
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...
Born and Raised Rooftop is a bar in Little Italy, San Diego.
Editorially verified May 19, 2026 by Elliot Marsh, TableJourney editor. Source.
Food program: Steakhouse menu downstairs, snacks on the roof

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 · 3 hours
Explore Barrio Logan, one of San Diego's most exciting districts on this food and art tour. Check out the street art murals, visit local galleries, and sample some of ...
Address: 1909 India St, San Diego, CA 92101
Princess Pub and Grille on India Street in San Diego's Little Italy, the long-running British-owned pub serving fish and chips with rugby on satellite.
DrinkBritish and Irish drafts, single malts
FoodFish and chips, bangers and mash, full British menu
Cutwater Spirits in Miramar San Diego, the 50,000 sq ft distillery, kitchen and cocktail tasting room running classes, tours and chef-driven plates.
DrinkCutwater cocktails poured from its own rum, vodka, gin, whiskey and tequila
FoodChef-driven full kitchen, lunch through dinner
Aero Club Bar on India Street near Middletown, San Diego, the 1947 pilot's dive turned whiskey shrine with 1,200 bottles. Located in Mission Hills.
Drink1,200+ whiskey list, pours in flights or neat
FoodBar snacks, no full kitchen
Coin-Op Game Room on 30th Street in North Park, San Diego, the 2013 arcade-bar with retro pinball, classic console cabinets and game-themed craft cocktails.
DrinkCocktails named after arcade characters, local craft beer rotation
FoodBar food, smash burgers, loaded fries
Whistle Stop Bar on Fern Street in South Park, San Diego, a popular dive with twelve drafts, a jukebox that runs vinyl, live bands and a steady daily happy.
DrinkTwelve drafts, deep top-shelf list, daily happy hour
FoodNo food, BYO from neighbours
The Tipsy Crow on Fifth Avenue in San Diego's Gaslamp Quarter, the 1874 Spencer Ogden building running three levels of cocktails from the main bar.
DrinkPre-Prohibition cocktails on the main bar, draft beer downstairs
FoodSliders, pretzels, bar food
Princess Pub and Grille on India Street in San Diego's Little Italy, the long-running British-owned pub serving fish and chips with rugby on satellite.
DrinkBritish and Irish drafts, single malts
FoodFish and chips, bangers and mash, full British menu