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Spending An Evening In Old San Juan

Posted on Aug 15th, 2008 by Gwenn • Updated on Jun 18th, 2010

Traditional Puerto Rican Dance ShowWe get asked time and time again about things to do in Old San Juan in the evening. And you know what? There are actually lots of things to choose from!

We have done a self-guided walking tour, a guided night-time walking tour, ride a Segway, and have just gone out and have a drink. In addition to these ideas, we complied a list of live music and dance "shows" around town.

I’m not going to talk about the dance clubs in this article, though there are tons of great bars and dance clubs in and around Old San Juan to check out if you are in the mood to dance. Realize, most of these clubs don’t get going until well after 11:00pm. It’s in the clubs that you will find the Salsa, Merengue, Cha-Cha and Reggaton – the more popular of today’s dances.

The setting of Old San Juan is historic city, so it’s fitting that many of the shows are Flamenco, which reflect the history of the island, but you will find some other dances/music.

Every Night

Live Salsa Music and Salsa Lessons
  • Where: The Latin Roots in Old San Juan
  • When: Every night- Salsa lessons from 7pm, live music from 8pm (9pm on Saturday and Sunday nights)
  • Cost: free for music and lessons! There is a restaurant and bar for drinks and dinner/late night snacks
  • Contact: call 787-512-9050 for information

Monday Night

Juan Carlos Flamenco Guitarist & Flamenco Dancers
  • Where: Escambron Beach Club in Old San Juan
  • When: Monday & Tuesday nights at 8:00pm during high season (Nov-April)
  • Cost: $28/person, which includes one drink
  • Contact: call 787-409-5376 for tickets and reservations
Live Jazz at Carli Cafe Concierto
  • The owner of Carli Cafe, Carli Munoz, is the ex-piano player for the Beach Boys. Carli plays Jazz on the acoustic grand piano most nights.
  • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
  • When: Monday nights from 8:00pm until 10:00pm
  • Cost: no cover charge, dinner recommended
  • Contact: call 787-725-4927 for more info or reservations
Beginner Salsa Lessons
  • Learn some Salsa dance moves in a class designed for tourists.
  • Where: The Tablao de Paulette – 1st floor Ballaja building in Old San Juan (by El Morro)
  • When: Monday nights from 5:00pm until 6:00pm
  • Cost: $5 per person
  • Contact: call 787-775-9438
  • Tuesday Night

    Le-Lo-Lai Folkloric Dance Show
    • The Le-Lo-Lai Festival demonstrates traditional music and dance.
    • Where: Fort San Cristobal, Old San Juan
    • When: Tuesday nights at 6:00pm
    • Cost: free with admission to the fort ($3)
    • Contact: call 787-721-2400 for information
    Juan Carlos Flamenco Guitarist & Flamenco Dancers
    • Where: Escambron Beach Club in Old San Juan
    • When: Monday & Tuesday nights at 8:00pm during high season (Nov- April)
    • Cost: $28/person, which includes one drink
    • Contact: call 787-409-5376 for tickets and reservations
    Live Jazz at Carlis Cafe Concierto
    • The owner of Carli Cafe, Carli Munoz, is the ex-piano player for the Beach Boys. Carli plays Jazz on the acoustic grand piano most nights.
    • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
    • When: Tuesday nights from 8:00pm until 10:00pm
    • Cost: no cover charge, dinner recommended
    • Contact: call 787-725-4927 for more info or reservations

    Wednesday Night

    Beginner Salsa Lessons
    • Learn some Salsa dance moves in a class designed for tourists.
    • Where: The Tablao de Paulette – 1st floor Ballaja building in Old San Juan (by El Morro)
    • When: Wednesday nights from 5:00pm until 6:00pm
    • Cost: $5 per person
    • Contact: call 787-775-9438
      • Roger Rodriguez Live Music
        • Where: Mojitos Restaurant on Recinto Sur in Old San Juan
        • When: Wednesday nights from 5:00pm until 10:00pm
        • Cost: no cover charge, dinner recommended
        Jazz Jam Session at Carli Cafe Concierto
        • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
        • When: Wednesday nights from 8:30pm until 11:00pm
        • Cost: no cover charge, dinner recommended
        • Contact: call 787-725-4927 for more info or reservations

        Thursday Night

        Roger Rodriguez Live Music
        • Where: Mojitos Restaurant on Recinto Sur in Old San Juan
        • When: Thursday nights from 5:00pm until 10:00pm
        • Cost: no cover charge, dinner recommended
        Live Blues & Funk Music
        • Where: Cafe la Princesa, on Paseo la Princesa
        • When: Thursday nights from 7:00pm until 12:00midnight
        • Cost: no cover charge, dinner recommended
        • Contact: call 787-724-2930 for more information
        Live Jazz at Carli Cafe Concierto
        • Carli plays Jazz on the acoustic grand piano, with special guests.
        • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
        • When: Thursday nights from 8:00pm until 10:00pm
        • Cost: no cover charge, dinner recommended
        • Contact: call 787-725-4927 for more info or reservations

