The Perfect Weekend Getaway? It Might Just Be Puerto Rico

When you’re wandering around Old San Juan, you’ll feel
worlds away from the United States.

Quaint cobblestone streets. Murmurs of Spanish. Centuries-old

But the capital of Puerto Rico is just a few hours by plane
— and because the island is a U.S. territory, you

need a passport
to get there.

You can also use your cell phone and spend U.S. dollars, and
since almost everyone speaks flawless English, you won’t need
to worry if you don’t speak Spanish (though most people will
happily let you practice).

I recently spent 10 days in this tropical paradise. It makes a
perfect weekend getaway for Americans seeking exotic sights, sounds
and tastes without having to travel far from home.

What to Expect

As you probably know, Puerto Rico was devastated by Hurricane
Maria in September 2017. The storm caused $90
in damage, according to the National Oceanic and
Atmospheric Administration. Many residents went without power for
almost a year.

Given all the negative news coverage, I wasn’t sure what to
expect. What would it look like? Would there be hot water and
electricity? Would restaurants and hotels be open?

When I hopped off the plane, I was surprised to see that San
Juan looks, well, normal.
Restaurants, hotels and attractions
are open, and the city has been welcoming
cruise ships
for months.

I’m not saying the work in Puerto Rico is done. It is

$71 billion in debt
, and the island faces myriad challenges.
While I hope you’ll take some time to learn about the
territory before visiting, that’s not what this article is

So, instead of diving into Puerto Rico’s politics and
history, I’ll just assure you: The average tourist can have a
perfectly lovely visit.  

And you should, because one of the
best ways to support the island
is to spend money there. Puerto
Ricans are some of the friendliest people I’ve encountered in
my travels; they will likely welcome you with a smile.

When to Go A photo of Old San Juan in Puerto Rico.

The temperature in San Juan is around 75 to 85 degrees

High tourist season lasts from mid-December to mid-April and
comes with bigger crowds and prices. Spring’s shoulder season
(mid-April to June) has fewer crowds.

It’s hurricane season from June to November, though that
shouldn’t necessarily deter you from visiting. The weather can
still be great, and you can find discounted rates on hotels,
according to U.S. News
& World Report

What to Do

You won’t find yourself hurting for activities while
visiting San Juan. Here’s a sampling of offerings in this
historic seaside town.

Old San Juan

For most visitors, simply wandering the charming streets of Old
San Juan could provide days of entertainment.

With 16th- and 17th-century architecture, swaying palm trees,
blue cobblestones and stray cats sleeping on stoops, you’ll
feel far removed from big-box stores and strip malls.

Stop into stores, sit in one of the many plazas, grab a cup of
world-class coffee from Cuatros Sombras and watch the
world go by.

Museums and Attractions

History lovers, rejoice! San Juan’s museums are incredibly

Entrance to the San
Juan National Historic Site
, which includes the 16th-century El
Morro Fort and Fort San Cristóbal, is $7.
La Casa Blanca
, the oldest continuously occupied house in the
western hemisphere, costs just $3 to enter.  

Ready to spice up your day of history? Take a $15 historical
tour of the Bacardi rum distillery

Beaches A view of the water taken in Puerto Rico.

When it comes to
, you usually have to get out of the city to find
beautiful ones. But that’s not the case here.

Neighborhoods like Condado, Ocean Park and Isla Verde all have
pristine beaches and are just minutes from Old San Juan. Many
visitors choose to book waterfront hotels here.

But even if you don’t stay by the beach, set aside at least
a half day to enjoy the sun, surf and white sand while pretending
you’re in a Puerto Rican postcard.

Day Trips

To get out of the city, the most budget-friendly option is to

rent a car
. (When I looked, it was only $17 per day.)

You can then cruise 30 miles to El Yunque, the
only tropical rainforest in the U.S. Most of its trails closed
after Maria, but they’ve been steadily reopening. Even so, you
can always take in its lush surroundings and waterfalls.

On your way back, hit up Piñones, a beachside town famous for
its laid-back food kiosks.

Where to Eat and Drink A photo food sitting on a table at a restaurant in Puerto Rico.

Although you don’t hear about it as much as other foodie
destinations (yet!), Puerto Rico’s culinary scene has got
it going on

Its most famous dish is “mofongo”: garlicky fried
plantains, sometimes shaped into a bowl and filled with meat and
broth. You can find it anywhere from hole-in-the-wall
establishments to fine-dining restaurants.  

