There are also several dog friendly wineries and tasting rooms in Morro Bay and Paso Robles. There really isn't much you can't do with your dog is the beautiful part of California's Central Coast. I would allow a minimum of 3 days and even a week can easily filled between Los Osos up to Cambria and San Simeon.
Top Dog Friendly Restaurants: Back Bay Cafe, Tognazzini's Dockside, Frankie & Lola's Front Street Cafe, Dorn's Breakers Seafood
Top Dog Friendly Hotels: Back Bay Inn - Los Osos/Baywood Park, Morro Bay Beach Bungalow. Checkout the Morro Bay Dog Friendly website for more to choose from.
Top Doggie Daycares:
Posh Paws Pet Sitting, Estero Bay Pet Care