09/05/2025
Every Must-Do in Old San Juan — From Someone Who Did Them All!
Dreaming of cobblestone streets, colorful buildings, and rich history without crossing the Atlantic? 🌊 Old San Juan, Puerto Rico is a vibrant blend of Caribbean warmth and European charm — and it belongs on your bucket list!
Here are 4 unforgettable experiences to add to your itinerary ⬇️
🏰 Explore El Morro Fortress
Walk through 250 years of history at Castillo San Felipe del Morro, a 6-level fortress guarding San Juan Bay since 1539. Wander through thick stone walls, stand beside historic cannons, and enjoy sweeping sea views — all while standing where Spanish, English, Dutch, and U.S. forces once battled.
📍 501 Norzagaray St.
🕘 Open daily 9 AM – 5 PM
🎟 $10 per person (includes San Cristobal too!)
⛪️ Visit Catedral de San Juan Bautista
Step inside the second-oldest church in the Western Hemisphere — and the oldest on U.S. territory. Not only is this stunning cathedral filled with Gothic and colonial architecture, it’s also the final resting place of famed explorer Juan Ponce de León.
📍 151 Cll. del Cristo
🕘 Mon–Sat: 9 AM–4 PM | Sun: 8 AM–4 PM
🎟 Free entry (donations suggested)
🍍 Sip a Piña Colada Where It Was Invented
Head to Caribe Hilton — a 5-minute drive from Old San Juan — and enjoy the iconic Piña Colada where it was first mixed in 1954 by bartender Ramón "Monchito" Marrero. You’ll be sipping history (and maybe channeling Elizabeth Taylor, who honeymooned here!).
📍 Caribe Hilton, 1 C. San Gerónimo, San Juan
💃 Dance the Night Away at La Factoría
Experience San Juan’s legendary nightlife at La Factoría, a hidden multi-room bar on Calle San Sebastián. From reggaetón DJs to live salsa bands, every room offers a different vibe. Locals are happy to teach you some dance steps — so don’t be shy! 💃🕺
📍 148 Cll. San Sebastián, Old San Juan
🕙 Best after 10 PM
✨ Old San Juan is where history meets fiesta, and every corner has a story. Ready to explore?
📥DM us for the best accommodations in Paradise!
