Around Animae
3 stops, all within a short walk
1
0.8 mi
5:30 PMDrinks first
Ballast Point Brewing Little Italy
Brewery
2215 India St, San Diego, CA 92101, USA
Little Italy / Middletown
4.9
2
0.4 mi
7:00 PMThe big dinner
3
8:30 PMSomething sweet
← Best special-occasion restaurants in San DiegoDate night guide · San Diego
A big night out in Little Italy / Middletown
For the anniversary, the birthday, the big news.
6 spots · Jump to the list
For the anniversary, the birthday, the proposal. Every restaurant here sits at the top of the price range and treats dinner as the whole event. Book well ahead, mention what you're celebrating when you do, and plan for a longer meal than usual.
This guide ranks 6 special-occasion restaurants 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.
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 Romanissimo
3 stops, all within a short walk
1
0.8 mi
5:30 PMDrinks first
2
< 0.1 mi
7:00 PMThe big dinner
3
8:30 PMSomething sweet
Around Top of the Market - San Diego
3 stops, all within a short walk
1
0.7 mi
5:30 PMDrinks first
2
0.9 mi
7:00 PMThe big dinner
Top of the Market - San Diego
Restaurant
750 N Harbor Dr, San Diego, CA 92101
Little Italy / Middletown
4.2
3
8:30 PMSomething sweet
Special-occasion restaurants in Little Italy / Middletown
Editors' picks first, then by rating.
Animae
4.9(19)Little Italy / Middletown · $$$$
Romanissimo
4.7(22)Little Italy / Middletown · $$$
Top of the Market - San Diego
4.2(21)Little Italy / Middletown · $$$
Lionfish Modern Coastal Cuisine
4.0(4)Little Italy / Middletown · $$$$
Lala
3.9(22)Little Italy / Middletown · $$$
Three Three Seven
Little Italy / Middletown · $$$$
Good to know
- What's the best special-occasion restaurant in Little Italy / Middletown for a date?
- Our top pick is Animae, rated 4.9 out of 5. Romanissimo and Top of the Market - San Diego round out the top 3.
- What should we do before or after?
- Make it a big night out: drinks first, then the big dinner, then something sweet. The plans on this page pair each top spot with the best-rated places within about a 20-minute walk.