A Local’s Guide to Spending a Perfect Weekend in San Diego

KIMBERLY COBB
Feb 1
2 min read

Planning a weekend getaway to San Diego? From beachside relaxation to buzzing nightlife, here’s a perfectly curated itinerary to make the most of your time in America’s Finest City.

Friday Evening: Dinner & Drinks in Little Italy

Start your weekend with some of the best Italian food in the country. Restaurants like Born & Raised or Barbusa offer mouthwatering dishes with a stylish ambiance. After dinner, grab a casual drink at The Waterfront Bar & Grill, San Diego’s oldest tavern, or a more upscale cocktail Kettner Exchange, a trendy rooftop lounge.

Saturday Morning: Balboa Park & Brunch

Kick off your day with a leisurely stroll through Balboa Park, exploring the gardens, museums, and stunning Spanish architecture. For brunch, head to Morning Glory in Little Italy or Great Maple in Hillcrest—both are famous for their indulgent dishes like soufflé pancakes and maple bacon doughnuts.

Saturday Afternoon: La Jolla Adventure

No San Diego trip is complete without a visit to La Jolla. Spend your afternoon kayaking through sea caves, snorkeling with leopard sharks, or simply relaxing at La Jolla Shores. If you’re in the mood for shopping, browse the cute boutiques along Prospect Street.

Saturday Night: Rooftop Drinks & Nightlife

For breathtaking views and a lively atmosphere, check out ALTITUDE Sky Lounge in the Gaslamp or The Beverly Beach Garden in Pacific Beach. If you’re looking for a more relaxed vibe, head to False Idol, a speakeasy-style tiki bar.

Sunday Morning: Beach Walk & Brunch in Pacific Beach

Ease into your Sunday with a morning walk along the Pacific Beach boardwalk, followed by brunch at The Baked Bear for fresh-baked ice cream sandwiches or Breakfast Republic for classic breakfast favorites.

Sunday Afternoon: Relax in Coronado

End your weekend with a ferry ride to Coronado Island, where you can explore the historic Hotel del Coronado, enjoy some beach time, and soak in the final moments of your San Diego adventure.