Calheta, Madeira, offers a fantastic starting point for exploring the island’s stunning coastline by boat. Unlike bus tours or walking excursions, a boat trip lets you see the rugged cliffs, crystal-clear waters, and hidden coves from a different perspective. We especially love the Madeira sailing tour because it offers a peaceful escape on a classic sailboat, away from crowded spots, while also giving you the chance to swim in Madeira’s famously clean waters. If dolphins and whales are on your wish list, the modern catamaran coastal exploration provides a smooth ride with opportunities to spot marine life — just keep your fingers crossed for sightings. And for a truly luxurious experience, the private Aestus yacht lets you enjoy Madeira’s coast in style, with the possibility of catching a gorgeous sunset from a calm bay.
Below, we’ve rounded up four of the best boat tours in Calheta Madeira, each offering something unique — from high-speed adventures to private luxury charters, whether you’re seeking an active day at sea or a relaxing sunset cruise.
1. Madeira: Sailing Tour Of The Magical Coast
At number 1, this sailing tour along Madeira’s coast combines the tranquility of a traditional sailboat with spectacular scenery. You’ll hop aboard a Shipman 28, a classic boat that’s perfect for a peaceful, intimate experience. The tour offers three routes, each with its own character: explore the wild northwest coast at Paul do Mar, watch a stunning sunset, or simply enjoy the sensation of sailing free with the wind.
This tour is praised for its unforgettable, crowd-free experience — ideal if you want a relaxing day on the water with a small group or even just as a couple. The highlight for many is swimming in Madeira’s clear waters, with plenty of time to snorkel or just float and take photos. The sunset route is especially popular, as the views of the ocean turning gold are breathtaking. The guide shares stories about the coastline’s cliffs, caves, and marine life, making it both scenic and educational.
Good for travelers wanting a laid-back, scenic escape that focuses on authentic sailing and natural beauty. The value is excellent given the personalized experience and the chance to swim and relax in peace.
Bottom Line: This trip balances calm sailing with memorable views, perfect for lovers of quiet seas and stunning coastlines.
2. From Funchal: Modern Catamaran Coastal Exploration Boat Tour
Number 2 on our list is the modern catamaran tour along Madeira’s south coast, offering a smooth, high-speed cruise that’s perfect for those who enjoy a bit of thrill and the possibility of marine sightings. This 3-hour tour departs from Funchal’s marina and takes you past notable sights like Cabo Girão — Europe’s highest sea cliff — and hidden coves only accessible by boat.
What sets this tour apart is the speed and comfort — you’ll reach speeds of 20-30 knots, feeling the wind in your hair without the roughness of a traditional boat. During stops, you can swim, snorkel, or even paddleboard in calm waters. The crew is attentive, and you’ll get a good overview of the coast’s best features. While dolphin and whale sightings are not guaranteed, the chance is high in these waters, making it a fun, dynamic experience.
The tour suits active travelers who want a fast, fun day at sea but also enjoy relaxing in the water. It’s also ideal for families or groups looking for a shorter, high-energy outing. The only caveat: some people might prefer a quieter sailing experience, but overall, the ride is smooth and enjoyable.
Bottom Line: For those who want a quick, exciting coastal cruise with swimming opportunities and the thrill of ocean speed, this tour hits the spot.
3. Calheta: Private Charter – Aestus Luxury Boat
Number 3 introduces the Aestus luxury private boat, a perfect choice if you’re seeking exclusivity and comfort. Starting from Porto de Recreio da Calheta, this 4-hour private charter offers an intimate, tailored experience on Madeira’s coast. The boat’s calm, elegant design makes it ideal for a sunset cruise or a special celebration.
Guests enjoy the peaceful bays and the chance to watch a stunning sunset over the Atlantic, often with no other boats in sight. The crew can customize stops to suit your interests, whether that’s swimming, snorkeling, or simply relaxing onboard with a drink. The possibility of spotting marine species adds a touch of excitement, especially for wildlife enthusiasts.
The value reflects its private nature and luxury amenities, making it best suited for couples, small groups, or families wanting a high-end experience without the crowds. The main drawback is the price — at nearly $3,000 per group — but for a special occasion, it’s hard to beat.
Bottom Line: If you want an exclusive, luxury experience with personalized service and spectacular sunset views, this yacht is hard to beat.
4. Madeira: 5 Hour West Coast Wooden Boat Excursion
Finally, the 5-hour wooden boat tour of Madeira’s west coast offers a traditional, scenic voyage that combines iconic landmarks with a nostalgic maritime experience. Starting from a location depending on your chosen option, the tour includes a swim stop and visits to famous sites like Cabo Girao. The trip is designed for those wanting a more comprehensive coastal exploration, covering multiple drop-off points including Santa Cruz, Caniço, Machico, and Câmara de Lobos.
The highlight is the chance to enjoy Madeira’s lush landscapes and rugged cliffs from the water, all aboard an authentic wooden vessel. The crew is experienced, making sure everyone stays safe and comfortable while sharing insights about the coastline’s natural beauty. The rate of 4/5 from reviews suggests a generally positive experience, though it may be less modern than the catamaran. It’s a longer trip, suited for travelers who want to see multiple sights and don’t mind a bit of traditional maritime charm.
This tour appeals to those interested in a full-day, scenic voyage with a nostalgic touch, especially if you enjoy classic boats and extensive sightseeing.
Bottom Line: A great choice for travelers wanting a longer, immersive, and traditional boat experience along Madeira’s west coast.
How to Choose the Best Boat Tour in Calheta Madeira
When selecting the right boat tour, consider your priorities: Are you after a peaceful sailing experience? Do you prefer high-speed cruising with opportunities for swimming? Or are you looking for a private luxury outing? For quiet, scenic sailing, the Madeira sailing tour is ideal. If you want thrills and marine wildlife, the catamaran tour might suit you best. For a luxurious, personalized experience, the Aestus private boat promises exclusivity, while the longer, more traditional wooden boat tour is perfect for those wanting to explore multiple landmarks.
Think about your budget, how much time you want to spend at sea, and whether you prefer active water time or relaxing sunsets. Booking early is recommended, especially for private charters and peak summer months.
In summary, Calheta Madeira offers a variety of boat trips that cater to all tastes — from tranquil sails to high-speed adventures, and luxe private charters to traditional wooden boats. If you’re craving a peaceful escape, the classic sailing tour might be your best bet. For a family outing or thrill-seekers, the catamaran cruise will deliver excitement. And if you’re celebrating a special occasion, splurging on a private yacht guarantees a memorable experience. Whatever you choose, these tours give you a fresh perspective on Madeira’s rugged beauty — so don’t wait too long; these trips fill up quickly in high season.
