Nestled in the streets of Old San Juan, is a vibrant nightlife scene for both locals and travelers alike. The district’s bars range from speakeasies to lively dance venues, each promising unforgettable experiences in Puerto Rico’s most iconic neighborhood. Exploring the unique vibe of these bars is undoubtedly among the best things to do in Old San Juan.
In this handpicked guide, you’ll discover the must-visit bars of Old San Juan, each promising unforgettable nights in Puerto Rico’s most iconic district.
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1. The Cannon Club
Nestled within the Gallery Inn Hotel, the Cannon Club stood out as our absolute favourite bar in Old San Juan. It is a haven for artists and musicians, featuring Steinway pianos poised for play, and regular live music performances. We were lucky enough to see an incredible performance by a Russian pianist while sipping on exceptional cocktails under Venetian chandeliers, making our experience truly unforgettable. The Cannon Club boasts an atmosphere that strikes a rare balance between intimacy and grandeur, and you’ll find yourself in a space that feels both cozy and opulent.
2. La Factoría
La Factoría is one of the most famous and well known bars in Old San Juan, and definitely worth a visit. It has a speakeasy feel – there’s no sign from the outside, and once inside, you’ll find a labyrinth of hidden rooms each with its own vibe. It has topped lists such as the Frommers best bars in the world, and featured in the music video for “Despacito”. We loved our night here, especially the Lavender Mule, Spiced Old Fashioned, and Mercado Roma. To visit, just look for the unmarked entrance on Calle San Sebastián and let the night begin!
3. Deshistoria: Birra & Empanadas
For those in the know, Deshistoria is a gem. This snug bar has some of the best empanadas and a great selection of beers, all served up in a cozy, intimate space. It’s the perfect pit stop for mouth-watering snacks and a laid-back vibe.
4. El Batey
If dive bars are more your style, you don’t want to miss El Batey. It’s the oldest bar in Old San Juan and has been frequented by the likes of Hunter S. Thompson and the Rolling Stones in the 1960s. You’ll find graffiti and murals all over the walls, business cards hanging from light shades and bartenders that have a generous pour. It’s a welcoming space to shoot pool or just chill, however, you’ll likely be sharing the place with a few other tourists too.
5. Antiguo 26
If you’re looking for the best cocktail bar in Old San Juan, check out Antiguo 26. The mixologists work their magic, where each cocktail is crafted with an artist’s touch. The menu is a curated collection of innovative creations and classic favorites, each with a twist that surprises and delights.
6. La Taberna Lúpulo
If you’re a beer lover you’ll want to stop into La Taberna Lúpulo. It boasts an extensive selection of craft beers, including a range of local specialties. The welcoming atmosphere, coupled with a menu that includes must-try items like the Cuban sandwich, makes La Taberna Lúpulo a must-visit for anyone with a passion for hops.
7. El Adoquin Del Patio
If you like Salsa dancing, then a visit to El Adoquin Del Patio on a Sunday night is a must do. Hidden in El Callejon de La Tanca, the alleyway opens up for dancing and becomes a favourite spot among locals. There’s some great local puerto rican food here, grab a tasty alcapurria in one hand, a well-priced Modelo in the other, and enjoy the vibes in this unique spot.
8. La Cubanita
Another great spot for dancing, this cozy bar might not look like much from the outside, but once you’re inside you’re transported to a world where music and dance comes alive. The cocktails are amazing, salsa music is often playing, and impromptu dance sessions are welcomed!
9. Barrachina
No trip to Old San Juan is complete without sipping on a piña colada, and Barrachina claims to be where it all began. While the origin story might be a bit of a debate (Caribe Hilton also have the same claim), this bar/restaurant has a nice outdoor seating setting. However, it is one of the more touristy venues and we weren’t overly impressed with the food and drinks here.
The following are the Best Rooftop Bars in Old San Juan.
10. The Mezzanine
Above the St Germain restaurant, The Mezzanine cocktail bar is one of those cherished secret spots that you stumble upon and can’t help but fall in love with. Accessible via a quaint staircase at the front of the building, this cozy rooftop bar has great fish tacos, and delicious signature cocktails. Make sure you get a spot on the intimate balconies – it’s a great place to watch the the vibrant life of Old San Juan below!
11. Al Fresco Wine Bar
Also located in the same building as the St. Germain Restaurant, and upstairs. The Al Fresco Rooftop has a range of wine, sangia, and tapas, great for a sunset drink.
12. La Terraza de San Juan:
This rooftop bar offers breathtaking views of the bay and city. It is part of a charming boutique hotel, making it the perfect spot for both guests and visitors looking to enjoy a artisan cocktail or some tapas, while dipping your feet in their rooftop pool.
13. Atelier Rooftop Terrace
One of the newest rooftop bars in the area, located above the boutique Hotel Palacio Provincial. The Atelier Rooftop Terrace has a modern vibe, and boasts panoramic views of San Juan Bay and the cathedral. With its tapas and artisan cocktails, it is more on the luxe / expensive side.
14. Bar Catedral Rooftop
Located at the Decanter Hotel, this rooftop bar has a casual feel and offers a great selection of cocktails and tapas. It is a perfect place for sunset, offering great views of the Catedral de San Juan Bautista, and the San Juan Harbor.
15. La Verguenza
La Vergüenza, while known to attract its fair share of tourists, stands out for its breathtaking rooftop views. If you’re looking for a stunning backdrop for your late afternoon relaxation, this roofotp bar in Old San Juan will treat you to expansive views of the Atlantic Ocean and the Castillo San Cristobal, offering a picturesque setting that’s worth navigating the crowds for.
Best things to do in Old San Juan
Looking for some of the best things to do in Old San Juan? Here are some of our top picks in the area:
- Walk the colourful streets, or join a guided walking tour — an excellent opportunity to delve into the history and culture of Old San Juan.
- Dance the night away, experience a salsa class
- Join a local food tour
- Venture out to La Placita de Santurce
- Go for a sunset sail in Puerto Rico
- Enjoy the live music scene
Aaron is one of the co-founders of The Dharma Trails. His background in marine eco tourism and writing have blended together to create the eco travel platform read by users around the world.
