News

Twilight in Old San Juan

By: Caribbean Journal Staff - February 3, 2015

By Alexander Britell

OLD SAN JUAN — “Take me to Fortaleza.”

“No, take me to El Convento,” I tell the driver instead.

With rum in the future, I figure it’s better to start higher up in the hills of Old San Juan.

Rum is always better downhill.

“Here’s OK,” I tell him, getting out in front of Ostra Cosa on the San Sebastián Strip, home to, most famously, El Patio de Sam, the onetime hangout of San Juan sojourners like Hunter S. Thompson.

sj2

It’s known as a burger joint but it also serves some of the city’s best mofongo and some of its best chicharrones. Okay, so some of the best everything. But that’s true of most places that last 70 years.

patio

San Juan is a different city than most in the Caribbean. It’s a place for walking, a place that gets more interesting by night, not more quiet. And San Juan at dark is a different place than it is by day.

In the morning, it’s a colorful jewel box of a city, great for tourist snapshots and hidden cafés, vibrant and smiling.

sj3

Just after twilight, when the sun dims, you can hear your own footsteps on the cobblestones, and new lights emerge out of the doorways. You see the locals watching you out of their second floor windows, and then a family opens their front door to sell tres leches to passers by as they watch TV.

Under the yellow lamps, the watering holes emerge and you hear the domino games begin.

 

Rum is always better downhill.”

 

Many streets are empty, just me and my footsteps, but many are bustling, the couples out on the town and the mainlanders who stayed around, everyone exploring.

It’s on the early side, so the tapas place is quiet. So is El Patio de Sam.

malavida

So I keep walking until I find La Mala Vida, a Mexican tavern. How can I not try a place called that.

It’s getting crowded, and I order a Barrilito and watch the people come in. (Yes, I like Barrilito, but if you want to taste real Puerto Rican rum you drink this.)

It’s a bit ironic that a 500-year-old city is one of he most energetic places in a region full of mostly 30-something countries.

The more I walk the more I find another old building revivified, serving tapas or Italian food or pastelitos or a contemporary Mexican cantina.

sj5

There’s a beat here. The people on the streets walk to a metronome, knowing the right rhythm to start their night.

That’s before the hours fade and the beat turns to jazz.

sjcafe

Above: espresso at Cuatro Sombras

In an old place, restoration and renewal give off heat and light. And you feel it as you walk.

And that’s the only way you know a city. Feeling it with your steps.

On empty streets it’s just the two of us, Old San Juan and I, in constant conversation.

sjinaru

I step and step and she tells me to turn. I walk on the left and then something tells me to cross, or when it seems someone else wants to chime in.

A man and a woman are closing their apartment door and getting ready for dinner. There’s a loud radio in a small bar with the Medalla Light sign.

There are the old San Juaneros on the benches in the plaza, remembering earlier nights and staring at the brightly-lit walls of the student center.

I walk and walk, down the hills and back up again.

san

The bars begin to fill up, and there’s more music.

I walk past Da House, the onetime artists’ collective that’s now a Posada, or boutique hotel.

It’s on the second floor of a building that houses the Nuyorican Cafe.

“Live music at the Nuyorican Cafe!” The promoter shouts, behind the just-laid ropes.

nuyo

I’m hungry, though, and I keep walking.

I descend to the flat part of the city, and stop for an espresso at Cuatro Sombras, a high-quality cafe serving Puerto Rico’s famous coffee. (The Pope used to drink it, in nicer cups).

Then I pick a place at random, and find Inarú, an artisan Puerto Rican restaurant in a deep building with high ceilings.

There’s a seat at the bar, I order rum, a sampler and mofongo with churrasco. Because it’s hard not to order mofongo when you’re here.

sjuan

The meal is good. Simple.

So I leave and explore more.

I walk up Fortaleza, past the cigar lounges, past the street musicians, stopping to check out Rick’s Café, downstairs at the Casablanca Hotel. There are those high ceilings and it does feel a bit like Morocco.

casablanca

Calle Fortaleza is getting more crowded, the sidewalks a little narrower.

I spot a cab, then another. San Juan is just waking up.

And then I start walking again.

Popular Posts cape santa maria

From Anguilla to Aruba, the Best Caribbean Beaches to Visit This Summer

Forget the Hamptons, forget Santorini. And Florida? There’s a reason snowbirds go home in the summer. If you’re looking for a summertime beach getaway, the Caribbean is it. The water is deliciously warm, the trade winds keep you cool and […]


From Belize to Grenada, 10 Little Caribbean Beach Resorts to Visit Right Now 

karibuni

There are different resorts for different vacations, different tastes, different moods. For some, there’s something delicious about a pint-sized, tiny Caribbean resort, where the emphasis is on the intimate, the serene. Where the soundtrack isn’t a piped-in DJ set, but […]


The Winners of the 2024 Caribbean Green Awards 

caribbean green

With almost 20,000 votes, the winners of the Caribbean Green Awards 2024 Presented by E-Finity have been crowned.  From state-of-the-art marine conservation projects to hotels that are redefining sustainability, the Green movement has never been stronger in the Caribbean.  “This […]


Related Posts karibuni

From Belize to Grenada, 10 Little Caribbean Beach Resorts to Visit Right Now 

There are different resorts for different vacations, different tastes, different moods. For some, there’s something delicious about a pint-sized, tiny Caribbean resort, where the emphasis is on the intimate, the serene. Where the soundtrack isn’t a piped-in DJ set, but […]


Rum Journal: Forget Iced Tea. In The Bahamas, It’s Long Island Rum Punch. 

long island rum punch

There’s not another soul at the bar. On far-off Long Island in Out Islands of The Bahamas, that’s not exactly a surprise.  But even with no one around to hear, Gerald still won’t reveal the secret.  I take a sip, […]


Caribbean Photo of the Week: Diving in Cayman Brac 

cayman brac fish diving underwater

The latest Caribbean Photo comes from Caribbean Journal reader Dave Lowther, who sent in this lovely shot taken while diving on the south side of Cayman Brac in the Cayman Islands.  Have you taken a great photo in the Caribbean?  […]


SUBSCRIBE!

Sign up for Caribbean Journal's free newsletter for a daily dose of beaches, hotels, rum and the best Caribbean travel information on the net.


No. Thank You