5 Things That You Must Do In Old San Juan Beyond The Castillo

Sep 11, 2025 By Sean William

Is Puerto Rico on your itinerary? Old San Juan is a historical region on the island that has been inhabited since the arrival of Spanish immigrants in 1509. Castillo San Cristóbal, a Spanish fort erected in 1783 to defend the city, remains the most visited site in the area. But don't just stop at the site; there's more Old San Juan beyond the Castillo to see and do besides.


Wander While Keeping Your Eyes Open

Pastels and tranquil plazas give ancient Old San Juan its unique allure as a Spanish colonial city. A stroll around this city, the second-oldest throughout the Americas, will give you a glimpse into the island's current and past. Don't feel bad about getting Senior Paleta ice cream (don't miss delicious Strawberry Cheesecake!) and relaxing in the sun; the slower pace of island life blends nicely with the island's well-preserved heritage. Plaza Colon, dedicated to Christopher Columbus. Plaza Dársenas, a seaside plaza, as well as Plaza de San Jose, from which a statue of Juan Ponce de León stands, are the most notable public spaces.


Be Innovative

There are many galleries, including Galeria Botello in Old San Juan. Poet's Passage combines a coffee shop and poetry gallery, with motivational signs lining the shelves and walls. Poets are welcome to read their work in front of an audience on the second Tuesday of the month at 7:00 p.m.


Imbibe

Wandering Old San Juan, you need a plan for beverages; about every two feet, you'll discover another bar — including some with outdoor seating — selling affordable cocktails, including two-for-one glasses of sangria. You should make preparations if you desire a memorable drinking experience. La Taberna Lupulo is a paradise for beer enthusiasts. Visitors and locals seek refuge from the heat inside, where they may drink Bell's and Victory beers all day long (or try one of the bar's unique beer cocktails). Fruit juices, coconut rum, lemon rum, and ale come together to create the incredible Perla Punch. La Factoria seems to be another excellent cocktail bar that combines original drinks with live music in a casual, speakeasy-style atmosphere.


Eat Local

It can be challenging to decide when there are so many fantastic restaurants to choose from, both in your city and worldwide. Since Old San Juan is so steeped in tradition, it makes sense to dine on authentic regional fare. The vibrant, lime-green-colored decor of Deaverdura is the perfect backdrop for some Latin music. Coconuts, an excellent food choice, line the bar. Each dish comes with beans, rice, an optional restaurant plate of fried plantains (tostones), and a selection of handmade sauces, but there is no written menu; your waitress will read the selections.


Get To Know Artisanal In The City Of San Juan

It's always best to eat like a native while you're traveling. Thankfully, there are various options for doing so in Old San Juan. Visit The Artisan Corner if you're looking for one-of-a-kind, reasonably-priced souvenirs. Every one of these items, from the wine-infused candles to the pineapple coffee to the handcrafted soaps, is created by skilled Puerto Rican craftsmen. Café Cuatro Sombras is yet another option. You may take your order somewhere at the counter, in the coffee lab, in the cozy café, or on the rear patio shaded by the climbing vines. It doesn't matter what ambiance you're going for; your cup will always be filled with 100% Puerto Rican coffee. Forget tacky keychains; now, you can even buy a bag as a memento of your trip.


Conclusion

Old San Juan is where modern, slower-paced life harmoniously coexists with the lovely, pastel-colored colonial buildings and military forts for a genuine Puerto Rican experience. Below is a list of monuments and prominent locations you should miss when visiting this magnificent city, whether you are a history buff, a cultural vulture, or a sight-seeing enthusiast. San Juan, Puerto Rico, is home to a fortification known as Castillo San Cristóbal. The Spanish constructed it to stave against potential land assaults on San Juan. It is part of the San Juan National Historic Site. The Spanish constructed the enormous fortress in the New World at the site of today's Castillo San Cristóbal. Once completed in 1783, it ringed a good portion of San Juan and took up around 27 acres of land. San Cristóbal's two gates ensured that no one could enter the city without permission.

Fully Back

Everything You Need To Know To Plan Your Trip To Colombia

The nation of Colombia is becoming more popular with tourists, and backpackers, mainly digital nomads, because of the abundance of things to do and see there. The annual visitor numbers have increased from about 900,00 to approximately 3,000,000 in the last decade.
Read More

USAA Preferred Cash Rewards Card: An Overview

Explore the USAA Preferred Cash Rewards credit card with our comprehensive review. Discover its benefits, rewards, and suitability.
Read More

What Is a Credit Limit?

The amount of available credit on your credit card is established by the company that issued the card via a procedure known as "underwriting," which involves using mathematical algorithms to evaluate the quality of your credit. Underwriting is how a corporation decides who should be approved for credit, at what rate, and up to what credit line limit. Each firm has its own unique and exclusive manner of doing this.
Read More

Best Egg Personal Loans Review

Get a comprehensive look into Best Egg personal loans—from interest rates to repayment terms—to decide if it’s the right choice for you. Read our detailed review now!
Read More

Gorgeous Overwater Bungalows We're Daydreaming About

Are you dreaming of a romantic getaway luxury resort among the aqua blues? Here are some must-see overwater bungalow retreats worldwide that will fulfill your wildest wanderlust dreams!
Read More

Package Holidays in 2023: The Best and the Rest

For 2023, below are the top and worst tour operators: Our in-depth analysis and travel suggestions will keep you updated on the best and worst vacation package companies for 2023.
Read More

Best Auto Loan Rates and Lenders

Get the vehicle of your dreams without breaking the bank! Discover reliable lenders, compare interest rates, and learn helpful tips for finding the best auto loan rates.
Read More

Citi Custom Cash Credit Card Review

Looking for a modern, customizable way to make purchases while earning generous rewards? Check out this Citi Custom Cash credit card review and find out why it might be the perfect fit. Learn more today.
Read More

Exploring the Enchanting Floating City of Venice, Italy

Venice, Italy is one of the most unique and memorable vacation destinations in the world. With its winding canals and picturesque buildings, it's no wonder it's been a popular destination for centuries.
Read More