Old San Juan feels like a refreshing step back in time. Between the seemingly endless history it offers and the romantic nature of the hand-paved cobblestone roads, you’ll be sure to want to spend a day or two checking it out. Below are some of the must-see spots of the community as well as top-rated places to eat and drink in Old San Juan.
Don't leave Old San Juan before you see these
La Perla
La Perla
A historic local community on the coast of Old San Juan. Recovery efforts after Maria were outstanding for this community.
Charming Streets
Charming Streets
Take in the beautiful architecture that gives Old San Juan its charm.
La Factoría
La Factoría
For salsa dancing, drinking, & to be where Despacito was filmed!
Calle de la Fortaleza
Calle Fortaleza
Iconic street of umbrellas by the governors mansion.
Base of El Morro
Base of El Morro
A beautiful walkway on the coastline beneath El Morro.
El Morro Fort
El Morro Fort
Beaming with history, these forts are a huge reason millions visit San Juan each year.
Paseo de la Princesa
Paseo de la Princesa
A walkway and monumental fountain with statue of the nuns.
Bacardi
Bacardi
A quick ferry over to Casa Bacardi for tours and tasting.
Eat or Drink in Old San Juan
Just a short 2-3 minute Uber, 5-10 minute bike ride or a 20-30 minute walk and you’ll be in the historic Old San Juan where you will be in the heart of tons of restaurants, activities and sights.
La Casita
La Casita de Rones
Beautiful waterside bar with great Caribbean dishes.
Señor Paleta
Señor Paleta
A refreshing variety of gelato, sorbet and sugar-free treats.
Café Berlin
Café Berlin
One of the few that is great for any meal of the day. Native, Caribbean, vegan and gluten free options.
Mezzanine
Mezzanine
Very tourist-friendly. Small rooms, homey vibes and great for happy hour cocktails.
Stuffed Avocado
Stuffed Avocado
Curated or custom bowls and gluten-free options.
Chocobar Cortés
Chocobar
Café setting, great for brunch. Infused chocolate in every dish!
Barrachina
Barrachina
Original birthplace of the Piña Colada!
La Verguenza
La Verguenza
Go for the views of the ocean and La Perla, stay for the cheap drinks and delicious apps!
Do it for the 'gram
Use the hashtag #oldsanjuan on Instagram and see what I mean… Old San Juan is a photographers dream! Don’t forget to tag @plentifulviews to show us the awesome time you’re having!
Calle de la Fortaleza
Calle de la Luna
El Morro
La Perla
OSJ Balconies
Base of El Morro
Casa de España
Calle Imperial
More Information
The Unit
The Unit
Check out the unit. Ocean views, luxurious decor + all amenities you need for your Puerto Rican getaway.
The Building
The Building
The Atlantis is San Juan’s hottest Condominium. It’s pretty suite. Check it out here.
Planning your Stay
Planning your Stay
Need some help planning your stay? Check out some of the top things to do in Puerto Rico.