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The fascinating and ruggedly beautiful Isle of Portland marks the southernmost point of Dorset’s Jurassic Coast, joined to the mainland by the iconic golden sands of Chesil Beach.  There’s masses to do on this unique island; from museums and castles to watersports and excellent places to eat, plus fabulous beach days on Chesil Beach and the other pretty coves dotting its coastline. 

Get away from it all on holiday to the Isle of Portland and you’ll find pretty villages surrounded by beautiful countryside, but being just four and a half miles long by about a mile wide it’s easy to explore. Pull on your walking boots or get on your bike and discover the Portland loop of the South West Coast Path, a 9.5 mile stretch of dramatic coastline with panoramic views, hidden coves and interesting bird and plant life.  Or if you’re feeling more adventurous there’s rock climbing, abseiling and kite surfing along with world class sailing courses at the National Sailing Academy based in Portland, famous for training Olympic sailors including Sir Ben Ainslie.  Or simply hire a kayak or paddleboard and take a leisurely paddle along Chesil Beach for a picnic. 

Other days can be spent clambering over the ruins of Rufus Castle dating from the 15th century,  or climbing the 153 steps to the top of Portland Bill Lighthouse which guards the island’s southernmost tip.  History enthusiasts and families will also love Portland Castle, one of Henry VII’s finest coastal forts where you can find out about the island’s pivotal role in protecting the UK against French and Spanish invasion along with some fabulous views, lots to do for kids and an excellent tea room. And if that’s not enough there’s the Portland Museum and Portland D Day museum which are definitely worth a visit and will keep all ages entertained.  

Add to all this some excellent pubs, cafes and restaurants dotted around the island serving excellent seafood, and it’s clear that on a holiday on the Isle of Portland there’s something for everyone.  Whether you like action packed days or the simple pleasures of relaxing on the beach and enjoying good food,  the Isle of Portland is a great choice for your self-catering holiday.

Holidays in Portland

All you need to know

PropertiesArea info

Wild and beautiful, holidays on the Isle of Portland are all about getting outside and exploring on foot, bike or on the water; enjoying great food and relaxing beach days or discovering the islands fascinating maritime history. 

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About Portland

The fascinating and ruggedly beautiful Isle of Portland marks the southernmost point of Dorset’s Jurassic Coast, joined to the mainland by the iconic golden sands of Chesil Beach.  There’s masses to do on this unique island; from museums and castles to watersports and excellent places to eat, plus fabulous beach days on Chesil Beach and the other pretty coves dotting its coastline. 

Get away from it all on holiday to the Isle of Portland and you’ll find pretty villages surrounded by beautiful countryside, but being just four and a half miles long by about a mile wide it’s easy to explore. Pull on your walking boots or get on your bike and discover the Portland loop of the South West Coast Path, a 9.5 mile stretch of dramatic coastline with panoramic views, hidden coves and interesting bird and plant life.  Or if you’re feeling more adventurous there’s rock climbing, abseiling and kite surfing along with world class sailing courses at the National Sailing Academy based in Portland, famous for training Olympic sailors including Sir Ben Ainslie.  Or simply hire a kayak or paddleboard and take a leisurely paddle along Chesil Beach for a picnic. 

Other days can be spent clambering over the ruins of Rufus Castle dating from the 15th century,  or climbing the 153 steps to the top of Portland Bill Lighthouse which guards the island’s southernmost tip.  History enthusiasts and families will also love Portland Castle, one of Henry VII’s finest coastal forts where you can find out about the island’s pivotal role in protecting the UK against French and Spanish invasion along with some fabulous views, lots to do for kids and an excellent tea room. And if that’s not enough there’s the Portland Museum and Portland D Day museum which are definitely worth a visit and will keep all ages entertained.  

Add to all this some excellent pubs, cafes and restaurants dotted around the island serving excellent seafood, and it’s clear that on a holiday on the Isle of Portland there’s something for everyone.  Whether you like action packed days or the simple pleasures of relaxing on the beach and enjoying good food,  the Isle of Portland is a great choice for your self-catering holiday.


Things to do
Food & drink
Beaches

Things To Do In Portland

Castletown D Day Centre
(2 miles)

Enjoy this fascinating authentic recreation of the busy wartime dockyard on the Isle of Portland, from which in 1944, thousands of troops embarked bound for the heavily defended beaches of Nazi occupied France. The centre features an impressive array of original WW2 artifacts, weapons and wartime vehicles.

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Portland Bill Visitor Centre
(3 miles)

A fascinating attraction charting the history or the lighthouse at Portland Bill.  Learn about the grueling lives of the lighthouse keepers and find out about Trinity House the organisation that operates the lighthouse and has safeguarded the mariner for over 500 years.

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Nothe Fort
(5 miles)

Visit Nothe Fort at the entrance to Weymouth Harbour, for fabulous panoramic views across Dorset's Jurassic Coast, a museum of the Fort's history, parade ground, impressive guns positioned high on the ramparts, and fun trails and tunnels to keep the children busy.

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This was well worth a visit, lots to look at even in inclement weather.

August 2023


Pirate Mini Golf
(6 miles)

Visit in combination with the Sea Life Centre or as a stand alone attraction, Pirate Mini Golf is a fun day out for aspiring salty sea dogs of all ages.

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The Sea Life Centre
(6 miles)

Discover the wonders of the underwater world at Sea Life Centre, Weymouth.  Walk through underwater tunnels, laugh at the penguins antics, admire the grace and power of sharks, rays, turtles and much more.  A great day out for all ages.

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