Best 91 things to do in Old San Juan, PR

Explore Puerto Rico’s layered history on a guided walk through Old San Juan

Walk cobblestone streets and uncover five centuries of San Juan history

Sail San Juan Bay’s historic waterfront aboard a private Schaefer yacht

Walk through 500 years of Old San Juan stories, landmarks, and legends

Walk Old San Juan and uncover the women who shaped Puerto Rico

A playful Old San Juan outing for kids, ending with a golden-hour kite flight

Choose a private Old San Juan walk with forts, coffee, rum, or cigar themes

Pedal Old San Juan’s cobblestone streets and landmark-lined plazas

Explore Old San Juan freely with roundtrip shuttle service

Glide through Old San Juan’s history and finish with a piña colada

Glide through Old San Juan with local stories and photo stops

Discover Old San Juan’s colonial history with a certified guide

Explore historic streets, coastal views, and Piñones at your own pace

Descubre la historia, cultura y comunidades que dan vida al Viejo San Juan

Trace Puerto Rico’s history through San Cristóbal and Old San Juan

Sip a crafted cocktail and trace Puerto Rico’s history through Old San Juan

Taste Barrilito rums and explore Old San Juan’s history by private drive

Sail San Juan Bay at sunset with Old San Juan landmarks in view

Coastal sightseeing with free time to explore Old San Juan

Trace Hostos's 1898 return through Old San Juan's civic and artistic landmarks

Trace Hostos’s 1898 return through civic history and art in Old San Juan

Build wing foil skills in calm, beginner-friendly water

Explore Old San Juan, a beach, and Puerto Rico’s mountain foothills with a local guide

Pedal through Condado and Old San Juan at your own pace