7 Fun Things to Do in Old San Juan, Puerto Rico

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When it comes to things to do in Old San Juan, the activities are as colorful and vibrant as the area itself! Picture this: cobblestone streets lined with pastel buildings, each one brighter than the next, and tropical flowers spilling over wrought iron balconies. This enchanting neighborhood is like stepping into a living postcard, where centuries-old forts meet hip cafes and artisan shops.

From exploring historic landmarks to soaking up the lively Caribbean vibe, let’s get into the top things to do in Old San Juan!

Fun Things to Do in Old San Juan

1. Walk the Streets of Old San Juan

One of the best things to do in Old San Juan is to wander its colorful streets and soak up the lively atmosphere. The cobblestone roads and colonial-style buildings make you feel like you’ve stepped back in time, while the modern energy of restaurants, galleries, and shops keeps things exciting.

Don’t miss Calle San Sebastián, a vibrant street bursting with murals and street art, perfect for snapping a photo (or ten). La Fortaleza Street, one of the oldest in the city, is lined with shops and restaurants, making it a top spot for souvenirs, tasty local bites, and a dose of history.

2. Explore the San Juan National Historic Site

Step back in time with a visit to the San Juan National Historic Site, where 16th and 17th-century Spanish colonial charm meets fascinating history! This iconic landmark includes the stunning El Morro Fortress, the sprawling San Cristobal Fortress, and other gems that once defended Puerto Rico from invaders.

Get ready to channel your inner explorer as you wander through these historic forts, uncover centuries-old artifacts, and soak in the jaw-dropping ocean views. There are also guided tours and educational programs that bring Puerto Rico’s vibrant past to life. And the best part? Entry is just $10, giving you access to both Castillo San Felipe del Morro and Castillo San Cristobal.

3. Tour the Paseo de la Princesa

The Paseo de la Princesa is a picture-perfect stroll that lets you step back in time while soaking up stunning views of Old San Juan. This charming promenade runs along the city walls and offers a relaxing walk past historic landmarks like the Raíces Fountain and the Puerta de San Juan— a 19th-century gate that marks the city’s grand entrance.

Once a royal promenade, it served as a peaceful escape for Spanish royalty, but today it’s a must-see for both locals and tourists. You can enjoy the beauty and history for free, with breathtaking views of the coastline and vibrant streets. It was definitely one of our favorite, free things to do in Old San Juan!

4. Enjoy Puerto Rican Cuisine

If you’re ready to dive into Puerto Rican flavors, you’re in for a delicious ride! Puerto Rican cuisine is a vibrant blend of Spanish, African, and Caribbean influences, giving every dish its own unique twist.

You can’t visit without trying mofongo, lechon, and tostones – these are must-have bites! My favorite mofongo spot was Cafe Manolin, where not only did the mofongo steal the show, but the mojitos were absolutely top-notch too!

For a breakfast that’ll have you coming back for more, head over to Cafe Cuatro Sombras. It’s a total gem, and we loved it so much we had to go twice! They’ve got cold brew (hello, caffeine fix!) and the ham, provolone cheese, and guava butter croissant was literal perfection! I’m still dreaming about it.

5. Take a Day Trip

If you’re lucky enough to have more than two days in Old San Juan, you’ve got the perfect opportunity to explore even more of Puerto Rico! A day trip to either El Yunque National Forest or a bioluminescent kayak tour should definitely be on your list – they’re both unforgettable experiences you won’t want to miss.

El Yunque is just 40 miles outside of San Juan, making it an easy day trip. Just be sure to plan ahead! You’ll need a reservation for your vehicle, as they limit the number of cars allowed each day. If you’re not feeling the planning vibe, don’t worry – you can join a tour and let them handle all the details, while you just enjoy the lush rainforest and waterfalls. It’s like nature’s ultimate playground!

This 12-hour tour includes transportation with a guide for a day trip to El Yunque National Forest and a night bioluminescent kayak tour!

If you aren’t looking to spend money on a day trip, the beach is just a short Uber away from Old San Juan. We explored Condado Beach and it was stunning.

6. La Factoria

If you’re craving a nightlife experience that’s anything but ordinary, La Factoria is your go-to bar in Old San Juan. This gem ranks among the top 50 bars in the U.S., and for good reason! With six different bars inside, each offering its own vibe, you’ll find everything from a lively salsa room to a house music bar to a cozy speakeasy. The atmosphere here actually gave me ruin bar vibes, kind of like Budapest, with its quirky and eclectic charm.

The cocktails here are next-level (the lavender mule is a must!), and if you’re feeling snacky, they’ve got a great selection of tapas and small plates. Whether you’re in the mood for dancing or a chill drink, La Factoria promises an unforgettable night out in Old San Juan!

7. Enjoy a Pina Colada

Did you know the piña colada was born right here in San Juan, Puerto Rico, back in 1963? It was created by bartender Ramón “Monchito” Marrero, and in 1978, it was declared the official drink of Puerto Rico! So, of course, trying this iconic tropical cocktail while you’re in town is a must.

There are plenty of spots in Old San Juan where you can sip on a piña colada, but we went straight to the source—Barrachina, the very bar where the first piña colada was mixed up. It’s the perfect place to enjoy this legendary drink and soak in the island vibes!

Where to Stay in Old San Juan

Old San Juan has no shortage of charming places to stay, whether you’re on a budget or looking to splurge. Here are a few top options to consider for your stay in Old San Juan:

• Navona Studios— If you’re looking for an affordable and cozy option, Navona Studios offers private studio apartments with kitchenettes, making it perfect for those who want a little more independence. Plus, the rooftop sun terrace is a great spot to unwind!
• 352 Guest House Hotel Boutique— For a mid-range choice, this guesthouse delivers simple, clean rooms with a welcoming atmosphere. It also has a lovely garden, a shared lounge, and a delicious breakfast to start your day right!
• CasaBlanca Hotel— Steeped in local charm, CasaBlanca offers a mix of comfort and history. Each room is filled with local art and vintage furniture, and don’t miss the rooftop sundeck with its stunning views.
• Villa Herencia Hotel— A luxury gem in Old San Juan, with elegant rooms and suites, some with balconies overlooking the colorful streets. Its quiet location is perfect for relaxing, yet it’s still within walking distance of the best attractions.
• Palacio Provincial – Adults Only: An upscale, adults-only experience with stylish rooms and a rooftop terrace with breathtaking city views. It’s the perfect place for a romantic getaway.

Check out all available options for your dates here!

Are you ready to experience the best things to do in Old San Juan?!

No matter what you’re in the mood for, Old San Juan is sure to deliver an unforgettable experience! Whether you’re wandering its colorful streets, soaking up the history, sipping on a piña colada, or dancing the night away, there’s always something exciting around every corner. Which of these fun things to do in Old San Juan are you most looking forward to?

Before you go, be sure to follow me on Insta @guidedbydestiny and check out some of my other blog posts:

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