Puerto Rico’s winter calendar is heating up with events that will have you dancing through the streets of Old San Juan, soaking in the symphonies of the island’s finest orchestras, and sipping mojitos at the liveliest festivals. From the energy of the Fiestas de la Calle San Sebastián to the smooth rhythms of the Puerto Rico Jazz Jam, this guide has all you need to make the most of January and February.
JAN. 5, 2025 – 4 PM
Puerto Rico Symphony Orchestra: “Reyando con tu Sinfónica”
The Christmas season isn’t over yet in Puerto Rico! On the eve of Three Kings’ Day, the Puerto Rico Symphony Orchestra performs beloved holiday classics with a special appearance by young musicians. Tickets from $45. Centro de Bellas Artes, Antonio Paoli Festival Hall, Santurce. ticketera.com/reyandocontusinfonica/
JAN. 16–19, 2025
Fiestas de la Calle San Sebastián
(San Sebsastián Street Festival)
This isn’t just a festival; it’s a rite of passage for anyone visiting Puerto Rico in January. The streets of Old San Juan burst with live music, artisanal crafts, and dancing. Here’s what to expect at the four main stages:
-
- Plaza Colón: Headliners like Joseph Fonseca, Namira, Brí La Pelúa, Sie7e, La Secta, and Tambores Calientes. Algarete will close with an unmissable performance.
- Plaza del Quinto Centenario: The main stage where top acts like La India, Vico C, Elvis Crespo, Andy Montañez, El Gran Combo, Carlos Vives, and Olga Tañón bring unmatched energy and unforgettable performances.
- Plaza de Armas: High-energy performances from Grupo Gracimar, Los Sabrosos del Merengue, Edwin Clemente’s Bomba Jazz, and Manny Manuel, leading to Oscarito’s orchestra finale.
- Plaza de la Barandilla: Daytime fun for families with art workshops and clown shows by Remi. By night, salsa and plena reign with acts like Son Diva and Luis González, “El Tsunami de la Salsa.”
Admission is free, but the memories? Priceless.
JAN. 18, 2025 – 7 PM
Puerto Rico Symphony Orchestra: Classic Concert 6
Lose yourself in the grandeur of classical music performed by Puerto Rico’s premier orchestra. Tickets from $55. Pablo Casals Symphony Hall, Centro de Bellas Artes, Santurce. ticketera.com/conciertosclasicos-cba/
JAN. 24–25, 2025 – 8 PM
Puerto Rico Jazz Jam
Jazz lovers, rejoice! This two-night event showcases Puerto Rican and international talent, with Grammy winner Miguel Zenón kicking off the festivities. Tickets from $50. René Marqués Theater Room, Santurce. teatropr.com/event/puerto-rico-jazz-jam-2025
FEB. 2, 2025 – 8 PM
Air Supply: 50th Anniversary Celebration
Relive the hits of this iconic duo as they celebrate 50 years of chart-topping ballads. Tickets from $125. Coca-Cola Music Hall, Distrito T-Mobile, San Juan. cocacolamusichall.com/events/detail/air-supply-50th-anniversary-celebration
FEB. 7, 2025 – 8 PM
Eddie Palmieri Live
Let the rhythms of Latin jazz transport you as the legendary Eddie Palmieri takes the stage. Tickets from $32. Coca-Cola Music Hall, Distrito T-Mobile, San Juan. cocacolamusichall.com/events/detail/eddie-palmieri
FEB. 8, 2025 – 7 PM
Mojito Fest
This isn’t your average happy hour. Savor unlimited mojitos and gourmet dishes while grooving to live music. Regular Tickets: $55 (includes unlimited mojitos); Exclusive Pre-Sale: $65 (includes commemorative cup, T-shirt, and unlimited mojitos). Puerto Rico Convention Center, San Juan. ticketera.com/mojitofest/
FEB. 8–9, 2025 – 7 AM to 5 PM
Dragon Boat Race
Feel the thrill as teams race through Condado Lagoon. Whether you’re cheering or paddling, this event promises high energy and scenic views. Free for spectators. Jaime Benítez National Park, Condado, San Juan. puertoricodragonboat.com/festival/
FEB. 15, 2025 – 8:30 PM
Natalia Jiménez in Concert
Witness the powerhouse vocals of Natalia Jiménez, a Latin Grammy-winning star, as she performs an unforgettable set. Tickets from $140. Coca-Cola Music Hall, Distrito T-Mobile, San Juan. cocacolamusichall.com/events/detail/natalia-jimenez
