Let’s set the record straight on Puerto Rico.
A week ago, former president Donald Trump’s rally at Madison Square Garden opened with a bit from comedian Tony Hinchcliffe, which left the audience speechless. And not in a good way. Hinchcliffe, who hosts the Kill Tony podcast, left the crowd stunned with his remarks about minority and marginalized groups, which sparked immediate condemnation, criticism, and backlash. While there was plenty to be upset about, one of the most offensive comments painted a negative impression of a U.S. territory. In a poor attempt at levity, Hinchcliffe joked, “There’s literally a floating island of garbage in the middle of the ocean right now. I think it’s called Puerto Rico.”
If you’ve had the fortune to visit this vibrant island, you know that Puerto Rico is far from a floating pile of garbage. With its lively salsa dancing, refreshing rum, exquisite gastronomy, and lush tropical rainforests, the island has an absolute vibe. As the holidays approach, planning a trip to Puerto Rico—whether for your first visit or a return to discover something new—is an excellent idea. Plus, since it’s a U.S. territory, you won’t need to worry about a passport.
If you’re coming from the East Coast, it’s a short flight to paradise. (Plus, there are no time zone changes or currency differences to worry about.) Here’s how to have a fun weekend.
The best place to start is in the capital, San Juan, the oldest European-founded city in the Americas. Twenty-four hours here is an excellent introduction to Puerto Rican history and culture. Here are a few things you should check out while in the area to make the most of your time.
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DAY1
Visit Castillo San Felipe del Morro
Castillo San Felipe del Morro, one of the most visited attractions in the area, is an excellent representation of Puerto Rico’s history. Spain built the fort to guard San Juan’s harbor, and today, it stands as a UNESCO World Heritage Site. However, El Morro offers much more than historical significance. You can take in sweeping views of the island’s coastline overlooking San Juan Bay and the Atlantic Ocean. I also like to find “hidden gems” and less popular spots during my travels. While El Morro is the most famous, you should also visit San Cristóbal. It’s a smaller fort at San Juan’s entrance filled with just as much history.
Next, venture into the heart of Old San Juan and stop at Cuatro Sombras Coffee for coffee and pastellito con carne. It’s some of the best coffee I have ever tasted.
Have Dinner in the Sky
Trying to enjoy a meal while 100 feet in the air may not be for everyone–but it’s still a uniquely thrilling experience. FlyDining gives guests a new vantage point of the city while enjoying a three-course meal or happy hour.
When in ‘Rome’… Have Rum
If you didn’t know, Casa BACARDÍ (located in Cataño) is the world’s largest rum distillery. You can tour the facility via trolley service, learn about rum-making, and taste some rum. For some added fun, get hands-on with a mixology class.
WHERE TO STAY
DAY2
Experience the Pork Highway
It’s relatively easy to get around San Juan–taxis and Ubers are available, and much of it is walkable–but you’ll want a rental car for this part of the trip.
First, head 30 minutes to the town of Guavate, where you’ll experience lechón. The term means roasted whole pork. It’s cooked for hours using an open flame or over hot coals. While the skin is crispy, the meat inside is juicy, tender, flavorful, and delicious. Lechón is typically available along the countryside, known as “the pork highway.” Roadside stands sell until sold out, so you’ll want to start your journey earlier. This was easily one of my favorite meals. Ordering is similar to a cafeteria-style process, but after you get your meal, you feast in a communal area.
Wander El Yunque National Forest
You’ll need to double back through San Juan and then drive another 90 minutes to Rio Grande, where we’ll spend the rest of our trip. This area gives you a genuine opportunity to get into nature, starting with El Yunque National Forest. What makes this so special is that it is the only tropical rainforest in the U.S. National Forest System. Pretty impressive, right? You could easily spend a day here because there’s much to do regardless of your interests. You can take in the scenery along the dozens of hiking trails or the El Angelito trail, ending with a lagoon dive. There are also options to rope swing, zipline, take an ATV ride, go horseback riding, or bathe under waterfalls.
INSIDER TIPWhen you visit El Yunque, don’t miss walking up to the top of Yokahú Observation Tower, with an elevation of 1,575 feet and an expansive view that is worth every step!
DAY3
Have a Beach Day
There is no shortage of beautiful beaches in Puerto Rico. However, Luquillo Beach is one of the most gorgeous–and one of the most popular. While the glistening blue waters and sandy shores are enticing, the real treat is doing a food tour through the Kioskos of Luquillo. There are about 60 family-owned (and multi-generational) stands to shop with. While some have drinks and souvenirs, you can find vendors specializing in local delicacies that genuinely show the heart of Puerto Rico through food. For sure, try stuffed mofongo.
WHERE TO STAY
There is so much more than can be said about Puerto Rico. I hope this rough “itinerary” inspires you to visit the island to experience its history and culture.
