Lets try traveling to different countries

When I have friends in town… we go sailing in the San Juan Bay. This unique vantage point highlights the colonial buildings of the old city, the people roaming the streets and the almost 500-year-old fort. Seeing everything from the water gives a wonderful sense of place and helps people enjoy the town even more when they discover it on foot. These sailing trips are easy to come by – several touring companies, like Sail San Juan Bay, offer excursions into the waters surrounding the city. I also like to take friends on a food tour of my own design in Old San Juan, always stopping at Casa Cortés for hot chocolate with rum, at Princesa Gastro Bar for shark bites and coconut rice, and at Pirilo for ground beef and plantain pizza.

When I’m up for a big night out… we head to Calle Loíza and drink our way through all the cool and quirky bars in this area, like Bar Bero, where you can get a drink and a haircut, or La Junta, where you can dance salsa gorda all night long. Bonus: this popular street is also home to some of the best eateries in San Juan. When hunger strikes, we usually stop at Loiza 2050 for coconut crusted pizza or at Tresbé for some killer veggie sliders.

A typical weekend involves… getting mayorcas and a cup of café con leche in the morning at La Bombonera on San Francisco street, walking to Caleta de Las Monjas to watch the ships come into the bay, and later grabbing ice cream at Señor Paleta. Afternoons are usually spent drinking wine and listening to jazz at Carli’s Fine Bistro on Tetuán street, the restaurant of former Beach Boys pianist Carli Muñoz.

I have a dog… and I take him to Ocean Park beach to play with other pups in the sand, or we run from Old San Juan to Condado via the new oceanfront pathway for pedestrians. For pet-friendly restaurants, we go to Kamoli in Calle Loíza, the Miramar Food Truck Park in Miramar, or Freshmart in Condado.

For cheap eats… I go to Piñones in Loíza, an area with dozens of food kiosks and restaurants serving delicious fried food and seafood by the ocean. I usually grab a bite and then walk by the beach for a little while; it’s a great way to disconnect from the city’s hullabaloo. Another favorite of mine is La Casita Blanca in Santurce, where they whip up truly authentic Puerto Rican food in an atmospheric space at very affordable prices.