Sunset cliffs, a dining room with a view and a tiki classic on the bay.
Valentine’s Day 2027 is a Sunday. In San Diego, a good date starts with the sunset. These are the spots we’d book any night, plus two free ocean views. Check Valentine’s menus and prices once they’re posted.
Our top picks for San Diego Valentine’s Day Date Nights are Mister A’s, Sunset Cliffs Natural Park and Bali Hai. The full map covers 6 stops across Point Loma, Bankers Hill, Little Italy and more, with 3 routes you can follow in order.
A 12th-floor dining room with views of the bay and planes gliding into the airport.
See the stop →Cliff-top sunsets over the Pacific. Stay back from the edge.
See the stop →A waterfront tiki classic on Shelter Island, famous for its Mai Tai.
See the stop →Map loading. The full list and location links work without it.
Approximate location pins. Follow current venue entrances and public-access rules. Map data © OpenStreetMap contributors.
Cliff-top sunsets over the Pacific. Stay back from the edge.
Go for sunset. Cliffs can be unstable.
Free.
Sunset Cliffs Natural Park, San Diego CA
Approximate venue, building or park location; follow the venue’s entrance directions.
A 12th-floor dining room with views of the bay and planes gliding into the airport.
Valentine’s Day is Sunday, February 14, 2027. Special menus and hours are not confirmed.
Check the Valentine’s menu and price when the venue posts it.
2550 5th Ave, San Diego CA
Pinned at the street address; follow the venue’s entrance directions.
A glamorous Little Italy steakhouse with a rooftop bar.
Valentine’s Day is Sunday, February 14, 2027. Special menus and hours are not confirmed.
Check the Valentine’s menu and price when the venue posts it.
1909 India St, San Diego CA
Pinned at the street address; follow the venue’s entrance directions.
A cozy Italian spot near Balboa Park.
Valentine’s Day is Sunday, February 14, 2027. Special menus and hours are not confirmed.
Check the Valentine’s menu and price when the venue posts it.
505 Laurel St, San Diego CA
Pinned at the street address; follow the venue’s entrance directions.
A waterfront tiki classic on Shelter Island, famous for its Mai Tai.
Valentine’s Day is Sunday, February 14, 2027. Special menus and hours are not confirmed.
Check the Valentine’s menu and price when the venue posts it.
2230 Shelter Island Dr, San Diego CA
Pinned at the street address; follow the venue’s entrance directions.
A wide, sparkly beach in front of the famous red-roofed hotel.
Check current hours before you go.
Free to walk the beach.
1500 Orange Avenue, Coronado CA
Approximate venue, building or park location; follow the venue’s entrance directions.
You will want a car between these stops; allow for traffic and parking.
Stop order is editorial, not turn-by-turn navigation. Check current access, weather and transit.
These stops are close enough to walk between.
Stop order is editorial, not turn-by-turn navigation. Check current access, weather and transit.
You will want a car between these stops; allow for traffic and parking.
Stop order is editorial, not turn-by-turn navigation. Check current access, weather and transit.
Researched November 9, 2026. Dates, menus, prices, access and availability can change. We have not checked tables or submitted any bookings.
Downtown’s Chinese New Year Fair, then dumplings and dim sum on Convoy.
Open the guide →San Diego · March 2027Balboa Park’s parade and Irish festival, then the pubs that do it right.
Open the guide →San Diego · March 2027A desert bloom day trip, with giant sculptures and apple pie on the way home.
Open the guide →San Diego · March 2027Carlsbad’s ranunculus fields, a lagoon walk and pizza by the beach.
Open the guide →San Diego · Winter 2026–27Garden trails, a two-day park festival and Coronado’s dated holiday program.
Open the guide →San Diego · Winter 2026–27Dated maker fairs, neighborhood shopping and a clearly labeled year-round food hall.
Open the guide →Get the plans before everyone else does.
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