Olivia's Cocktail Bar

Olivia's Cocktail Bar sits at 12 Roman Bank in central Skegness, a short walk from the seafront, and dogs are welcome inside — so the whole group can settle in without anyone doing the pavement-waiting shuffle.

The bar opens Wednesday through Sunday from noon until 11pm, making it a natural stop after a beach walk or a mid-afternoon break from the town. Cocktails are the main event, with a range of drinks to suit both casual afternoon sippers and evening-out crowds.

Whether the coast has turned grey or the day just calls for something cold and well-made, Olivia's offers a genuinely dog-friendly base in the middle of Skegness — no splitting up required.