Around The Cordova Bar
3 stops, all within a short walk
1
0.6 mi
5:30 PMDinner
2
0.2 mi
7:00 PMThe show
3
8:30 PMNightcap
Ballast Point Brewing Little Italy
Brewery
2215 India St, San Diego, CA 92101, USA
Little Italy / Middletown
4.9
← Best live music venues in San DiegoDate night guide · San Diego
A night of live music in Little Italy / Middletown
Eat early, catch the set, stay for one more.
3 spots · Jump to the list
Live music takes the pressure off a date: there's always something to react to, and nobody has to carry the conversation. The list runs from jazz clubs to bars with a band in the corner. Check the lineup before you go, eat beforehand, and leave time for a drink afterwards to talk about the set.
This guide ranks 3 live music venues in Little Italy / Middletown. Editors' picks come first, then the rest by rating, and the plans below build a whole evening around the best of them.
Nights people planned here
Published date nights with a stop on this list.
adventurousStaff Pick
Make a night of it
Routes around the top spots on the list, with the best-rated places nearby for the rest of the evening.
Around Canvas Cafe & Lounge
3 stops, all within a short walk
1
0.4 mi
5:30 PMDinner
2
0.7 mi
7:00 PMThe show
3
8:30 PMNightcap
Around Music Box
3 stops, all within a short walk
1
0.7 mi
5:30 PMDinner
2
< 0.1 mi
7:00 PMThe show
3
8:30 PMNightcap
Live music venues in Little Italy / Middletown
Editors' picks first, then by rating.
Good to know
- What's the best place for live music in Little Italy / Middletown for a date?
- Our top pick is The Cordova Bar, rated 4.5 out of 5. Canvas Cafe & Lounge and Music Box round out the top 3.
- Are there affordable live music venues in Little Italy / Middletown?
- Yes — The Cordova Bar, Canvas Cafe & Lounge and Music Box are all $$ or under.
- What should we do before or after?
- Make it a night of live music: dinner, then the show, then nightcap. The plans on this page pair each top spot with the best-rated places within about a 20-minute walk.