        Friday Night

        Flamenco Dance Show
        • Enjoy a free dance show with dinner featuring live music.
        • Where: Barrachina Restaurant, 104 Fortaleza Street in Old San Juan
        • When: Friday nights from 8:00pm until 9:00pm, dinner seating for show starts at 7pm
        • Cost: reservations for the dinner show are necessary
        • Contact: call 787-725-7912 for more information
        Carli Munoz Jazz Trio at Carli Cafe Concierto
        • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
        • When: Friday nights starting around 8:00pm
        • Cost: no cover charge, dinner recommended
        • Contact: call 787-725-4927 for more info or reservations
        La Rumba Party Cruise
        • La Rumba is a Floating Night Club featuring a full service liquor bar.
        • Where: San Juan Bay – departs from Plaza Darsena right by La Casita in Old San Juan
        • When: Friday nights at 10:30pm, 12:30am and 2:30am
        • Cost: adults $14, children (over 6 years old) $7, seniors $10
        • Contact: call 787-375-5211 or 787-525-1288 for more info
        Flamenco Dance Show
        • Where: Rosa de Triana Tapas Bar & Restaurant, 72 Caleta de San Juan (across from El Convento Hotel and the Cathedral) in Old San Juan
        • When: Friday nights at 8:30pm
        • Cost: dinner recommended
        • Contact: call 787-722-1144 for more information
        Live Jazz Music
        • Where: Cafe la Princesa, on Paseo la Princesa
        • When: Friday nights from 8:00pm until 12:00pm
        • Cost: no cover charge, dinner recommended
        • Contact: call 787-724-2930 for more information
        Belly Dancing Show
        • Where: Makarios Mediterranean on Recinto Sur in Old San Juan
        • When: Saturday nights at 9:30pm
        • Cost: dinner recommended
        • Contact: call 787-723-8653 for more info

        Saturday Night

      Beginner Salsa Lessons
      • Learn some Salsa dance moves in a class designed for tourists.
      • Where: The Tablao de Paulette – 1st floor Ballaja building in Old San Juan (by El Morro)
      • When: Saturday nights from 4:00pm until 5:00pm
      • Cost: $5 per person
      • Contact: call 787-775-9438
        • Cadencia Andaluza- Flamenco and Music
          • Where: The Tablao de Paulette – 1st floor Ballaja building in Old San Juan (by El Morro)
          • When: Saturday nights at 7:00pm
          • Cost: $21.40/person, which includes tapas and refreshments
          • Contact: call 787-775-9438 for tickets and reservations. Tickets may be available at the door.
          Flamenco Dance Show
          • Enjoy a free dance show with dinner featuring live music.
          • Where: Barrachina Restaurant, 104 Fortaleza Street in Old San Juan
          • When: Saturday nights from 8:00pm until 9:00pm, seating for dinner show starts at 7pm
          • Cost: reservations for dinner show are necessary
          • Contact: call 787-725-7912 for more information
          Carli Munoz Jazz Trio at Carli Cafe Concierto
          • Where: Carli Cafe, located on the first floor of the Banco Popular Building, corner of Recinto Sur and San Justo Streets in Old San Juan
          • When: Saturday nights starting around 8:00pm
          • Cost: no cover charge, dinner recommended
          • Contact: call 787-725-4927 for more info or reservations
          Live Jazz Music
          • Where: Cafe la Princesa, on Paseo la Princesa
          • When: Saturday nights from 8:00pm until 11:00pm
          • Cost: no cover charge, dinner recommended
          • Contact: call 787-724-2930 for more information
          La Rumba Party Cruise
          • La Rumba is a Floating Night Club featuring a full service liquor bar.
          • Where: San Juan Bay – departs from Plaza Darsenas right by La Casita in Old San Juan
          • When: Saturday nights at 9:30pm, 11:30pm, 1:00am and 2:30am
          • Cost: adults $14, children (over 6 years old) $7, seniors $10
          • Contact: call 787-375-5211 or 787-525-1288 for more info
          Belly Dancing Show
          • Where: Makarios Mediterranean on Recinto Sur in Old San Juan
          • When: Friday nights at 9:30pm
          • Cost: dinner recommended
          • Contact: call 787-723-8653 for more info

          Sunday Night

            Le-Lo-Lai Folkloric Dance Show
            • The Le-Lo-Lai Festival demonstrates traditional music and dance.
            • Where: Plaza Darsena, Old San Juan
            • When: Sunday nights at 8:00pm
            • Cost: free
            • Contact: call 787-721-2400 for information
            Romantic Sunsets Trio Concerts
            • This is an enjoyable evening attended by many older locals who all dance and sing along. Presented by the Puerto Rico Tourism Company.
            • Where: Plaza Darsena, on the waterfront next to La Casita in Old San Juan
            • When: Sunday nights from 5:00pm until 6:30pm
            • Cost: free
            Roger Rodriguez Live Music
            • Where: Mojitos Restaurant on Recinto Sur in Old San Juan
            • When: Sunday nights from 5:00pm until 10:00pm
            • Cost: no cover charge, dinner recommended
            Live Salsa Music
            • Where: Cafe la Princesa, on Paseo la Princesa
            • When: Sundays from 3:00pm until 5:00pm
            • Cost: no cover charge, dinner recommended
            • Contact: call 787-724-2930 for more information
            Live Trio Music
            • Where: Cafe la Princesa, on Paseo la Princesa
            • When: Sundays from 5:00pm until 7:00pm
            • Cost: no cover charge, dinner recommended
            • Contact: call 787-724-2930 for more information
            La Rumba Party Cruise
            • La Rumba is a Floating Night Club featuring a full service liquor bar.
            • Where: San Juan Bay – departs from Plaza Darsenas right by La Casita in Old San Juan
            • When: Sunday nights at 7:30pm, 9:30pm, and 11:30pm
            • Cost: adults $14, children (over 6 years old) $7, seniors $10
            • Contact: call 787-375-5211 or 787-525-1288 for more info

PuertoRicoDayTrips.com assumes no responsibility regarding your safety when participating in the activities described in this article. Please use common sense! If your mother or that little voice in your head tells you that you are about to do something stupid ... then don't do it! Read more about Safety →

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