San Juan, Puerto Rico
Guide to Eating + Drinking in Old San Juan
Puerto Rico Strong!
How To Get There: Almost every airline has daily direct flights there including discount carriers like Southwest and Spirit.
Soundtrack: Despacito, Ricky Martin, Tito Puente, J-Lo
Best For: Easy, warm getaway from the mainland, food arts and culture infused with Latin. Supporting local tourism.
For those looking to make a difference in PR, we encourage you to support our neighbors by visiting as tourism is one of the major contributors to their economic success and long-term recovery. San Juan is back up and running and ready for visitors!
Tips: Since it's the US, no need to exchange dollars, no visa or customs required and no roaming charges for cell phone use (although coverage is spotty).
Where To Eat + Drink:
Old San Juan
Cuatro Sombras - local drip and Karibe Kombuca
Barrachina - home of the Pina Colada
Marmalade - must get the White Bean Truffle soup
La Factoría - One of the world’s best cocktail bars
Santurce (East San Juan)
Lote 23 - Craft food and beverage food park with live music and entertainment
Esquina El Watusi - Best dive bar ever, full of locals, featured on Anthony Bordain’s parts unknown in the
Miramar Food Truck Park & Meatball Company
Gusto’s Coffee - in airport and in Santurce area
Kasalta - classic breakfast, Obama visited here
El Axolote - local Tex-Mex in Santurce (near Watusi)
Luquillo Kiosks - 50+ roadside food stalls
Where to Stay
There are a handful of hotels near the beach/water just on the other site of a bridge from Old San Juan (Condado Vanderbilt is my favorite) but there’s no better way to experience San Juan than as a local in an Airbnb. Both times I went to PR this year I stayed in Airbnbs. They not only give you a taste of the oldest city under the U.S. flag, it supports locals and helps fund the restoration of the city post-hurricane Maria.
What To Do
Airbnb Experiences - this walking tour 100% supports the historical society and I can’t recommend it enough!