
Day trip · 9 hours
From San Jose: Small Group Napa & Sonoma Valley Wine Tour
Explore and relish the enchanted day trip to California's famous wine country on this full-day tour of Napa and Sonoma County.
The Caravan Lounge is a live music venue in Downtown, San Jose.
Editorially verified June 26, 2026 by Elliot Marsh, TableJourney editor. Source.
Tip: Free live music Fri-Sat draws punk and indie acts; Sunday open mic is a local institution. Pool table in back.

Day trip · 9 hours
Explore and relish the enchanted day trip to California's famous wine country on this full-day tour of Napa and Sonoma County.

2 hours
Learn how to make your own nigiri and seafood rolls from scratch in this hands-on class with Chef Elham. Cook spicy edamame, prep sushi rice, and roll it with a variet...

2 hours
Cook a 3-course Chinese-Californian meal in San Jose. Make dragon cauliflower, pineapple chicken and rainbow fried rice with Chef Parsati.
Address: 98 S Almaden Ave, San Jose, CA 95113
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.
TipTuesday Irish seisiun at 6:30pm is free and draws serious trad musicians; karaoke Sunday and Monday from 9pm brings a rowdy crowd.
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.
TipFriday 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.
TipNo 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.
TipHead 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.
TipThe Bowery Room opens at 9pm Friday and Saturday; arrive early to claim a table in the tucked-away speakeasy. Free jazz jams Monday nights.
SJZ Break Room is San Jose Jazz's intimate 100-seat all-ages venue in the SoFA District with every seat within 30 feet of live jazz performers.
TipFirst 90 minutes are free; $10 max after 6pm. Performances often stream live on the massive window projection behind the stage.
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.
TipTuesday Irish seisiun at 6:30pm is free and draws serious trad musicians; karaoke Sunday and Monday from 9pm brings a rowdy crowd.
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.
TipFriday 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.
TipNo 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.
TipHead 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.
TipThe Bowery Room opens at 9pm Friday and Saturday; arrive early to claim a table in the tucked-away speakeasy. Free jazz jams Monday nights.