San Juan, Puerto Rico, offers an irresistible charm for explorers, whether your visit is a day or a week long! Its historic old town boasts captivating architecture, meandering streets, and undoubtedly some of Puerto Rico’s most Instagram-worthy spots!

Puerto Rican Flag Door

Kicking off our lineup of San Juan’s top 16 Instagrammable spots with our absolute favorite. This renowned doorway, once adorned in multiple renditions of the Puerto Rican flag, has undergone a transformation. While it once proudly displayed the vibrant red, blue, and white of the flag, it now stands in striking black and white.

Calle Imperial

Not too distant from our initial San Juan Instagram hotspot, you’ll discover another captivating Puerto Rican flag mural, adorning a larger door with the vibrant colors of the flag. These remarkable doors are situated at the far end of Calle Imperial, just steps away from the Museo de San Juan.

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Umbrella Street San Juan (Paseo de Sombrillas)

San Juan’s renowned Umbrella Street unfolds right in front of La Fortaleza, the official residence of the Governor of Puerto Rico. This charming street leading to La Fortaleza comes alive with a vibrant display of beautiful, colorful umbrellas during the spring and summer seasons. Should you happen to visit during the offseason, you might miss the enchanting umbrellas, making them an extraordinary addition to San Juan’s list of Instagrammable spots.

Plaza Colon

This plaza stands as another significant landmark in historic San Juan. Plaza Colon once served as the primary entrance to the ancient walled city of San Juan. Although the walls have long since been removed, the plaza retains its timeless beauty. At its heart, a monument pays tribute to Christopher Columbus, adding a touch of historical reverence to this central location.

St. Germain Restaurant

St. Germain restaurant, nestled in Old San Juan, has garnered a reputation as a renowned vegetarian eatery. Beyond its delectable cuisine, it boasts an irresistibly Instagram-worthy exterior, earning it a well-deserved spot on the list of Old San Juan’s most photogenic locations.

Cementerio Santa María Magdalena de Pazzi

The Cementerio Santa María Magdalena de Pazzi stands as another iconic photography destination in San Juan, Puerto Rico. Dating back to the mid-1800s, this cemetery features a stunning building with a distinctive red roof situated amidst the rocky coastline by the ocean. With its diverse array of angles and captivating vistas, this picturesque location invites creativity, encouraging visitors to discover their own unique perspectives and capture its timeless beauty.

San Felipe del Morro Castle

This Instagram-worthy spot in San Juan is steeped in history, tracing its origins back to the 16th century when it was initially constructed by the Spanish to fortify their colony. It offers an excellent opportunity for solo exploration, enabling you to discover not only the perfect San Juan Instagram shot but also fresh angles and viewpoints that reveal the city’s rich heritage.

Castillo de San Cristobal

Plaza de Armas