As far as budget options go, here were a few of my favorite

Lote 23: This
industrial lot is filled with over a dozen food kiosks —
it’s an absolute must visit. Be sure to try manchego
croquettes at Croqueteria (two for $4) and homemade cashew milk
lattes at Cafe Regina ($7). El Jangiri’s poke bowls ($8-$12)
are also excellent.

: One of the oldest restaurants in San
Juan, this bakery has been open since 1902. Its most famous
offering is the “mallorca”, a flaky pastry filled with
cheese and topped with powdered sugar ($3.95). Yum.

: Stop by this unpretentious local joint
to sample chicken mofongo ($10.95) and “empanada de
lomillo”, or breaded beef steak ($11.95).

: In San Juan’s tropical climate,
you’ll probably get a hankering for something cold. This
gourmet popsicle shop has a range of inventive flavors; my favorite
was Nutella-filled strawberry ($4).

Barrachina: This
restaurant claims to have invented the piña colada. Although
another bar in the area claims it, too, all you really need to know
is the piña coladas here ($8) are delicioso. Sit at the
bar in the courtyard, and you’re guaranteed to have a good

La Placita de Santurce
: For a fun night out, grab
a beer ($2) and wander around this lively bar area, where the
streets fill with locals and tourists alike. It’s perfect for
people-watching — and if you stay late enough, you’ll
undoubtedly see some spontaneous salsa dancing.

Where to Stay A hotel room in Puerto Rico.

When deciding where to stay in San Juan, you’ll face a
tough decision: old town or the beach. While Old San Juan offers
plenty of charm, staying at the beach is, well, staying at the

The good news is that most options are fairly close together,
and by choosing one, you’ll probably only be a $5 to $7 car
ride from the other.

Since Old San Juan is small, its accommodation choices
aren’t as robust as elsewhere in the city. Some reasonably
priced options I found were the
Fortaleza Guest House
and the Decanter Hotel.

You can also choose an Airbnb, but be mindful that it
isn’t always best for a city’s residents

Large, resort-style hotels abound in Condado, a touristy beach
area a few miles east of Old San Juan. I’d recommend staying a
little further afield, though; you’ll get more for your money,
and won’t, be sleeping at a Holiday Inn in Puerto Rico.

Here are two wonderful options:

Nomada Urban Beach

This trendy hostel is located just a few blocks from the beach.
It has a fabulous rooftop — complete with hammocks and lounge
chairs — that overlooks the ocean. It also has a shared
kitchen, allowing you to cook meals to save money.

Even though I’m past the point of sleeping in dorms, I
often still
book private rooms at hostels
. They’re a great way to
enjoy the low rates and sociability of a hostel without listening
to other people snore.

Here are its nightly rates:

  • Dorm bed: $32 and up
  • Rooftop tent: $45 and up
  • Private room: $64 and up
  • Deluxe private room: $88 and up

The Dreamcatcher

This boutique vegetarian bed-and-breakfast feels like it’s
out of an Instagram catalog. (I know that’s not a thing, but
if it were, this hotel would play a starring role.)

Each room is uniquely decorated with vintage finds, and the
grounds, filled with plants and hammocks, ooze tranquility. Rates
depend on which
room you book
but start at $89. You can opt for fresh
vegetarian breakfasts ($11) and also make use of a shared kitchen.

How to Get to San Juan A building view with umbrellas in the air taken in Puerto Rico.

Many airlines, including Southwest, Spirit and JetBlue, offer
daily departures to San Juan. (Note that with Spirit, you’ll
have to
pay extra for all luggage
, including carry-ons.)

When looking at flights about a month out from my trip, here are
some round-trip rates I found:

  • From Chicago O’Hare: $279 (Spirit)
  • From Newark: $307 (JetBlue, direct)
  • From Baltimore: $331 (JetBlue, direct)
  • From Atlanta: $182 (Spirit)

Once you get there, renting a car isn’t necessary if
you’re just staying for the weekend

Ubers and Lyfts
are plentiful and cheap — with the
exception of arriving at the airport, when you’ll have to take
an official taxi to your hotel. Within the city, walking and biking
are great options; some hotels even offer free bike rentals.

Although you won’t get to see everything in Puerto Rico in
a weekend, you can always save things for your next trip. Because,
once you go — there will always be a next trip.

Susan Shain is a freelance writer and digital nomad. She
covers travel, food and personal finance (basically, how to save
money so you can travel more and eat more). Visit her blog at, or say hi on Twitter @susan_shain.

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The Perfect Weekend Getaway? It Might Just Be Puerto Rico