We 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!

You can do a self-guided walking tour, a guided night-time walking tour, ride a Segway, or maybe just go 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 any of 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. But realize, these clubs don’t get going until well after 11:00pm. It’s in the clubs that you will find 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.

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

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
• 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

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

Anna Rocio (dancer) & Flamenco Guitar / Ladies Night

• Live Flamenco music at the Tasca
• Where: Restuarant Botin in Old San Juan
• When: Thursday nights from 8:00pm until 10:00pm
• Cost: no cover charge, dinner recommended
• Contact: call 787-725-6644 for more information

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

Juan Carlos & His Rumba Flamenca / Tapas Night

• Juan Carlos Garcia Flamenco Guitar & Dancers
• Where: Restuarant Botin in Old San Juan
• When: Friday nights from 8:00pm until 12:00midnight
• Cost: no cover charge, dinner recommended
• Contact: call 787-725-6644 for more information

Flamenco Dance Show

• 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 11:00pm
• 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

Flamenco Dance Show

• 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

Lola Sanchez Singers & Dancers / Sangria Night

• Live Flamenco music at the Tasca
• Where: Restuarant Botin in Old San Juan
• When: Saturday nights from 8:00pm until 10:00pm
• Cost: no cover charge, dinner recommended
• Contact: call 787-725-6644 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

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 5:30pm until 8:00pm
• Cost: free

Antonio Santaella & His Tablao Flamenco

• Where: Restuarant Botin in Old San Juan
• When: Sunday afternoons from 3:00pm until 4:00pm
• Cost: no cover charge, dinner recommended
• Contact: call 787-725-6644 for more information

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