Puerto Rico

Close your eyes and imagine a tropical island where the sun paints a watercolor palette across the sky, and birds and frogs sing you to sleep. You wake to a turquoise-blue ocean at your feet. You sip water from a fresh coconut and snack on seafood-filled empanadillas. You’re envisioning the Caribbean island of Puerto Rico—the island of enchantment, with a rich cultural history and geography begging to be explored. The wonders of this island can only be described by the phrase, “the heart and soul of the Caribbean.”

Two buildings in Puerto Rico. On the left, a pink building with white tripm and on the right an art-deco style blue building with a person passing by on a bike.

Photos by Michelle Heimerman

Overview

When’s the best time to go to Puerto Rico?

The best time to visit Puerto Rico depends on your island agenda. The “tourist” season is fall/winter (end of October through April) when waves on the west coast beckon to surfers and the tropical rain forests come to life. The beaches will be more crowded, but all the shops, restaurants, bars, and hotels are in full swing. Everything the island has to offer is at your fingertips. Summer is also a great time if you would like to just relax without all the nightlife and day trips. If you want the beach to yourself—plus a few vacationing Puerto Ricans—then head down between May and August for seclusion, but be aware these are also the hottest months of the year.

How to get around Puerto Rico

You have two options for travel to the island—airplane or cruise ship. The cruise ships stop at San Juan, a must-see city destination (though to really experience the island, you must travel beyond the capital). SJU is the biggest and most modern airport in the Caribbean. From the East Coast of the U.S. mainland, try JetBlue, Spirit, or Southwest. From everywhere else, there is Delta, American, or United. A perk for U.S. citizens: This is a passport-free destination.

For daytime travel, public transit services exist within individual cities, but they are limited. Taxis are clean and reliable—look for white cabs with Taxi Turístico on the front doors. The shared cab (public) system goes around the island for a small fare, but it takes a long time due to the numerous stops along the way. Rideshares like Uber are available in various towns, especially those close to the metropolitan region.

Most travelers rent a car for the duration of their stay. The currency is U.S. dollars, and the road system resembles that of the mainland. There are two exceptions: Distances are measured in kilometers, while speed is measured in miles per hour. Additionally, gas is represented in liters, and prices are competitive with those on the mainland. One roadway custom worth mentioning is that police and ambulances drive with their lights flashing. Still, unless they also blast their sirens, there’s no need to pull over or move aside.

Can’t miss things to do in Puerto Rico

Visit the Cueva Ventana cave in Arecibo. A short trail takes you through two natural caves, climbing down under the roots of a tree and opening up to the mouth of another cave that expands to show you a picturesque view of the center of the island. It’s breathtaking.

Another must-see place is El Yunque National Forest, the only subtropical rain forest in the U.S. Forest Service. Become one with nature as you wander through the walking trails and explore the mesmerizing waterfalls, as well as the endemic flora and fauna.

You can’t leave the island without experiencing the enchantment of a bioluminescent bay. There are only five in the world, and Puerto Rico is home to three—including the brightest one: Mosquito Bay in Vieques. Kayak through the glow-in-the-dark, shimmery water for a magical, one-of-a-kind adventure.

Food and drink to try in Puerto Rico

Local cuisine is available on every corner, along every major road, and at all places in between. This is the best island for people who are always hungry—there is something to eat, everywhere! Puerto Rican cuisine is varied but full of staple, hearty dishes. The most famous one is mofongo, made of deep-fried mashed plantains and served with a side of seafood or meat. And of course, you can always accompany any dish with a side of abuelita’s-style rice and beans.

Pinchos and empanadillas are roadside favorites, and it’s easy to tell which spots the locals love because the lines will be long and the stands sell out early. It’s worth trying a few during your stay, as each place will have its spin on a classic dish. You can also find Thai, sushi, continental, Mexican, Indian, German, and Italian cuisine in various cities around the island.

Culture in Puerto Rico

The island was called “Borinquén” before the Spanish arrived; they changed the name to Puerto Rico. (The burial ground of the Spanish conquistador and first governor Juan Ponce de León is said to be in San Juan.) You might hear native-born Puerto Ricans refer to themselves as “Boricua,” derived from the original island name. The indigenous Taíno people were present when the Spanish came, and Africans were brought to the island by the conquistadores. The mix of these three cultures gave way to a new identity: Puerto Ricans. There are Puerto Ricans alive now who are distant relatives of the original islanders. You can still find well-preserved pictographs of Taíno artwork in caves and rocks and visit towns like Loíza, which preserve the African heritage today

Local festivals are worth attending to give you an authentic taste of Puerto Rican customs and lifestyle. If you’re interested in food, visit the National Plantain Festival in Corozal (October), Saborea Puerto Rico at Escambrón Beach (May), and the Coffee and Chocolate Expo in San Juan (September). For culture, try the Hatillo Masks Festival in Hatillo (December) or the Rincon International Film Festival, Puerto Rico’s largest film festival (April). And for the biggest street party of the year, come experience the Fiestas de la Calle San Sebastián in San Juan, commonly referred to as “la SanSe, ” celebrating St. Sebastian, in January. To find more festivals, just ask the locals. Puerto Ricans always know where to find the party.

Local travel tips for Puerto Rico

While GPS systems work fine on the island, the perfect navigation set for any local is . . . the Puerto Rican GPS. Stop anywhere in town and ask any local for directions, but it’s best to speak in Spanish.

