
Guided tour · 3 hours
San Diego: Little Italy Wine Tasting Walking Tour
Experience the highlights of Little Italy on an immersive walking tour with a local guide. Get to know one of San Diego’s most iconic neighborhoods as you sample the f...
False Idol is a speakeasy in Little Italy, San Diego.
Editorially verified May 20, 2026 by Elliot Marsh, TableJourney editor. Source.
Tip: Reservations through Resy preferred; the inside dining room is the waitlist. Bartender's Choice or the Navigator's Niche tiki classics.

Guided tour · 3 hours
Experience the highlights of Little Italy on an immersive walking tour with a local guide. Get to know one of San Diego’s most iconic neighborhoods as you sample the f...

Guided tour · 2.5 hours
Enjoy a leisurely walking tour through San Diego's Little Italy to some of the tastiest restaurants and shops in the area. Explore piazzas, learn about local history, ...

Guided tour · 2h 30m
Experience the atmosphere of San Diego’s historic Gaslamp Quarter on our 2.5-hour guided walking tour. You’ll have a chance to sample lots of tasty ethnic cuisine, alo...
Address: 675 West Beech Street, San Diego, CA 92101
Sycamore Den on Adams Avenue, opened 2013 by Nick Zanoni, is the 1,500 square foot Normal Heights cocktail lounge in San Diego built to look like a 1970s.
TipLive music Thursdays 21:00 to midnight; DJ sets Saturdays. Happy hour 50 percent off select drinks 17:00-19:00 daily.
Realm of the 52 Remedies hides inside Common Theory on Convoy Street, a 1920s Shanghai parlour speakeasy in San Diego's Convoy District named a 2026 James.
TipTock reservations strongly recommended; walk-in waitlist past 22:00 only. The herbal tonic menu is the kitchen's collaboration with the bar program.
Urban Mo's on University Avenue has run as Hillcrest's flagship gay bar and grill in San Diego since 1988, a covered patio room with drag shows.
TipDrag brunch Sunday from 10:00; Dreamgirls Revue Thursday and Saturday late. Walk-in, no cover most nights.
Rich's on University Avenue is the largest gay nightclub in Hillcrest San Diego, two dance floors with rotating DJs, drag shows and a Saturday extended-hours.
TipSaturday runs 21:00-04:00; the rest of the week closes at 02:00. Cover varies by night. The mezzanine has sightlines on the main floor.
Gossip Grill on University Avenue, opened 2009, is the Hillcrest women's bar and LGBTQ restaurant in San Diego, with a year-round outdoor patio.
TipClosed Monday. Cabaret brunch Saturday and Sunday from 11:00. Happy hour 14:00-18:00 daily; Saturday goes 21+ after 14:00.
Number One Fifth Avenue on Fifth Avenue has run as Hillcrest's gay dive bar in San Diego since 1981, a slender front bar and back patio with karaoke.
TipHappy hour weekdays 14:00-18:00. No cover, walk-in, cash and card. Latin nights and pictionary rotate weeknights.