Southwest Madeira holds the island’s monopoly on pretty seafront villages

There’s a pleaseant and appealing disjointedness to Southwest Madeira. Each village sits in its own secluded natural harbour with its own little microclimate – each in its own little world. There’s something of a Cornish-feel to places like Ponta do Sol and Madalena do Mar, and their attractively colourful buildings, pebble beaches and laid-back feel make them popular weekend destinations for the residents of Funchal.
Southwest Madeira’s largest town is Calheta. A Funchal in miniature, Calheta’s small and friendly marina is a nice alternative to the much larger marina in the capital, particularly if you enjoy sailing. Many of our favourite self-catering villas are nearby, and including a hire car makes the town a great base from which to explore the island.

Further west, you’ll come the tiny seafront hamlets of Jardim do Mar and Paul do Mar. Jardim has three popular pebble beaches – Portinho, Enseada at Ponta Jardim which are particularly popular with hardcore surfers. Paul do Mar is barely two cobbled-streets wide, and you could be forgiven for thinking you were lost in the narrow backstreets of an Italian city. Find the harbour and you’ll find the some of the best fish restaurants on Madeira – the type of places where you can eat like the locals, with the locals.

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With the freedom to roam at your own pace, our Madeira Fly Drive Holiday is the best way to explore this beautiful Atlantic Island.
From £2,600 per person
Our ten-night Madeira Family Activity Holiday is the perfect mix of down-time and adventure.
From £2,400 per person
Explore the best of the island’s famous levada trails on our seven-night Madeira Guided Walking Holiday.
From £1,600 per person
The village of Ponta do Sol is legendary for both the warmth of its weather and the warm welcome from its locals.
From £2,100 per person
Relax with family and friends on our Casa do Julio Madeira Villa Holiday.
From £1,500 per person
Ponta do Sol has the lion's share of hotel accommodation in south-west Madeira. In Calheta, there's the all-inclusive Savoy Calheta Beach and the lovely traditional-style cottages at Calhau Grande.
Perched high on a cliff-top with a commanding view of Madeira's southern coast, the Estalagem da Ponta do Sol is an impressively stylish hotel.
HotelQuinta Girassol is a beautifully-restored rural retreat, overlooking the sunny south coast of Madeira.
Villas and CasasThe Villas do Mar are a collection of secluded sea view villas on the outskirts of Calheta.
Villas and CasasQuinta do Sossego is a beautifully restored, traditional-style Madeiran house on the island’s sunny south coast.
Villas and CasasSoak up the south coast sunshine with a stay at Casa do Julio.
Villas and CasasFrom its high promontory overlooking the deep-blue Atlantic, Ocean Panorama couldn’t be more aptly named.
Villas and CasasThe marina in Calheta is one of the best jumping-off points for whale and dolphin watching. A hire car isn’t crucial but it will give you the freedom to explore at your leisure, and there are some lovely levada walks in the area. Of course, you've got to set aside some time to relax in the sunshine.
Our guided walking holidays are perfect for anyone looking to get under the skin of this beautiful island.
Read moreOur Guided Tours are the best way to explore the beautiful landscapes of Madeira and Porto Santo.
Read moreThe seas around Madeira are the ideal destination for whale and dolphin watching.
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