O'Flaherty's Irish Pub is a nightlife spot in Downtown, San Jose.
O'Flaherty's Irish Pub on San Pedro Square is the only spot in San Jose for up-tempo traditional Irish music live every Tuesday alongside weekly karaoke.
Editorially verified June 26, 2026 by Lewis Vaughan, TableJourney editor. Source.
Tip: Tuesday Irish seisiun at 6:30pm is free and draws serious trad musicians; karaoke Sunday and Monday from 9pm brings a rowdy crowd.
Address: 25 N San Pedro St, San Jose, CA 95110
SP2 Communal Bar + Restaurant in downtown San Jose hosts some of the Bay Area's best live music and DJs alongside seasonal locally-sourced American cuisine.
Tip: Friday and Saturday nights go late with DJ sets; the open patio is ideal for warm San Jose evenings with a pre-show cocktail.
Loft Bar and Bistro is a downtown San Jose nightlife staple with a gorgeous rooftop patio, two full bars, resident DJs, and no cover charge on its rooftop.
Tip: No cover and $5 well shots from 8pm to close make this one of the best-value rooftop nights in downtown San Jose.
Haberdasher is a 2,000 sq ft basement speakeasy in downtown San Jose with vintage ambiance, dark wood, and a deep archive of craft cocktails since 2010.
Tip: Head downstairs to find the bar; seating spans booths, high-tops, and a cozy nook for four. Intimate corner spots book fast on weekends.
Five Points is one of downtown San Jose's top craft cocktail bars, with a hidden Bowery Room speakeasy in the back featuring exposed brick and a marble bar.
Tip: The Bowery Room opens at 9pm Friday and Saturday; arrive early to claim a table in the tucked-away speakeasy. Free jazz jams Monday nights.
Paper Plane is a sophisticated craft cocktail bar in downtown San Jose open since 2013, known for one of the Bay Area's largest curated spirits collections.
Tip: The bi-annual rotating cocktail menu rewards repeat visits; ask bartenders to guide you through obscure spirits you've never tried.
Mac's Club is San Jose's oldest LGBTQ bar, a welcoming neighborhood dive serving the LGBTQIA+ community since the 1950s with strong drinks and a back patio.
Tip: The low-key outdoor patio is a local favorite for evening drinks; Mac's hosts occasional Pride season events and is cash-friendly.
SP2 Communal Bar + Restaurant in downtown San Jose hosts some of the Bay Area's best live music and DJs alongside seasonal locally-sourced American cuisine.
Tip: Friday and Saturday nights go late with DJ sets; the open patio is ideal for warm San Jose evenings with a pre-show cocktail.
Loft Bar and Bistro is a downtown San Jose nightlife staple with a gorgeous rooftop patio, two full bars, resident DJs, and no cover charge on its rooftop.
Tip: No cover and $5 well shots from 8pm to close make this one of the best-value rooftop nights in downtown San Jose.
Haberdasher is a 2,000 sq ft basement speakeasy in downtown San Jose with vintage ambiance, dark wood, and a deep archive of craft cocktails since 2010.
Tip: Head downstairs to find the bar; seating spans booths, high-tops, and a cozy nook for four. Intimate corner spots book fast on weekends.
Five Points is one of downtown San Jose's top craft cocktail bars, with a hidden Bowery Room speakeasy in the back featuring exposed brick and a marble bar.
Tip: The Bowery Room opens at 9pm Friday and Saturday; arrive early to claim a table in the tucked-away speakeasy. Free jazz jams Monday nights.
Paper Plane is a sophisticated craft cocktail bar in downtown San Jose open since 2013, known for one of the Bay Area's largest curated spirits collections.
Tip: The bi-annual rotating cocktail menu rewards repeat visits; ask bartenders to guide you through obscure spirits you've never tried.
Mac's Club is San Jose's oldest LGBTQ bar, a welcoming neighborhood dive serving the LGBTQIA+ community since the 1950s with strong drinks and a back patio.
Tip: The low-key outdoor patio is a local favorite for evening drinks; Mac's hosts occasional Pride season events and is cash-friendly.
