Puerto Rico is an island unlike any other. It’s a fascinating destination, where the Caribbean meets the United States. And San Juan is not just a capital—it’s one of the oldest cities in the Americas, founded in 1521. Leave the clichés behind and dive into a city where history, culture, and gastronomy intertwine. This sun-drenched destination captivates with its authenticity and promises a new surprise every day… From historical discoveries to culinary delights and moments of pure joy.
Here are our top picks, whether you’re here for a quick stopover before a cruise or a longer, more exploratory trip—from Old San Juan to the historic forts and underrated attractions.
Stroll along the Paseo de la Princesa waterfront
Walk along history on the Paseo de la Princesa! This beautiful 19th-century promenade runs directly at the foot of the city’s towering fortress walls. As you make your way along the bay from Calle Fortaleza and Puerto Rico’s governor residence, you get a front-row seat to spectacular views of the water and the bustling port. The lively atmosphere, fueled by street vendors and musicians, makes it a must-see for anyone looking to feel the true pulse of this part of San Juan.
A great place for sunsets, too!
See the famous San Juan beaches
You can’t talk about Puerto Rico without mentioning its magnificent beaches. With over 500 km of coastline, the island has some of the most beautiful shorelines in the Caribbean. Within the capital, a variety of beaches cater to every preference, making it a paradise for water sports enthusiasts.
- For a lively urban experience, head to Condado Beach. Lined with luxury hotels and restaurants, it’s a hotspot for activities like paddleboarding and kayaking. Expect a chic and energetic atmosphere.
- A short distance away, Escambrón Beach provides a more tranquil escape. Protected by a natural coral reef, its calm, clear waters are perfect for snorkeling and safe swimming, making it a favorite among families.
- If you prefer a more relaxed scene, Ocean Park Beach is your destination. This wider beach is a haven for wind sports! Here, you can watch kitesurfers and windsurfers ride the breezes or simply relax away from the crowds.
- Finally, just next to Isla Verde, Pine Grove Beach is a true surfer’s paradise. Its consistent waves make it an ideal spot for riders of all skill levels, from beginners looking to learn to experienced surfers seeking a challenge.
Explore San Juan’s food scene on a tour
Puerto Rican cuisine is a dynamic fusion of African, Spanish, Taíno, and American flavors, creating a truly unforgettable gastronomic experience. To truly treat yourself, sample essential dishes like mofongo, lechon, and tostones. For a little bit of local flavor, the island is a street food lover’s paradise. Spots like Miramar Food Truck Park, La Placita de Santurce, and Lot23 are all great places to enjoy authentic, regional cooking.
The cocktail culture thrives here; don’t leave without having a genuine piña colada, the national drink. It’s the best way to get a feel for the local tradition.
Guided food tour is your golden ticket to the city’s sizzling culinary scene. Here are three options:
- SPOON®: Offers immersive tours like “Old San Juan Walk & Taste” and “Tropicaleo Drinking” with passionate, local guides.
- Flavors Food Tours: An award-winning company with a flagship tour, “Flavors of San Juan,” and a “Rum Runners Craft Cocktail Tour.”
- Secret Food Tours: Provides guided walking tours that connect you with local professionals and uncover hidden gems in San Juan’s culinary scene.
Stroll along Calle Fortaleza in Viejo San Juan
Calle Fortaleza is the most iconic street in Old San Juan. Famous for its seasonal overhead art installations, the street leads to the governor’s residence, La Fortaleza. This is the city’s first fortification, built between 1533 and 1540. This charming cobblestone street is lined with some of the prettiest colonial houses in San Juan.
Discover Puerto Rico’s historic heritage in San Juan’s Old Town—for free!
Discovering the rich historical heart of Puerto Rico’s attractions is an unforgettable experience. The ambiance of Old San Juan is truly unique! With cobblestone streets winding through brightly colored, sun-drenched houses while the salty air reminds you of the nearby ocean. Here, history reveals itself at every corner. Imposing historic forts, centuries-old cathedrals, and colonial palaces create a unique backdrop for a getaway where time seems to stand still.
Here are some must-see places to enjoy the city’s heritage and explore its history:
- Viejo San Juan: This part of San Juan is known for its cobblestone streets, colorful houses, and festive atmosphere.
- Castillo San Felipe del Morro: A massive 16th-century fortress and UNESCO World Heritage Site with breathtaking views of the Atlantic Ocean.
- Castillo de San Cristóbal: An even more immense historical fort, this is a must-see for anyone interested in the city’s military past.
- Catedral Basilica Menor de San Juan Bautista: Ready to feel the weight of centuries? Step inside the Catedral Basílica Menor de San Juan Bautista, a stunning sacred anchor and one of the oldest religious sites in the Americas.
Immerse yourself in art and culture
San Juan’s artistic neighborhoods are a goldmine for anyone who loves art and history. They are a great place to get a sense of the creative spirit of the local people.
- Museums: The Puerto Rico Museum of Art and the Puerto Rico Museum of Contemporary Art showcase incredible works by local and Caribbean artists.
- Casa Blanca: This historic residence takes you back to the 16th and 17th centuries. It’s surrounded by a lush garden, which is a perfect spot for a walk.
- Street art in Santurce: The vibrant, colorful murals here transform the walls into an open-air gallery, showing the dynamic creative spirit of this part of San Juan.
Tour the Capitol
Completed in 1929, the San Juan Capitol is one of the most important and most visited buildings in all of Puerto Rico. Book a tour to see the breathtaking frescoes that tell the history of the island.
Visit the San Juan botanical garden
Ditch the city’s buzz and step into a living, breathing paradise at the San Juan Botanical Garden. This sprawling green attraction houses over 30,000 plants and a stunning array of themed gardens—Each offering a unique world to explore. The real magic, though, is in the Taíno Garden. Here, the ancient indigenous petroglyphs are etched into the stone, offering a direct, powerful link to the island’s pre-Columbian history.
Experience the unique Casa Bacardi rum distillery
Located in Cataño, on the other side of the bay, this is not just Puerto Rico’s but the world’s largest premium rum distillery. Tour the modern facilities, explore the distillation process, and perfect your mixology skills in an interactive workshop.
For an even more unique experience, bottle your own Special Reserve rum, sealed with red wax and engraved with your name. It’s a great way to bring back an authentic souvenir from Puerto Rico!
Shop for quality souvenirs
If you want to find an authentic souvenir from your trip to Puerto Rico, the streets of Old San Juan form a fascinating labyrinth filled with artisan shops, jewelry stores, and fashion studios. In the best possible way! Calle Del Cristo and Calle Fortaleza are the main arteries, but the narrow side streets reveal the most beautiful secrets: colorful vejigante masks, traditional hand-carved wooden sculptures, and other unique creations that have made Puerto Rican craftsmanship famous.
The Mercado de Santurce is also worth a visit for fresh produce, local crafts, and typical flavors.
