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.

We’re an independent travel company with full financial protection through either the ATOL scheme or via our IPP insurance policy.
(so your money is always safe).
But more importantly, we look after people.
We look after you from your first enquiry right through to your return home.
Explore the best of the island’s famous levada trails on our seven-night Madeira Guided Walking Holiday.
From £1,600 per person
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
Relax with family and friends on our Casa do Julio Madeira Villa Holiday.
From £1,500 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
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.
The 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.
Read moreIn our weekly newsletters, we share our first-hand experience of travelling around our favourite destinations, with advice on the best times to visit. We’ll also keep you up to date on all the latest travel news, topical articles, and travel tips from our team of destination experts.
You and your money are safe with Archipelago Choice.
24/7 support for all travellers
Trusted by over 100,000 customers around the world
Plan your next unforgettable journey with our curated selection of destinations
We look after you from your first enquiry right through to your return home
If you love all things Portuguese, then you’ll love our Portugal travel magazine.
We’ll look at our favourite food and a drink, great places to stay and a world of exciting activities.
The stories and holiday experience featured are based on our love of all things Portuguese and the partnerships we have working with small independent companies in Portugal and around the world who love to travel and see the benefits niche travel can bring to people and communities beyond our shores.
Request a brochure