The Pig - on the beach
Kick off the morning by taking the Sandbanks chain ferry across the harbour entrance to Studland. Head straight to this yellow-brick gothic villa for a flat white on the lawn, looking out over Old Harry Rocks.
Corfe Castle
Drive inland through the heathland to Corfe, where the jagged ruins of a royal fortress tower over streets of grey Purbeck stone. Skip the tourist traps and wander the quiet lanes behind the church, stopping at the local bakery for a quick snack.
The Seaside Boarding House
This is a lunch spot worth the detour. Perched on the cliffs at Burton Bradstock, it feels like an elegant 1930s coastal retreat; order the local crab and a crisp white wine while looking out over the English Channel.
St Catherine's Chapel
Take the B3157 coastal road—one of the finest driving stretches in England—to Abbotsbury. A brisk 15-minute walk up the grassy hill to this barrel-vaulted 14th-century chapel rewards you with a staggering, wind-whipped view of Chesil Beach.
The Castle Inn
Wind down the day at this smart, thatched pub in West Lulworth. Grab a seat by the open fire for a pint of local Dorset cider or a warm tea before the easy, 35-minute run back to Poole.