Begin your day surrounded by the scent of freshly roasted coffee at a family-run café in a historic building. Sip rich, locally grown coffee paired with a powdered-sugar pastry, and hear how beans from the Puerto Rican countryside make their way into your cup.

Wander deeper into the old city to a popular street vendor, where you’ll taste a crispy empanadilla stuffed with savory fillings. It’s emblematic of Puerto Rican frituras and a favorite on-the-go snack for locals.

Next, skip the long lines at the birthplace of the piña colada. In the very place this iconic cocktail was created, raise a glass to its tropical blend of pineapple, coconut, and rum.

Then, settle in at a family-run restaurant for lunch where you'll be served mofongo, Puerto Rico’s quintessential comfort dish. Mofongo is made with mash plantains, tender meat or vegetables. It's hearty, flavorful, and a must-try when in San Juan.

Afterwards, pause a frozen treat. You'll choice between a popsicle or sorbet in a variety of tropical flavors. This tiny shop has been serving frozen artisan treats for more than a decade and they source the fruit from local farmers right on the island.

Finally, end at a woman-owned, bean-to-bar chocolate shop. This decadent chocolate is made with locally grown cacao. Sip hot cocoa and try a slice of their homemade cake.

With a small group size of max 14 people and a local guide, you’ll not only eat well but connect with the stories, history, and people that make Old San Juan unforgettable.