Welcome to your free tour guide to Madeira! This journey takes you from the dramatic Atlantic coastline with its UNESCO-recognized laurel forests through charming colonial streets where Portuguese, international traders and local farmers have created a unique cultural atmosphere, to the breathtaking mountain peaks where clouds dance around volcanic formations. Madeira doesn’t try to impress, but we can’t help showing it to you!
At Wingman, we’re your local friend, guiding you to authentic family-run restaurants where Madeirans gather, and to peaceful miradouros perfect for enjoying a glass of local Poncha as the sun sets over the vast Atlantic Ocean.
We’ll walk with you from the impressive Funchal harbor with its panoramic views across the bay to the beautiful historic Old Town quarter, sharing Madeira’s special feeling—part sophisticated island destination, part rugged Portuguese outpost, and always wonderfully authentic. Let us show you beyond the postcard views.
Get ready! Our free tour guide takes you beyond Madeira’s postcard views.
Discover more than just Funchal Harbor and Monte Cable Car – follow us into the heart of this Atlantic paradise!
Discover Madeira Like a Local with Wingman.
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Tucked away on Madeira’s easternmost tip lies a hidden geological wonderland that many visitors completely overlook. This dramatic hiking trail winds through multicolored volcanic formations and arid landscapes entirely unlike the rest of the lush island, offering breathtaking panoramic views across two coastlines and the nearby Desertas Islands.
Local Guide Tip: Visit during early morning when golden light illuminates the red cliffs and you’ll likely spot dolphins playing in the clear waters below. For the ultimate secluded experience, take the narrow path that branches down toward Prainha (look for the small dirt trail after the second viewpoint) which leads to Madeira’s only natural sandy beach rarely visited even by locals.
Coordinates: 32.7490° N, 16.7087° W
Hidden within Madeira’s mountainous interior lies an enchanting waterfall trek that transports you into a prehistoric landscape. This moderate 13km levada walk takes you through ancient laurel forest tunnels, alongside vertical cliff faces, and ultimately to a magnificent 100-meter waterfall plunging into an emerald pool.
Local Guide Tip: Start before 9am to avoid crowds and bring a waterproof light for the tunnels. The secret highlight isn’t actually the main waterfall – continue just 20 minutes further on the unmarked trail past Caldeirão Verde to reach Caldeirão do Inferno, an even more spectacular cascade that most tourists never discover.
Coordinates: 32.7751° N, 16.8977° W
Nestled into Madeira’s rugged northwestern coastline are volcanic swimming pools that transform into magic at day’s end. While tour buses visit these natural lava rock formations during daytime, few travelers experience them in the evening when they become peaceful sanctuaries reflecting spectacular sunset colors.
Local Guide Tip: Arrive around 6pm when entrance fees are reduced and day-trippers have departed. Skip the main pools and head to the smaller “Piscinas Velhas” (Old Pools) section where locals gather. At high tide, brave swimmers can experience the thrill of Atlantic waves crashing over the protective rocks while remaining safely in the calm pools.
Coordinates: 32.8667° N, 17.1667° W
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Madeira’s third-highest peak offers breathtaking panoramic views across the entire island’s dramatic mountain landscape. The sunrise here creates an otherworldly experience as you stand above the clouds.
Insider Tip: Arrive 45 minutes before sunrise and bring a thermos of hot chocolate. The temperature drops significantly at 1,818m elevation. For the most magical photos, walk just 5 minutes down the PR1 trail toward Pico Ruivo where fewer tourists venture—this spot offers superior views of the sun breaking through the mountain ridges.
These stunning hillside gardens blend Japanese and Portuguese landscaping with exotic plants, artwork, and panoramic views of Funchal.
Insider Tip: Skip the traditional wicker toboggan ride down from Monte (it’s overpriced and only covers a small portion of the descent). Instead, after exploring the gardens, take the hidden stone stairway behind the Monte Church to Levada dos Tornos for a scenic 40-minute walk with spectacular views before catching the #20 bus back to Funchal.
The world’s second-highest sea cliff features a heart-stopping glass platform 580 meters above the ocean.
Insider Tip: Visit between 9-10am to avoid tour buses and look for the barely marked trail to the left of the viewing platform that leads to an equally impressive viewpoint without the crowds. Bring binoculars to spot the tiny farms cultivated on the nearly vertical terraces below the cliff—accessible only by cable car.
A dramatic village nestled in a deep valley surrounded by towering mountains, originally settled by nuns fleeing pirates.
Insider Tip: Skip the crowded main viewpoint and instead drive to Eira do Serrado, then hike 20 minutes to the true panoramic spot. Time your visit during October’s chestnut festival when locals serve traditional chestnut soup and liqueur unavailable elsewhere on the island.
Volcanic rock formations create stunning natural swimming pools filled with crystal-clear seawater.
Insider Tip: The less-visited “Piscinas Velhas” (old pools) offer a more authentic experience than the modernized main pools. Visit during late afternoon (after 4pm) when day-trippers have left and locals arrive. During winter storms, watching the powerful waves crash against the protective rocks is spectacular—but swimming is prohibited.
The island’s easternmost point features dramatic red cliffs, unique arid landscapes, and panoramic ocean views.
Insider Tip: While most hikers turn around at the main viewpoint, continue all the way to the very end where a tiny stone staircase leads down to a hidden cove with crystal clear waters perfect for swimming. Bring water shoes—the volcanic rocks can be sharp but protect an incredible ecosystem of marine life.
Europe’s largest surviving laurel forest dates back millions of years, creating an enchanted prehistoric landscape.
Insider Tip: Explore via the lesser-known Levada do Rei trail, which features fewer tourists but equally magnificent scenery. About halfway through, look for a small unmarked path leading to a hidden waterfall where locals perform “poncha rituals”—an informal gathering to drink the traditional Madeiran rum beverage.
The historical heart of Madeira’s capital features cobblestone streets, “art doors,” and traditional restaurants.
Insider Tip: Skip the touristy Rua de Santa Maria and explore the parallel street Rua de Dom Carlos I, where local artists have their workshops open to visitors. For the best pastel de nata in Madeira, visit the tiny Fabrica Santo Antonio bakery, established in 1893 and hidden on a side street behind the Mercado dos Lavradores.
An ancient laurel forest where centuries-old trees emerge from the mist, creating an ethereal, almost mystical atmosphere.
Insider Tip: Visit during foggy conditions for the most magical experience, typically occurring mid-morning. Local photographers know that the best photographic opportunities happen when driving along the ER209 road just before reaching the main Fanal area—here you’ll find isolated trees in meadows often surrounded by grazing cattle.
Madeira’s highest peak at 1,862 meters offers unparalleled 360° views across the entire archipelago on clear days.
Insider Tip: While most tourists hike from Pico do Arieiro, start from Achada do Teixeira for a shorter (yet still spectacular) 5.5km round-trip hike. Bring a lightweight jacket even on warm days as mountain weather changes rapidly. The concrete shelter near the summit is the perfect spot to enjoy a traditional Madeira picnic of bolo do caco bread, local cheese, and poncha if you arrive during afternoon chill.
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