🌅 Day 1 | Arrival in Dorset & Lyme Regis Walks
Your Dorset England 5 Day Itinerary begins in Lyme Regis, a seaside town famed for its fossil-rich beaches and Georgian architecture. Wander along the historic Cobb Harbour, where waves crash dramatically against the stone wall and seagulls wheel overhead. Narrow streets invite you to explore charming bookshops, art galleries, and cozy cafés offering warm scones and rich clotted cream.
As evening falls, settle at a harborside bistro for fresh Dorset crab served with buttered new potatoes. Sip a crisp English white wine while watching the sun dip behind the Jurassic Coast cliffs, painting the sky in hues of amber and rose.
🚆 Transport Tip: Take a train from London Waterloo to Axminster, then a short bus or taxi ride to Lyme Regis.

🏖️ Day 2 | Charmouth Fossils & Jurassic Coast Trails
Start Day 2 of your Dorset England 5 Day Itinerary with a coastal hike along the Jurassic Coast, a UNESCO World Heritage Site. The cliff-top paths between Lyme Regis and Charmouth offer breathtaking views of limestone formations and turquoise waters far below.
At Charmouth Beach, try your hand at fossil hunting among pebbles and tidal pools. Visit the Charmouth Heritage Centre to learn about the area’s prehistoric secrets. Pause for lunch at a seaside café, enjoying traditional fish pie with a pint of locally brewed ale.
In the afternoon, relax on the beach or explore hidden coves where waves lap gently against ancient stone.

🏰 Day 3 | Corfe Castle & Swanage Railway
Travel inland to Corfe Castle, a medieval fortress whose crumbling walls tell tales of sieges and royal intrigue. Climb to the hilltop for sweeping views across Purbeck’s rolling hills.
Later, ride the Swanage Steam Railway through picturesque countryside dotted with thatched cottages and grazing sheep. Arrive in Swanage, where a golden beach and quaint promenade await.
🍺 Food Highlight: End the day at a traditional pub with slow-roasted Dorset lamb and mint sauce, paired with a rich dark ale.
🌊 Day 4 | Lulworth Cove, Durdle Door & Coastal Serenity
Day 4 of your Dorset England 5 Day Itinerary takes you to Lulworth Cove, a horseshoe-shaped bay framed by chalk cliffs. Walk along winding paths scented with wild thyme and catch your first glimpse of Durdle Door, an iconic limestone arch standing proudly against the blue horizon.
Spend the afternoon swimming in sheltered waters or simply basking in the sun on the pebbled beach.
In the evening, dine on pan-seared scallops and samphire at a cliffside restaurant while watching fishing boats return under a golden sunset.

🌸 Day 5 | Abbotsbury Gardens & Farewell Dorset
Conclude your Dorset England 5 Day Itinerary in Abbotsbury, home to one of England’s most beautiful subtropical gardens. Wander among exotic plants, lily ponds, and arched stone bridges. Climb to St Catherine’s Chapel for panoramic views over Chesil Beach and the vast English Channel.
Before departing, enjoy a cream tea in a centuries-old tearoom. Warm scones, strawberry jam, and silky clotted cream make a fitting farewell to Dorset’s timeless charm.
🚆 Transport Tip: Return via train from Dorchester or Weymouth for a scenic journey back to London.
💶 Budget Recommendations (Not Included in Word Count)
- Transport: London–Axminster train £60-90 return; car rental £50/day
- Food: £35-55 per person per day; fine dining £65+/person
- Accommodation: Mid-range hotels £100-150/night
- Attractions: Corfe Castle £11; Swanage Railway £15 return
For more travel tips and inspiration, visit the Visit Dorset: Official Tourism Guide to plan your perfect coastal adventure.
If you loved exploring Dorset’s Jurassic Coast and charming villages, you might also enjoy the Ultimate Portmeirion Wales 5 Day Itinerary: Italianate Charm, Coastal Walks & Welsh Flavors for a magical experience in North Wales.