15 Best Restaurants in Old San Juan, San Juan

The Cortés family has been making bean-to-bar chocolate for more than 90 years, and, in 2013, they opened Puerto Rico's first "chocobar" to share their passion. The walls in this vivid, modern space are decorated with ads from the 1950s, original chocolate-bar molds, a timeline of chocolate, and two flat screens showing the chocolate-making process. From pastries and breakfast sandwiches to panini and tapas, the chef integrates chocolate into every bite without overpowering. Bonbons, chocolate bars, and even chocolate soaps are available for sale. People from all over the metro area flock here for weekend brunch; arrive early to avoid a long wait. An upstairs gallery offers a glimpse of the family's personal collection of contemporary Caribbean art.

Peter Schintler, the U.S.-born owner-chef of Old San Juan's hippest—and finest—restaurant, apprenticed with Raymond Blanc and Gordon Ramsay. His dishes incorporate local and organic ingredients, and his cuisine is influenced by both California and French styles of cooking, resulting in complex flavors and strong aromas. You can build your own five-course tasting menu with parties of five or less. Otherwise, parties of six or more are served a seasonal, multiple course tasting menu. The restaurant accommodates vegetarians, vegans, and those with dietary restrictions. The sensual, minimalist, orange-and-white decor features high-back chairs and cushioned banquettes that are comfortable and modern.

Chef and owner Brahim runs this French bistro in Old San Juan that's loved by locals. Crab cakes, duck à l'orange, steamed mussels, and veal shank can be found on the small but tasty menu. A popular brunch is served on Sunday. 

As you might guess from the name, the music is as much of a draw as the food at Carli's. The genial owner and host, Carli Muñoz, toured for a number of years with the Beach Boys (note the gold album on the wall) and plays nightly with his jazz trio, often accompanied by singers and musicians who happen to drop in. Inside the skyline-dominating Banco Popular building, this intimate supper-club bistro has elegant tables scattered around the room and a bar made of black Italian granite. Have a seat indoors or on the outdoor out on the patio, and dine on such fusion specialties as pumpkin and shrimp risotto, filet mignon with wild mushroom sauce, or blackened ahi tuna with Cajun spices.

This casual, no-frills restaurant in the residential section of Old San Juan serves some of the best comida criolla in town. The short menu is packed with flavor, featuring favorites like roasted pork with rice and beans (which pairs perfectly with the homemade hot sauces), empanadas, tostones, and homemade sausage. The sample platter, big enough for two, will leave you stuffed and with a great understanding of the cuisine locals are so proud of.

The menus are handwritten, and the tables wobble, but locals in the know have favored this no-frills, family-run restaurant—tucked away on a quiet cobblestone street—for years. The bistec encebollado, goat fricassee, and shredded beef stew stand out on the comida criolla menu. A tiny back porch is filled with plants, and the dining room is filled with fanciful depictions of life on the street outside. Troubadours serenade patrons, which include plenty of cruise-ship passengers when ships are in port.

The airy courtyard and the comida criolla are among the draws at this local, come-as-you-are restaurant—the perfect spot to end a workweek or a long day of sightseeing. The menu consists mostly of American and Puerto Rican fare. Save room for the homemade flan, which melts in your mouth.

Casita de Rones is the headquarters for all things rum with a restaurant, two bars, and the flagship store for Rums of Puerto Rico inside. Its bright pink exterior is hard to miss, and ocean views serve as a serene backdrop to your meal. There is a full menu with items like Italian longaniza sliders with spiced rum jam and grilled skirt steak with a rum chimichurri sauce. Try a variety of rum based drinks here, like a rum flight or a 1950 Hand Shake Colada, paying homage to the original version of the piña colada.

La Madre is a hip Mexican restaurant, with a stylish, young clientele to match. Yes, it covers the standards, including some very tasty tacos, enchiladas, and chilaquiles, but you'll also find innovative, modern, international interpretations of Mexican cuisine. With well-priced margaritas, you can afford to sample more unusual flavors like cucumber, soursop, Caribbean cherry, and tamarind. The sleek dining room feels artsy and dreamlike, with classic cartoons and old movies projected silently onto a wall. Brunch is served on weekends, and seating is available outdoors. A neighboring speakeasy specializes in tequila and mezcal cocktails.

Day and night, locals flock to Pirilo to indulge in San Juan's finest pizza. Owner Eduardo Rubio makes everything from scratch, most notably the crust, which uses a 300-year-old starter as its base. Ask to sit on the second floor, which has substantial seating, high ceilings, and a bar focused on craft beers. The menu ranges from classics like the margherita to a pie inspired by the local tripleta sandwich. Given the nightly crowds, it's clear that others are in on the secret: there may be a wait, but everyone will be having such a good time that you won't mind, especially with more than 50 brews on the list.

Princesa Cocina Cultura has a menu integrating recipes from little-known Puerto Rican cookbooks written between 1859 and 1950. It is the first gastrobar in Old San Juan dedicated to Puerto Rican rums. Set along the fortified wall of Paseo de la Princesa, with live music and more than 20 trees inside the restaurant, it is an enchanting and memorable location.

This lively restaurant is known for its waitresses in all-white campesina (peasant) dresses. It is a nostalgic portrayal of country life in Puerto Rico. Guests who may have seen it featured on various TV shows are willing to wait more than an hour for a table. Serving local comida criolla, signature dishes are the giant deep-fried kan kan pork chop, and mofongo with churrasco (marinated skirt steak). The garlic shrimp mofongo, served country-style in a pilón (pestle), is quite tasty. Drinks, including fruity frappés, come in tin mugs.

Tucked away on the second floor of the historic El Convento Hotel, Santísmo is a dreamy and romantic dining destination. A stone oven is used to cook many of the dishes, including the catch of the day.  All dining is alfresco on two terraces overlooking the hotel's striking arches. It's a great spot for a date night.

The service at this charming, French-inspired café-restaurant on a quiet cobblestone corner is friendly, and the interior is inviting, with rustic, white wooden tables and benches. The sandwiches, entrée salads, quiches, pita pizzas, and other menu items are made with fresh ingredients. Indeed, the lighter fare here might be a welcome respite from the city's delicious but often heavy comida criolla. Start with an agua fresca, a mildly sweet fruit water that revives you quickly, even on the hottest of days. Save room for the just-baked cakes beckoning from glass stands on the counter. Weekend brunch is popular, so come early, or stop by later in the evening for crepes and wine. Check out the second-floor cocktail bar or the rooftop wine bar, Al Fresco.