Curator’s statement
San Juan, Puerto Rico, holds a special place in my heart for its stunning beaches and vibrant culture. The breathtaking sands and crystal-clear waters were just the beginning. The real magic came from the incredible people I met at the local hostel, who turned my trip into a memorable journey of friendship and connection. Exploring the colorful streets of Old San Juan, tasting delicious local cuisine and immersing myself in the rich history made every moment unforgettable. I left with cherished memories and a longing to return to this beautiful island.
The Fora Difference
Book with Arpita to access exclusive perks and experiences on your trip.
Killer perks
Free upgrades, spa credits and more—we got you
Personalized recs
Customized travel planning for your style
Insider knowledge
Expert advice from people who’ve actually been there
Where to stay
Unlock perks by contacting Arpita to book your trip.
Day 1: Arrive in San Juan
Day
Relax at Escambrón Beach, known for its clear waters and stunning views of the San Juan skyline. Enjoy rum cocktails and local tapas during happy hour at La Casita de Rones.
Evening
Experience the vibrant nightlife at La Placita de Santurce and nearby bars, filled with live music, dancing and delicious street food.
Keep in mind that Puerto Rico uses US dollars and prices are similar to the US as well. Locals understand and can communicate in English, which is a plus!
Day 2: Sites and salsa
Day
Start your day in San Juan with a delightful breakfast at Café Mallorca. Indulge in their famous Mallorca pastries, which are soft, sweet bread sprinkled with powdered sugar — perfectly paired with a rich cup of Puerto Rican coffee.
Wander the charming streets of Old San Juan, where colorful buildings and cobblestone streets create a picturesque backdrop for exploration.
Stop by the Catedral de San Juan, a stunning historic church known for its beautiful Spanish architecture and serene atmosphere.
Visit Restaurant Raíces, a vibrant spot that beautifully showcases Puerto Rican cuisine. Enjoy traditional dishes like mofongo and arroz con gandules, all bursting with authentic flavors.
Evening
Savor dinner at Barrachina, the birthplace of the piña colada, and indulge in delicious Caribbean cuisine alongside their famous cocktails.
Cap off your day at La Factoria, where you can groove to a live salsa band in the lively atmosphere of a bar known for its cocktails where the famous song "Despacito” was filmed!
Day 3: Beach and local fare
Day
Head to Castillo de San Cristóbal, the largest fortification in the Americas, and enjoy exploring its fascinating history and panoramic views of the city and coastline.
Stroll along the scenic Paseo del Morro, where you can enjoy breathtaking ocean views and take in the fresh sea breeze as you walk towards the iconic El Morro fortress.
Stop by La Garita, a charming eatery in San Juan known for its delicious local cuisine and stunning ocean views. Savor fresh seafood dishes and traditional Puerto Rican flavors while taking in the vibrant colors of the surrounding buildings.
Evening
Watch the sunset at Condado Beach. The sky transforms into a breathtaking palette of colors reflecting off the tranquil waters, creating a perfect end to your day in San Juan.
Dine at the Al Fresco Rooftop Wine Bar, enjoying exquisite dishes and a fantastic selection of wines while taking in stunning views of the San Juan skyline
Travel Advisor
Arpita Choudhury
Get in touch with Arpita
Did you like this guide? Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Arpita within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
This guide is part of our ongoing series on travel to San Juan. Looking for more travel inspiration? Check out Noah West's guide, Planning a Weekend Trip to San Juan, Puerto Rico.