Around Bar 1924
2 stops, all within a short walk
1
0.2 mi
5:30 PMDinner
Stone Brewing
Brewery
2816 Historic Decatur Rd Unit 116, San Diego, CA 92106
Shelter Island / Harbor Island
4.3
2
7:00 PMCocktails
← Best cocktail bars in San DiegoDate night guide · San Diego
A cocktail night in Shelter Island / Harbor Island
A proper drink between dinner and dessert.
4 spots · Jump to the list
These are bars you go to for the drinks themselves — a considered menu, careful technique, a bartender who can make you something that isn't on it. They sit best in the middle of a night: after dinner, before dessert, or as the nightcap. Restaurants with a strong bar are on the restaurant lists instead.
This guide ranks 4 cocktail bars in Shelter Island / Harbor Island. 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.
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 Pearl Hotel
2 stops, all within a short walk
1
0.9 mi
5:30 PMDinner
Tom Ham’s Lighthouse
Restaurant
2150 Harbor Island Dr, San Diego, CA, 92101, US
Shelter Island / Harbor Island
4.8
2
7:00 PMCocktails
Cocktail bars in Shelter Island / Harbor Island
Editors' picks first, then by rating.
Good to know
- What's the best cocktail bar in Shelter Island / Harbor Island for a date?
- Our top pick is Bar 1924, rated 5.0 out of 5. The Bar at Moniker General and Pearl Hotel round out the top 3.
- Are there affordable cocktail bars in Shelter Island / Harbor Island?
- Yes — Bar 1924, The Bar at Moniker General and Pearl Hotel are all $$ or under.
- What should we do before or after?
- Make it a cocktail night: dinner, then cocktails, then something sweet. The plans on this page pair each top spot with the best-rated places within about a 20-minute walk.