South West Coast Path
Walkng Holiday
Dorset and Isle of Portland and Isle of Purbeck
Weymouth to South Haven Point
7 nights and 6 days walking

Old Harry Rocks, Dorset

Walking holiday on South West Cost Path with Let's Go Walking

Walkers on the South west Coast path with Letsgowalking
South West Coast Path with

South West Coast Path  Dorset, Isle of Portand and The Isle of Purbeck
    Weymouth to South Haven Point with option to walk on to either Poole or Bournemouth
  7 nights and 6 days Walking holiday

Enjoy a 58 or 65.5 mile self-guided walking holiday on the south coast of Dorset from Weymouth to South Haven Point on the South West Coast Path. Walk around the Isle of Portland, see the famous Durdle Door, visit Lulworth Cove and Swanage. You can finish at South Haven Point or Sandbanks, or  continue to Poole or Bournemouth.

Our self-guided walking holidays are designed with your comfort and enjoyment in mind and can be tailor-made to your own personal requirements.
The routes are clearly way-marked to provide reassurance on your hiking vacation.
We use high quality guest houses, inns or small hotels with en-suite or private bathroom to ensure you are well rested each night after a busy day hiking and sightseeing. Rest assured that all our accommodation walking holiday providers are hand-picked and offer you that famous British hospitality.
Special diets can be catered for, including vegetarian, vegan, and gluten free.
We organize the luggage transfer so your bags are at your next accommodation when you arrive.
Let’s Go Walking has developed one of the largest choices of walking holidays and our offices are staffed 9am to 9pm to ensure your walking holiday runs without a hitch.

This walking holiday in the UK operates March to October and in either direction.

The daily distances are only a suggestion. If you would like to walk longer or shorter distances, we can arrange that too.
Our stated distances include mileage to the accommodation or pickup point and so may not agree with the guide book mileages.
Rest days can be taken in any location.

Why not combine this walk with a hiking tour in another part of the UK or Ireland. Our staff will be happy to advise on necessary transfers.

Online booking available.
A deposit of £85 per person is required to secure the booking, with the balance due 6 weeks before departure.
Optional extra days and accommodation upgrades can be added during the booking process online.

Suggested Tour Duration:
7 nights, 6 days walking
Total Distance:
58 miles
Min/max daily distance:
7/13 miles
Average Daily distance:
10 miles
easy to severe

Lulworth Cove
Durdle Door
Sandbanks Ferry
Brownsea Island
This route connects with:
Purbeck Way
England Coast Path

South West Coast Path Dorset, Isle of Portland and The Isle of Purbeck
  Weymouth to South Haven Point or Poole or Bournemouth
  7 nights and 6 days Walking holiday
Day by Day Itinerary

Day 1: Arrive at Weymouth
You make your own way to Weymouth. We can assist with transfers if necessary. Car parking is available for the duration of this walking holiday in Dorset.

Day 2: Isle of Portland   13 miles     Moderate
From Portland Bill you can see more the of coast path than from any other point on the path. On a clear day you can see Start Point in the west and Dulston Head in the east, a distance of 160 miles, over one quarter of the South West Coast Path!

Day 3: Weymouth to Osmington Mills   5 miles   Strenuous
The path leaves Weymouth around Weymouth Bay to Osmington Mills.

rame head southn west coast path with letsgowalking

Lulworth cove walking holidays with letsgowalking

Day 4: Osmington Mills to Lulworth Cove    7 miles     Strenuous
Leaving Osmington Mills the path soon reaches Burning Cliff, named after its oil shale burst into flames in 1826. On past Bat’s Head and the world famous Durdle Door. The stunning Lulworth Cove is one of the South Coast’s most famous views. At Lulworth the South West Coast Path connects with the Purbeck Way.

