Around Bar 1924
2 stops, all within a short walk
1
0.2 mi
5:30 PMSomething to do
2
7:00 PMNightcap
← Best activities in San DiegoDate night guide · San Diego
A night out in Shelter Island / Harbor Island
Something to do first, then dinner to talk about it.
8 spots · Jump to the list
Doing something together beats sitting across a table, at least to start: a shared activity gives you something to react to, and it takes the pressure off the conversation. This list runs the whole range — a gallery or a show, a kayak or a climbing wall, a comedy set, the zoo — and every one of them sets up dinner afterwards. Check hours and booking before you go; the popular ones sell out on weekends.
This guide ranks 8 activities 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 Harbor Island Park
3 stops, all within a short walk
1
0.3 mi
5:30 PMSomething to do
2
0.9 mi
7:00 PMDinner
Tom Ham’s Lighthouse
Restaurant
2150 Harbor Island Dr, San Diego, CA, 92101, US
Shelter Island / Harbor Island
4.8
3
8:30 PMNightcap
Around Stone Brewing
2 stops, all within a short walk
1
0.3 mi
5:30 PMSomething to do
Stone Brewing
Brewery
2816 Historic Decatur Rd Unit 116, San Diego, CA 92106
Shelter Island / Harbor Island
4.3
2
7:00 PMNightcap
Carruth Cellars Urban Winegarden & Cheese Shop
Wine Bar
2710 Historic Decatur Rd, Barracks 17, San Diego, CA 92106, USA
Shelter Island / Harbor Island
Activities in Shelter Island / Harbor Island
Editors' picks first, then by rating.
Bar 1924
5.0(19)Shelter Island / Harbor Island · $$
Point Loma Lighthouse
4.5(22)Shelter Island / Harbor Island · $
Harbor Island Park
4.5(8)Shelter Island / Harbor Island · $
Stone Brewing
4.3(4)Shelter Island / Harbor Island · $$
Cabrillo National Monument
Shelter Island / Harbor Island · $
Sail San Diego
Shelter Island / Harbor Island · $$$
Pinot’s Palette
Shelter Island / Harbor Island · $$
Next Level Sailing
Shelter Island / Harbor Island · $$$
Good to know
- What's the best activity in Shelter Island / Harbor Island for a date?
- Our top pick is Bar 1924, rated 5.0 out of 5. Point Loma Lighthouse and Harbor Island Park round out the top 3.
- Are there affordable activities in Shelter Island / Harbor Island?
- Yes — Bar 1924, Point Loma Lighthouse and Harbor Island Park are all $$ or under.
- What should we do before or after?
- Make it a night out: something to do, then dinner, then nightcap. The plans on this page pair each top spot with the best-rated places within about a 20-minute walk.
More nights in Shelter Island / Harbor Island
Activities in other neighborhoods
Balboa ParkGaslamp Quarter / DowntownLittle Italy / MiddletownOceanside / CarlsbadEncinitas / Del MarPacific Beach / Mission BeachLa JollaShelter Island / Harbor IslandCoronadoHillcrest / Bankers HillNorth ParkOcean Beach / Point LomaEast Village / Barrio LoganLa Jolla Shores / Torrey PinesAll of San Diego