Anna’s guidebook
Drinks & Nightlife
La Taberna Lúpulo
151 C. San SebastiánBest beer selection. Perfect for a drink and laidback hangout.
Perfect for a Sunday stroll or to watch the sunset with live music with drinks and appetizers.
80 locals recommend
La Verguenza Viejo San Juan
280 Bulevar del VallePerfect for a Sunday stroll or to watch the sunset with live music with drinks and appetizers.
La Factoria
148 C. San SebastiánDance the night away with salsa, merengue and great cocktails.
Steinway Piano Bar at the Cannon Club
215 C. San SebastiánGreat for drinks and live piano music
Los 3 Cuernos
359 C. de San FranciscoUnique place for drinks with friends.
Cozy, nostalgic watering hole inside the Factoría specializing in eclectic craft cocktails.
30 locals recommend
La Cubanita
51 C. San JoséCozy, nostalgic watering hole inside the Factoría specializing in eclectic craft cocktails.
Nono's
100 C. San SebastiánGreat for drinks and good times
Sightseeing
One of the principal forts of Old San Juan. Great ocean views.
190 locals recommend
Castillo de San Cristobal
501 Bulevar del ValleOne of the principal forts of Old San Juan. Great ocean views.
Must visit! This fort was the first bastion to protect San Juan from which the entrance to the Caribbean, where so much history took place during the 500 year colonial period, was guarded by the Spaniards. Run by the National Parks Service.
Daily tours available, large green areas, and beautiful ocean views.
442 locals recommend
Castillo San Felipe del Morro
501 Bulevar del ValleMust visit! This fort was the first bastion to protect San Juan from which the entrance to the Caribbean, where so much history took place during the 500 year colonial period, was guarded by the Spaniards. Run by the National Parks Service.
Daily tours available, large green areas, and beautiful ocean views.
Take this walk to Condado. Beautiful ocean views. Great for a power walk.
8 locals recommend
Paseo Puerta de Tierra
301 Puerto Rico 26Take this walk to Condado. Beautiful ocean views. Great for a power walk.
Paseo de la Princesa is a broad promenade that begins near the docks at the foot of the city and leads to the lovely Fuente Raíces. On weekends, you're likely to find all kinds of stalls lining the road, and occasionally, a free musical or cultural performance to enjoy.
162 locals recommend
Paseo de la Princesa
54 C. de la FortalezaPaseo de la Princesa is a broad promenade that begins near the docks at the foot of the city and leads to the lovely Fuente Raíces. On weekends, you're likely to find all kinds of stalls lining the road, and occasionally, a free musical or cultural performance to enjoy.
One of the oldest structures in Old San Juan, La Casa Blanca (also known as Museo Casa Blanca) was constructed in 1521 and served as the city’s earliest fortress as well as the home of its first Spanish ruling family. The house provides a beautiful trip back through the ages and is definitely a historical highlight.
45 locals recommend
Casa Blanca Museum
1 C. San SebastiánOne of the oldest structures in Old San Juan, La Casa Blanca (also known as Museo Casa Blanca) was constructed in 1521 and served as the city’s earliest fortress as well as the home of its first Spanish ruling family. The house provides a beautiful trip back through the ages and is definitely a historical highlight.
The oldest cathedral in the United States is actually on Puerto Rican soil – in Old San Juan. The cathedral is free to visit, so you can walk inside and admire the vaulted ceiling and beautiful stained glass windows.
83 locals recommend
Catedral Basilica Menor de San Juan Bautista
151 C. del CristoThe oldest cathedral in the United States is actually on Puerto Rican soil – in Old San Juan. The cathedral is free to visit, so you can walk inside and admire the vaulted ceiling and beautiful stained glass windows.
This scenic seaside path leading to El Morro is perfect to walk and indulge in beautiful views.
Paseo del Morro
Paseo del MorroThis scenic seaside path leading to El Morro is perfect to walk and indulge in beautiful views.
Food scene
The Mezzanine
Sol StreetPerfect for drinks and tapas
La Madre
351 Calle de San FranciscoDelicious Mexican food and margaritas
Sofia's Old San Juan
364 Calle de la FortalezaItalian restaurant with delicious food and drinks.
Marmalade
317 C. de la FortalezaFine Dining, international, and probably the best in OSJ.
Have the Piña Colada here. They say it was invented here. This is arguable BUT they, with no doubt ,make the best piña colada in OSJ and it's great for lunch (local fare) in the open courtyard.
82 locals recommend
Barrachina
104 C. de la FortalezaHave the Piña Colada here. They say it was invented here. This is arguable BUT they, with no doubt ,make the best piña colada in OSJ and it's great for lunch (local fare) in the open courtyard.
El Patio De Sam
102 C. San SebastiánA local favorite with delicious local food.
La Carreta
279 Calle de la LunaOne of the top places for brunch and lunch.
St. Germain
156 Sol StreetOne of the local's favorite brunch places in Old San Juan.
Trois Cent Onze
311 C. de la FortalezaOne of the finest dining places in Old San Juan
Señor Paleta
153 C. de TetuánRefreshing and tasty popsicles. Locally made
Chocobar Cortés
210 C. de San FranciscoA local favorite! Delicious 100% Caribbean chocolate.
Neighborhoods
A 10 minute drive from Old San Juan. This street is filled with restaurants and bars. Filled with nightlife from Thursday to Sunday.
18 locals recommend
Calle Loíza
Calle LoízaA 10 minute drive from Old San Juan. This street is filled with restaurants and bars. Filled with nightlife from Thursday to Sunday.
This city is filled with all kinds of adventure: paddle board/ kayak in la Laguna de Condado, restaurants, bars, and much more.
283 locals recommend
Condado
This city is filled with all kinds of adventure: paddle board/ kayak in la Laguna de Condado, restaurants, bars, and much more.
Shopping
Family owned local jewelry shop with lovely memories of our Isla del Encanto and its unique Caribbean sounds, warmth, and culture.
Coquí el Original
200 Calle de la FortalezaFamily owned local jewelry shop with lovely memories of our Isla del Encanto and its unique Caribbean sounds, warmth, and culture.
Muns Jewelry Concept Store
201 Calle de la LunaLocal jewelry and clothing shop with beautiful designs.
Fun shop to get lost in: beautiful, quality hats and also hand-rolled cigars.
6 locals recommend
El Galpon
154 C. del CristoFun shop to get lost in: beautiful, quality hats and also hand-rolled cigars.
Puerto Rican Art & Crafts
204 C. de la FortalezaGood local arts and crafts! Good quality stuff!
Collective Request
159 C. de la LunaShop filled with beautiful clothes for women and men.
Concalma
208 C. de la LunaBeautiful local handmade handbags.