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Date night in Shelter Island / Harbor Island
Where to eat, drink and end the night in Shelter Island / Harbor Island.
23 spots · Jump to the list
Planning a date night in Shelter Island / Harbor Island? We track 23 spots here — places for dinner, bars and things to do outdoors — and the best-rated of them are below, editors' picks first.
For one kind of night, the Shelter Island / Harbor Island guides plan the whole evening: cocktail bars and restaurants with a view, each with dinner and a last stop within walking distance.
The best date spots in Shelter Island / Harbor Island
Editors' picks first, then by rating.
RestaurantDumpling Bar
4.8(24)Shelter Island / Harbor Island · $$
ViewpointPoint Loma Lighthouse
4.8(22)Shelter Island / Harbor Island · $
ParkHarbor Island Park
4.8(8)Shelter Island / Harbor Island · $
Cocktail BarBar 1924
4.7(19)Shelter Island / Harbor Island · $$
BarThe Wine Pub & Restaurant
4.6(22)Shelter Island / Harbor Island · $$
RestaurantMitch’s Seafood
4.6(17)Shelter Island / Harbor Island · $
BarThe Bar at Moniker General
4.6(16)Shelter Island / Harbor Island · $$
RestaurantKetch Grill and Taps
4.5(26)Shelter Island / Harbor Island · $$
BarJimmy's Famous American Tavern in Point Loma
4.5(24)Shelter Island / Harbor Island · $$
RestaurantOld Venice Restaurant
4.5(22)Shelter Island / Harbor Island · $$
RestaurantTom Ham’s Lighthouse
4.5(15)Shelter Island / Harbor Island · $$$
Hotel BarPearl Hotel
4.5(15)Shelter Island / Harbor Island · $$
BreweryStone Brewing
4.5(4)Shelter Island / Harbor Island · $$
BarMess Hall
4.4(25)Shelter Island / Harbor Island · $$
RestaurantBali Hai Restaurant
4.4(21)Shelter Island / Harbor Island · $$$
RestaurantBlue Wave Bar & Grill
4.3(23)Shelter Island / Harbor Island · $$
ActivityPinot’s Palette
Shelter Island / Harbor Island · $$
Boat ToursNext Level Sailing
Shelter Island / Harbor Island · $$$
MonumentCabrillo National Monument
Shelter Island / Harbor Island · $
RestaurantPomodoro Ristorante Italiano
Shelter Island / Harbor Island · $$$
ActivitySail San Diego
Shelter Island / Harbor Island · $$$
RestaurantHumphreys
Shelter Island / Harbor Island · $$$
Wine BarCarruth Cellars Urban Winegarden & Cheese Shop
Shelter Island / Harbor Island · $
Good to know
- What are the best date spots in Shelter Island / Harbor Island?
- Our top pick is Dumpling Bar, rated 4.8 out of 5. Point Loma Lighthouse and Harbor Island Park are close behind.
- Where should we eat in Shelter Island / Harbor Island?
- Try Dumpling Bar, Ketch Grill and Taps and Jimmy's Famous American Tavern in Point Loma for dinner.
- Where can we get a drink in Shelter Island / Harbor Island?
- Try Bar 1924, The Bar at Moniker General and Pearl Hotel for cocktails.
- What's the most romantic spot in Shelter Island / Harbor Island?
- The Wine Pub & Restaurant and Pomodoro Ristorante Italiano are the most romantic on this list.
Date night guides for Shelter Island / Harbor Island
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