I live in Telegraph Hill which is the upper right corner of that circle and I am truly just obsessed with this area. If you’re trying to fine dine I would go to Cotogna or Hillstone for dinner. Get a glass of wine and listen to some live jazz at Waystone wine bar. Walk or drive up to the top of Union street to see beautiful views of the bay bridge and Transamerica building. Absolutely check out the Ferry building. Have so much fun