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RESOURCES TO HELP PLAN YOUR TRIP
Anywhere breakfast is served all day usually scores in my book. At Caficultura in Old San Juan, the food is “farm to table” and is as delicious as the creative menu sounds. In addition to the mostly healthy options, the highlight is the maple syrup made with rum, and coconut milk–dipped french toast topped with coconut shavings. The atmosphere was pretty cool—large black chandeliers hang from large wooden beams, and the picture windows face Plaza Colón outside.


Definitely a cool local place to stop into and grab a coffee or brunch while sightseeing throughout Old San Juan’s historic district.
Have you been here? Tell us about it below!End your day in Old San Juan with a pre-dinner stroll along the water, alongside the Old City Walls. It’s that time of day when everything seems to slow down, even the waters of the Caribbean Sea begin to ease into a glassy stillness - perfectly reflecting the midnight blue sky and the incandescent glow of the street lamps. Start from Paseo de la Princesa, at the Raices Fountain, and wind your way around the walls. Take in the views of the setting sun from the benches that line the walkway. Reminisce about the day and linger. There’s no need to rush into the night and tomorrow will come soon enough.
We hopped in a pick-up truck with a bench in the back (aka a Caribbean taxi) & headed toward Honeymoon Beach, St. John. I never would have discovered this hidden beach if it weren’t for the wonders of social media, but thank goodness I did, as it’s possibly the most pristine stretch of sand I’ve ever seen. After a short walk down a dirt road, we arrived at the beach - nearly empty, despite the fact that it was spring break season. Virgin Islands Ecotours has a small stand there where a $49 day pass gets you snorkeling equipment, kayaks, stand up paddle boards, floats & beach chairs. We grabbed a tandem sit-on-top kayak & headed out into the pristine blue water. We paddled up & down the shore, exploring the waters near Caneel Bay Resort, admiring beautiful 50′ sailboats, checking out the National Park Service Head Ranger’s house & beaching our boat on Saloman Beach, where a friendly hiker helped pull us in. Before long, I could feel my legs beginning to get sun burned (& oh did they burn!) under the strong Caribbean sun & we decided it was time for a swim. Decked out in our snorkel, masks, fins & lifejackets, we snorkeled over to some rocks, where we explored the coral reef hand-in-hand. We saw a lot of black & white fish & a few sting rays. We swam back to the beach & lounged for a while before heading back out to snorkel where we saw sea turtles!
The mallorca (“my-your-cuh”) is the iconic Puerto Rican sandwich that’s typically eaten at breakfast, washed down with a cup of coffee. When I was in Old San Juan, I had more than my fair share at Cafeteria Mallorca. The mallorca is a soft, buttery bun that’s classically sliced in half, both sides generously buttered and then the sandwich is pressed between the hot steel plates of a griddle. Before serving, it’s generously dusted with powdered sugar. Oh yum! How can you go wrong with butter and sugar? It took me one bite to get hooked and before you know it, I had ordered another one but this time – jamon y queso….ham and cheese. It too came with a generous dusting of powdered sugar. Ham, cheese, sugar. I know, it sounds like an odd combination but don’t knock it til you try it because it’s good, so good, it’s addictive! The bread was slightly crunchy on the outside, soft on the inside. The mallorca was warm, buttery, sweet and savory, every bite made my tastebuds sing with joy! If you decide that mallorcas are not your cup of tea, the menu also offers up eggs, pancakes and cereal along with coffee, tea and juices. Conveniently located in the heart of Old San Juan, Cafeteria Mallorca is a homey and unpretentious place that’s a throwback to the simple cafeterias of days gone by. Great place to bring the kids!
Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.
We were lying in the sand in Vieques. We’d been told to watch out for horses, but nothing could prepare me for this. What a majestic experience to see wild horses free on the sands of Sun Bay Beach.
This woman-owned artisanal aged-cheese producer was on the front wave of what is an increasingly vibrant local food movement. Wanda Otero, a microbiologist, decided to start her business in part to offer Puerto Ricans an alternative to expensive imported cheeses. She has since expanded into yogurt-making, and her products are now sold in supermarkets and found on the menus of the island’s finest restaurants. Travelers can visit the Vaca Negra facility for a tour, which includes the opportunity to make their own cheese.
Sometimes you have to be a tourist to enjoy the great pleasures that travel offers. That’s why a visit to Mountain Top on St. Thomas is a must-do activity for any visitor. In 1949, a British restaurateur began a mission to develop the best Caribbean libation. He finally settled on the now-famous banana daiquiri, which he first mixed on St. Thomas. The drink is still served up daily using the original ingredients at Mountain Top, an emporium of souvenirs and kitsch. Just walk through the mountains of t-shirts to enjoy both the drink and, honestly, one of the best views on the island.
One of the island’s best lookouts, Drake’s Seat offers a panoramic view of Magens Bay and the U.S. and British Virgin Islands to the east. The site is named for Sir Francis Drake, who is said to have kept watch over the harbor from this vantage point. (Was Drake benevolently watching over his own fleet or looking for ships to plunder? The answer will depend on whether you subscribe to the British’s regard of him as a celebrated explorer or to others’ belief that he was a brutal privateer.)
Because it’s a major cruise port there are plenty of tacky restaurants on St. Thomas, but it doesn’t take a lot of effort to get under the skin of the island and find places where the locals eat. One such restaurant, Gladys’ Cafe, serves up traditional Caribbean fare and is known as one of the best on the island. Skip the a la carte menu and instead get one of the lunch plates including curried chicken or goat served with red beans and rice, mac and cheese and fried plantains.