Cienfuegos  hosts the week-long Festival Naútica in mid-July, featuring a parade, water sports, and regattas. The Benny Moré International Festival of Popular Music is held each alternate August.
Locals flock on weekends to the Malecón, between Calles 32 and 36, where simple open-air bars pump out free music.
The Teatro Tomás Terry (tel. 043/51-3361, box office 11 a.m.–3 p.m. and 90 minutes prior to performances, CUC1), on Parque Martí , hosts performances ranging from classical symphony to live salsa music.
For bowling or billiards, head to La Bolera (Calle 37, esq. 48, tel. 043/55-1379, 11 a.m.–2 a.m., CUC2 per hour).
The Palatino, on the west side of Parque Martí , is a pleasant spot to savor a drink while being serenaded.
Lovers congregate at Centro Recreativo La Punta (no tel., daily 10 a.m.–6 p.m. and 8 p.m.–1 a.m.) at the tip of the peninsula.
For elegance, check out the Bar Terrazas upstairs in the Hotel Unión (live music at 10 p.m.) or the terrace bar of Club Cienfuegos (Calle 37, e/ Av. 8 y 12, tel. 043/52-6510, nightly 10 p.m.–2 a.m.), which has views across the bay; a dress code applies. The club also has an English pub downstairs.
The Casa de la Cultura (Calle 37 #5615, esq. Av. 58, tel. 043/51-6584, daily 8:30 a.m.–midnight, free) hosts traditional music and dance and other cultural events.
UNEAC (Calle 25 #5425, tel. 043/51-6117, www.uneac.com ), on the west side of Parque Martí, also has cultural events in an open-air patio, ranging from Afro-Cuban folkloric events to bolero.
Nearby, the Café Teatro Terry hosts live entertainment Tues.–Sun. 9 a.m.–1 a.m.
Flamenco? Head to Sal Teatro Cuestas (Av. 54, e/ 29 y 31), a Spanish-focused performance space.
The Club Benny Moré (Av. 54 #2907, e/ 29 y 31, tel. 043/55-1105, Thurs.–Sun. 10 p.m.–3 a.m., CUC1–2) is an elegant cabaret theater with live music, comedians, etc. followed by disco. You need ID to enter; it has a dress code.
The only cabaret espectáculo in town is the laser-lit Noche en el Cabaret Costa Sur (Av. 40, esq. Calle 35, tel. 043/52-5808, Thurs.–Sun. 9 p.m.–2 a.m., CUC5), followed by disco.
Artex’s lively, open-air Centro Cultural El Cubanismo (Calle 35, e/ 16 y 18, tel. 043/55-1255, 9 p.m.–2 a.m.) offers a medley that draws local youth: Monday for rumba, Tuesday for Cuban music, comedy on Wednesday, folkloric music on Thursday, Caribbean beat on Friday, a cabaret espectáculo on Saturday, and karaoke on Sunday.