Juan Bautista.

Explore the historic Cathedral of San Juan Bautista in Old San Juan with your kids. Admire its stunning blue façade and intricate religious artifacts. Built in the 1520s, this peaceful cathedral has survived pirate attacks and natural disasters, offering the whole family a cultural and educational experience.

11) The Doors of Old San Juan.

Old-world architecture surrounds you as you wander the blue cobblestone streets of Old San Juan. The colors are vibrant, and the doors are unique. I could dedicate a single post to just the doors of San Juan. They all seem to scream individuality.

12) El Parque de Las Palomas.

For a delightful outdoor experience, visit Parque de Las Palomas, where children can feed friendly pigeons while enjoying views of the harbor. This charming park is a hit with kids and offers a relaxing respite from the hustle and bustle of the city.

A must for the kids is to buy some bird feed from the vendor and watch the doves become their best friends. The kids insist on this every time we visit. If you put the feed in your hair or line up the seeds down your arm, you will have friends for life.

13) Enjoying a Piragua is the perfect way to cool off.

A Piragua is a cold, sugary treat created with shaved ice and fruit-flavored syrup.  The kids love this.

You will find an adult version of Piragua disguised as a Margarita at El Parnaso, a Mexican Restaurant with seating on the cobblestone street.

14) Savor the Culinary Delights of Puerto Rico.

Puerto Rico’s culinary scene is a vibrant tapestry of flavors, and Old San Juan is home to some of the best dining experiences the island has to offer. From tantalizing street food to upscale restaurants, there’s no shortage of gastronomic delights to savor.

15) Mofongo and More

No visit to Puerto Rico would be complete without trying mofongo, a traditional dish made from mashed plantains and savory fillings. Head to El Patio Sam for an authentic taste of this beloved dish. They also make delicious Mojitos.

16) Food Tours.

Consider joining a food tour for a deeper exploration of Puerto Rican cuisine. These guided experiences offer a chance to sample various local dishes while learning about the island’s culinary history from knowledgeable guides.

17) Sunset Cruise on the Amazing Grace.

Reserve a spot on Amazing Grace for a two-hour sunset tour of San Juan Bay (you can reserve with Viator). You will have a full view of the wall protecting the city and the Puerto Rico skyline.

Amazing Grace and the Skyline of Puerto Rico.

La Fortaleza ( The Governor’s Mansion).

18) Dance the Night Away with Old San Juan’s Nightlife and Entertainment.

Old San Juan comes alive with music and dance when the sun sets. Whether you’re a salsa enthusiast or simply looking to enjoy some live tunes, the city’s nightlife promises an unforgettable experience.

Here is some advice on exploring all the fun things to do in Old San Juan.

• The ideal time to visit Old San Juan is during the cooler months from December to April when the weather is pleasant, and there’s less humidity. This is also the peak tourist season, so booking accommodations in advance is recommended.
• Old San Juan is a popular cruise ship destination, so check the schedule and avoid those days.
• Exploring the city on foot is the best way to soak in its charm, but if you prefer to cover more ground, consider using the local trolley system or hiring a bicycle. Both options provide a convenient way to see the sights.
• It is hot, so dress accordingly.
• Wear sunscreen.
• AND wear comfortable shoes. You will walk up and downhill on surfaces like cobblestone and uneven sidewalks.
• If you go early in the morning, you will beat the crowds and be able to take lots of pictures before everyone arrives. The morning lighting is glorious and can be quite peaceful at this time of day.
• Old San Juan offers a range of accommodation choices, from historic boutique hotels to modern guesthouses. Consider staying in the heart of the city for easy access to attractions and a truly immersive experience.

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• Go off the beaten path. The city’s architecture and art are fascinating. You will find hidden treasures in the sights, sounds, and scents off the beaten path.
• Take your time. As many times as we have had the opportunity to explore Old San Juan, we still find new things. Each year of life with the kids brings a new point of view of the city.

Old San Juan offers something for every traveler, from its rich historical landmarks to its vibrant culinary scene and lively nightlife. Whether you’re visiting with family or exploring solo, the warmth and charm of Old San Juan are sure to leave a lasting impression.

We hope this guide has inspired you to start planning your adventure to this enchanting city. Be sure to share your favorite Old San Juan memories and tips in the comments below;