The Perfect Weekend in San Juan

@afar
 on 2022.02.03
16 Places
@afar
The vivid flavors and colors of Puerto Rico cannot be ignored. Wander San Juan's candy-colored streets, explore El Morro and the trails of El Junque, and linger on the inviting beaches: A weekend is just long enough to fall in love with this island. Credit: Collected by AFAR Editors, AFAR Staff

San Felipe del Morro Castle

Castle · San Juan

"The Forts of Old San Juan, El Morro, and Fuerte San Cristobal Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean(so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as theforts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plusFort San Juan de la Crúz in the nearby town of Cataño.)"

Photo by Flash Parker

PR-191

RĂ­o Grande

"Due to Hurricane Maria, El Yunque National Forest is still partially closed. Please check the Forest Service website for updates on areas available for visits. Few visitors to Puerto Rico leave without having visited El Yunque, the only tropical rain forest in the U.S. national forest system. Stop at the visitor center to pick up a park map and stock up on bug repellant, ponchos, water, and snacks before heading off on a self-guided expedition of El Yunque’s highlights. These include La Mina Falls and a trip to the top of El Yunque Tower. Along the paths, look for the elusive Puerto Rican parrot, which was on the verge of extinction before its population was stabilized by the Forest Service staff."

Photo by Russell Kord/age fotostock

Plaza de Armas

Tourist attraction · San Juan

"Return to the Past in the Town Squares Puerto Rican plazas are laid-back gathering spaces where locals buy snacks, watch shows, play dominoes, and chat with friends. Take a seat on a bench to give your feet a break and soak up some of the everyday comings and goings. At the Plaza de Armas in San Juan, buy the kids traditional treats like sesame-seed lollipops or coconut candies and check out the fountain with the four statues symbolizing the seasons. The Plaza las Delicias in Ponce is made up of two squares divided by a cathedral—one has a statue of journalist and governor Luis Muñoz Marín, while the other is home to the Lions Fountain from the 1939 World Fair."

Photo by Roger Wollstadt/Flickr

"Cathedral of San Juan Bautista Dating to 1521, the Cathedral of San Juan Bautista isn't justone of the oldest buildings in San Juan—it’s the second-oldest cathedral in all of the Americas. Go inside to see the tomb of Spanish explorer Ponce de León, who founded the first settlement on Puerto Rico and in 1509 was named the island's first governor. The remains of St. Pio, a Roman martyr, can also be seen in the cathedral—the saint's mummy has beendisplayed here in a glass box since 1862."

151 C. del Cristo

Building · San Juan

"Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening."

Photo by Around the World “L”

Marmalade

Restaurant · San Juan

"Chef Peter Schintler’s San Juan restaurant remains one of the capital’s top fine dining destinations after more than a decade in operation. Marmalade, located in Old San Juan, has allowed Schintler to experiment with international flavors and techniques picked up at previous stints in kitchens around the world, including one at New York's fabled Le Cirque. While beloved by omnivores and travelers who will jet-set for cocktails, vegetarians especially appreciate Schintler’s menu, which includes a spiced cauliflower meze and hand-rolled black truffle pappardelle. Reservations are definitely recommended."

Photo courtesy of Marmalade Restaurant and Wine Bar

Lote 23

Restaurant · San Juan

"A recent addition to the Puerto Rican capital’s culinary scene arefood hall–style spotswhere diners can choose among multiple kiosks, or stalls, each featuring a distinct kind of cuisine. Lote 23 is one such spot, located in the working-class neighborhood of Santurce. More than a dozen food entrepreneurs have fare on offer here, from pizza and tacos to bao and burgers. If you just need something to cool yourself off in the tropical heat, there are popsicles and cocktails, too. The alfresco eatingareahas plenty of picnic tables where you can sit and enjoy whatever you’ve ordered."

Photo courtesy of Carlos Alvarez

Caficultura

Brunch restaurant · San Juan

"Farm-to-Table Breakfast Served All Day 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. By Larissa Santoro"

Rosa de Triana

Permanently Closed

"Learn an Exotic Dance Puerto Ricans dance to lively rhythms like bomba , merengue, and salsa—whether at home, at a festival, or on the streets—and they’ll be ecstatic to teach you how. To honor Puerto Rico’s Spanish heritage, Rosa de Triana serves tapas, sangria, and wine in a dimly lit room decked with Spanish posters, plates, and fans. On Fridays and Saturdays, enjoy dinner and a flamenco dancing show—a show, that is, until you start dancing too. On Thursdays, Latin music enthusiasts must stop by the Picante Lobby Bar & Lounge at the Isla Verde Beach Resort to learn to salsa."