Day 5: Lulworth Cove to Kingston    10 miles    Severe
From Lulworth Cove the path enters the Lulworth Ranges tank training areas which has fossil remains of an ancient forest some 135 million years old. At Kimmeridge Bay you will see the rare sight of a ‘nodding donkey’ oil pump which has been pumping oil since 1959.

letsgowalking dorset walkers

Swanages Dorset walking holidays with letsgowalking

Day 6: Kingston to Swanage    10 miles   Severe   upgrades available
At St Alban’s Head there is St Aldhelm’s Chapel and an interesting radar memorial on the headland. This part of the coast path has caves and ledges created from the quarrying of Purbeck Marble. At Durlston Head there is 40-tonne stone sphere carved into the shape of the world.

Day 7: Swanage to South Haven Point/Sandbanks or Poole or Bournemouth   7.5 or 12.5 miles      Moderate
On leaving Swanage you head towards The Foreland with its chalk pinnacles known as Old Harry Rocks. You can now see Bournemouth and the Isle of Wight in the distance. From the ferry across the mouth of Poole Harbour to Sandbanks you can see Brownsea Island, famous for its red squirrels. You stay overnight in Swanage again, taking the local bus back to Swanage (payable locally). Or you could walk on to Poole or Bournemouth, an extra 5 miles.

south haven point end of the south west coast path letsgowalking

Day 8: Depart after breakfast
We can transfer you to your car or station.

South West Coast Path 8 day itinerary
Weymouth to South Haven Point

6 days walking and 7 nights

Suggested Itinerary:      
Day 1: Arrive Weymouth
Day 2: Isle of Portland                                        13 miles moderate
Day 3: Weymouth to Osmington Mills                5 miles strenuous
Day 4: Osmington Mills to Lulworth Cove         7 miles strenuous
Day 5: Lulworth Cove to Kingston                    10 miles severe
Day 6: Kingston to Swanage                              10 miles severe
Day 7: Swanage to South Haven Point/Sandbanks   7.5 miles moderate
            with option to walk on to Poole or Bournemouth, an additional 5 miles
Day 8: Depart after breakfast


single occ

solo traveller

All prices subject to change

Optional Accommodation Upgrades for
South West Coast Path Weymouth to South Haven Point

Can be added when booking online

Subject to availability              Supplement per person per night

Hotel Rembrandt


please ask

Grand Hotel



What’s included
in your UK walking holiday on the South West Coast Path

  • accommodation at high quality guest houses, inns or small hotels on a bed and breakfast basis
  • room with en-suite or private bathroom, tea and coffee making facilities
  • daily luggage transfer
  • support should there be any problems on route
  • detailed itineraries
  • guide book
  • Ordnance Survey 1:25,000 maps

Optional Extras
for your UK Walking Holiday on the South West Coast Path

  • upgrade to the region’s most elegant, prestigious and famous hotels, where available
  • transfers back to car or station
  • parking facilities
  • rest days
  • inn to inn walks

What’s not included
in your UK walking holiday on the South West Coast Path

  • lunches and dinners
  • travel insurance

Lunches and Dinners
These are not included.
Evening meals
These are available at overnight locations, either at your accommodation or in the town/village.
Packed lunches
These can be provided by your accommodation or can be obtained from a local store, or cafe or inn along the route.

Holiday Travel Insurance
We require that you take out holiday insurance as Let’s Go Biking Ltd accepts no liability for the following:
cancellation, personal accident, illness, loss/theft of personal possessions and/or money, and any unforeseen circumstances, especially travel delays.

This is in addition to our existing
booking conditions.

How to get there:

  • By Plane to Bournemouth where we can arrange transfer to Weymouth
  • By Car to Weymouth where parking is available
  • By Train to Weymouth
  • By Bus to Weymouth

Telephone Lines are open 7 days a week.

UK +44 (0)1837 880075
or +44 (0)207 193 1252

9am to 9pm
US +1 (646) 233-1541
New York 5 hours behind UK time: 4am to 4pm EST
AUS +61 (02) 8006 0182
Sydney 10 hours ahead of UK time: 7pm to 7am EADT
CAN +1 (647) 4786251
Toronto 5 hours behind UK time: 4am to 4pm EST

Coastal Walking Holidays
We have coastal walking holidays in the UK in England, Scotland, Wales, Northern Ireland, Ireland, Isle of Man, Isles of Scilly and the Channel Islands.

Our Coastal Walking Holidays include: