Our Madeira vacations & tours
Be rejuvenated by the island of eternal spring – our Madeira vacations take you through the island’s flower-lined streets, through its laurel forests, and out into its surrounding waters to see whales and dolphins. Base yourself in Funchal, the picturesque capital, or go further afield on a walking vacation – where you can explore the island’s extremities: far-easterly Sao Lourenco Peninsula, or high point Pico Ruivo. Our Madeira vacations don’t just put a spring in your step, but ensure that your trip benefits the places you visit, too – by using family run, locally owned hotels and local guides, visiting rural communities and using independent shops for picnic lunches on your way.
Our top Madeira vacations
Madeira walking vacation
From
US $1690 to US $2350
8 days
ex flights
Small group walking tour of Madeira
Small group2026: 29 Aug, 5 Sep, 19 Sep, 26 Sep, 10 Oct, 7 Nov, 19 Dec, 2027: 23 Jan, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 27 Nov
Madeira self drive vacation
From
£1064
10 days
ex flights
Walk along Madeira's cliffs and rappelling down waterfalls.
Tailor made
Madeira island vacation in comfort
From
US $3080 to US $4000
8 days
ex flights
Explore Madeira's best known sights
Small group2026: 14 Nov, 2027: 20 Feb, 27 Mar, 10 Apr, 15 May, 22 May, 12 Jun, 19 Jun, 3 Jul, 24 Jul, 7 Aug, 18 Sep, 25 Sep, 9 Oct, 16 Oct, 6 Nov, 13 Nov
Walking vacation in Madeira
From
US $2580 to US $3345
8 days
ex flights
Enjoy a variety of coastal & interior landscapes
Small group2026: 19 Sep, 26 Sep, 3 Oct, 17 Oct, 7 Nov, 21 Nov, 27 Dec, 2027: 9 Jan, 30 Jan, 20 Feb, 27 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 3 Jul, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 6 Nov, 20 Nov, 27 Nov, 26 Dec
Madeira walking vacation, Portugal
From
£1529 to £1719
8 days
ex flights
A sub tropical paradise perfect for year round walking
Tailor made
Madeira family vacation
From
£1627
8 days
ex flights
Whale & Dolphin watching family activity vacation in Madeira
Small group2026: 15 Aug, 29 Aug, 17 Oct, 24 Oct
Madeira walking tour, private departure
From
US $1990
8 days
ex flights
Explore this volcanic island in the Atlantic
Tailor made
Eastern Madeira walking vacation
From
£1599
8 days
inc UK flights
Hike along rocky shore lines and mountainous interior
Small group2026: 14 Sep, 5 Oct, 9 Nov, 27 Dec
2 weeks walking vacation in Madeira
From
£3339
15 days
inc UK flights
Unforgettable scenic walking trails in sunny Madeira
Small group2026: 14 Sep, 5 Oct, 9 Nov, 20 Dec
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Madeira map & highlights
Madeira has long been a favoured mooring for giant cruise ships, which disgorge thousands of people every day in summer but do little for the local economy. We don't support this type of irresponsible cruising anywhere in the world, and in Madeira, there is far more to this idyllic island than its port. Walk the ancient network of levadas carved into the mountains to magnificent waterfalls and clifftop miradouros; venture into atmospheric volcanic caves; soak in miniature saltwater lagoons formed by volcanic lava, or snorkel with a pod of dolphins in the azure Atlantic waters off the coast; just don't limit yourself to the (admittedly charming) Funchal.
1.
Caldeirão Verde
2. Dolphin & whale watching
3. Pico Ruivo
4. Porto Moniz
5. Santana
6. São Lourenco Peninsula
2. Dolphin & whale watching
3. Pico Ruivo
4. Porto Moniz
5. Santana
6. São Lourenco Peninsula
Caldeirão Verde
1. Caldeirão Verde
Perhaps Madeira’s most famous levada route, this walk from the Queimadas Nature Reserve takes you through UNESCO protected laurel forest and a few tunnels (you’ll need a torch) before reaching the Caldeirão Verde, a spectacular waterfall that tumbles into a lagoon. This natural amphitheatre is a magical spot for a picnic and a very refreshing swim.
Dolphin & whale watching
2. Dolphin & whale watching
Between April and October it’s possible to find around 20 different species of whales and dolphins in the waters off Madeira. Cruises out to see them are among the most popular activities here, and if the conditions are right you may find yourself snorkelling alongside a pod of up to 100 dolphins – naturally an unforgettable moment for every member of the family.
Pico Ruivo
3. Pico Ruivo
The walk from Achada do Teixeira to Pico Ruivo, the highest peak on Madeira, is widely regarded as one of the island’s most beautiful routes. It takes around 90 minutes to reach the summit, and although it can be fairly challenging in places it’s the coast to coast panoramas that will take your breath away. This walk is often combined with the nearby São Vicente lava tubes.
Porto Moniz
4. Porto Moniz
Porto Moniz is an attractive little town on Madeira’s northern coast, once a whaling port but now well-known for the black basalt lava pools here which fill up at high tide, making for a stunning place to swim or paddle. The best time to visit is early morning or late afternoon before the crowds arrive, and rubber-soled shoes are recommended as the rocks can be sharp.
Santana
5. Santana
A UNESCO Biosphere Reserve with many excellent walking trails including the Caldeirão Verde levada, the Santana region is famous for its little stone houses thatched with straw, which now serve mainly as shops where you can pick up traditional souvenirs. There is a Madeira Theme Park nearby that traces the island’s history, culture and traditions, and features fun stuff for the kids, including a maze and rowing lake.
São Lourenco Peninsula
6. São Lourenco Peninsula
There is a classic walk to be found here at Madeira’s easternmost point. Quite distinctive from the rest of the island which is characterised by its verdant foliage, the São Lourenco Peninsula has been shaped by a harsher climate, with steep sea cliffs where many birds nest – kestrels can sometimes be seen hovering for prey. The route gently undulates over the stark scenery, the views unfailingly impressive.
Our Madeira vacations reviews
4.6
69Madeira vacations reviews
Conrad Blakemore28 Jun 2026
Excellent trip to discover Madeira on foot.read more
Sharon Dal-Cin19 Apr 2026
The most memorable part of the vacation was hiking in a beautiful country.read more
Teresa Thiel23 Jun 2026
Very good. Excellent local guide. This trip benefited local people by bringing business to hotels, restaurants and transport services. read more