Photo by Breezy Baldwin/Flickr

Nuyorican Cafe

Permanently Closed

"San Juan may seem small for a capital city, but there’s no need to worry if you’re a night owl, thanks to the abundant nightlife options. Many hotels have live music and dancing, and the capital has plenty of clubs. Not sure where to go? Make a beeline to a longtime favorite: the Nuyorican in Old San Juan. It’s a small, crowded dive of a spot, where drinks are served unfussily in plastic cups, but craft cocktails aren’t the draw here. The live music—and the incredible dancing—are what have locals and visitors “breaking night” at the Nuyorican. It doesn’t matter if you don’t know the moves; someone will inevitably offer you their hand. Don’t be intimidated; the fun is giving the steps a try and immersing yourself in the moment."

Photo by Julie Schwietert Colazzo

José Enrique

Permanently Closed

"Chef José Enrique has become something of a darling in Puerto Rico’s culinary circles, particularly as he has achieved acclaim (most notably as a James Beard “Best Chef of the South” semifinalist) and lots of media coverage off the island. He’s been experimenting with many opportunities lately, including heading up hotel restaurants, but his cornerstone, the eponymous José Enrique, remains—and continues to be wildly popular among Puerto Ricans and visitors alike. The small restaurant, located inside a rehabilitated house rezoned as a commercial space, fills up quickly, so expect a wait for your chance to try one of the “contemporary Caribbean” dishes from a regularly changing menu. If you need entertainment while you’re waiting, head across the street to the Plaza del Mercado, where live music and dancing are often thumping on weekend nights."

Photo by Paulina Salachi Antonetti

La FactorĂ­a

Bar · San Juan

"Feel instantly cool when you slip through the unmarked wooden doors and enter La Factoria. Garden lights hang from the graffiti-covered walls (designed to look artsy-shabby with a stylish restraint), seductive music plays, and the liquor bottles behind the bar are lit from beneath to add to the glow. The flattering amber light in this neighborhood bar invites whispered conversations and lingering glances. La Factoria, which introduced San Juan to the craft cocktail when it opened in 2013, encourages experimentation. Take your time enjoying your drink of choice, but be sure to wander a bit further into the sprawling building where you'll come upon separate spaces with different moods: a wine bar, a speakeasy, a dance floor."

Chocobar Cortés

Restaurant · San Juan

"A Chocolate Lover's Heaven Cacao beans’ scientific name is theobrama cacao , which translates into “drink of the gods.” Casa Cortés in Old San Juan will truly please any god with its Cortés chocolate concoctions. This welcoming café fuses modern style of its seats and dishes with the antique charm of walls covered in Cortés chocolate molds and a short history of chocolate on a collage of artwork that exudes nostalgia. The menu features mouth-watering items such as a baguette filled with Brie, chocolate, and a hazelnut spread; a blood orange and passion fruit cheesecake topped with a chocolate mousse; and an Argentinian ice wine. I opted for the mallorca (a sweet bread dusted with powdered sugar) stuffed with Ibérico ham, Manchego, chocolate, and a guava spread, accompanied by a European hot chocolate that was to die for. My meal was perfect, but I’m sure everything I didn’t get to taste was just as amazing. That’s what you get when your chocolate comes straight from a nearby farm. While I waited for my food, I watched a video on chocolate production. There’s also a museum (unfortunately, I was unable to see it, but you can bet I’ll be back there next time I come home to my beautiful island) and some products for sale. Make sure to take a little piece of Casa Cortés with you for future indulgences—they advertise one chocolate tablet as being enough for two beverages."

"Concalma is the store of designer Matilsha Marxuach, a graduate of the Rhode Island School of Design who creates fair-trade products that are made and sourced locally. Her specialty is chic clothbags and totes for men and women, and hertrendy lineoffers a variety of sizes, styles and designs. Clothing, bags and jewelry by other designers, both quirky and cutting-edge, are sold here as well."

Hotel El Convento

Hotel · San Juan

"The Hotel El Convento was once home to Carmelite nuns living simple lives dictated by their vows of poverty. Today, however, it’s one of Old San Juan’s most beautiful hotels, complete with exposed mahogany beams and louvered doors that let in the Atlantic breezes. If you can tear your eyes away from the Spanish colonial architecture, you’ll enjoy views of the San Juan Bay, where the conquistadors once sailed, as well as the charming streets of Old San Juan. The hotel has long been among San Juan’s plushest accommodations. Rooms are done up in rich colors, lovely tiled floors, and Oriental rugs—traditional touches that make guests feel like the nobility who once graced the halls."

Photo courtesy of Hotel El Convento

The Gallery Inn

Hotel · San Juan

"Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors. Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix."

Photo courtesy of The Gallery Inn