
Date night in Little Italy / Middletown
Where to eat, drink and end the night in Little Italy / Middletown.
56 spots · Jump to the list
Planning a date night in Little Italy / Middletown? We track 56 spots here — places for dinner, bars, spots for dessert and things to do outdoors — and the best-rated of them are below, editors' picks first.
For one kind of night, the Little Italy / Middletown guides plan the whole evening: rooftop bars, cocktail bars, live music venues, special-occasion restaurants, restaurants with a view, dessert spots and activities, each with dinner and a last stop within walking distance.
Nights people planned here
Published date nights with a stop on this list.
The best date spots in Little Italy / Middletown
Editors' picks first, then by rating.

Harper’s Topiary Garden
5.0(12)Little Italy / Middletown · $

Ballast Point Brewing Little Italy
4.9(19)Little Italy / Middletown

Animae
4.9(19)Little Italy / Middletown · $$$$

Juice Alchemy
4.9(15)Little Italy / Middletown · $

Azuki Sushi
4.9(12)Little Italy / Middletown · $$

Mona Lisa Market
4.8(20)Little Italy / Middletown · $

Waterfront Bar Tavern
4.8(16)Little Italy / Middletown · $$

Global Fork
4.8(12)Little Italy / Middletown

Mona Lisa Italian Foods
4.8(6)Little Italy / Middletown · $$

Burgeon at The Arbor
4.8(5)Little Italy / Middletown · $$

Miguel’s Cocina
4.8(4)Little Italy / Middletown · $$

Romanissimo
4.7(22)Little Italy / Middletown · $$$

Vino Carta
4.6(11)Little Italy / Middletown

Barra Oliba
4.5(20)Little Italy / Middletown

The Cordova Bar
4.5(13)Little Italy / Middletown · $$

Rooftop Cinema Club Embarcadero
4.5(6)Little Italy / Middletown · $$

Star of India
4.5(6)Little Italy / Middletown · $

Shakespeare Pub
4.4(24)Little Italy / Middletown · $

Garibaldi
4.4(24)Little Italy / Middletown · $$

Gelato Vero Caffe
4.4(20)Little Italy / Middletown · $

Aero Club Bar
4.4(17)Little Italy / Middletown · $

Waterfront Park
4.4(7)Little Italy / Middletown · $

C Level
4.3(26)Little Italy / Middletown · $$

Ballast Point
4.3(6)Little Italy / Middletown · $$
Showing 1–24 of 56 spots
Good to know
- What are the best date spots in Little Italy / Middletown?
- Our top pick is Harper’s Topiary Garden, rated 5.0 out of 5. Ballast Point Brewing Little Italy and Animae are close behind.
- Where should we eat in Little Italy / Middletown?
- Try Animae, Azuki Sushi and Mona Lisa Market for dinner.
- Where can we get a drink in Little Italy / Middletown?
- Try Romanissimo and The Cordova Bar for cocktails.
- Where can we get dessert in Little Italy / Middletown?
- Try Gelato Vero Caffe for something sweet.
- What's the most romantic spot in Little Italy / Middletown?
- Ballast Point Brewing Little Italy and Juice Alchemy are the most romantic on this list.




