A picturesque weekend in Point Loma

Rugged, retro, and just under the radar, San Diego’s quiet side never looked so good

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4. Concerts on the water: The annual Humphreys Concerts by the Bay take place in a palm tree–lined venue overlooking San Diego Bay. This month, look for performances by Diana Ross, Chris Botti, and Boz Scaggs with Michael McDonald, whose yacht rock classic “Yah Mo B There” will never sound more at home. From $37; humphreysconcerts.com  

5. A jewel of a Hotel: The 23 rooms at the recently remodeled Pearl, a midcentury-modern getaway one block from the bay, are stylishly appointed and reasonably priced (from $129). Sip the signature Pearl Pimm’s Cup beside the vintage, oyster-shaped swimming pool. It’s the same place you’ll meet for Sunday brunch, with bottomless mimosas and favorites like grits and bananas Foster French toast ($$$). thepearlsd.com

6. Your screen-saver views: The San Diego skyline unfolds like one of those panoramic postcards when you’re standing beneath the 1855 Old Point Loma Lighthouse in Cabrillo National Monument ($5/vehicle; 1800 Cabrillo Memorial Dr.; nps.gov/cabr). Of course, what sunset isn’t sweetened with a dram or two of rum? Come dusk, grab a window seat at Bali Haí Restaurant ($$; 2230 Shelter Island Dr.; 619/222-1181), a Point Loma institution mixing famously high-octane mai tais since 1955.

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