Funchal: Private Sailing Sunrise, Sunset & Moonlight Cruises

Exploring Madeira by sailboat is an experience that promises tranquility, stunning scenery, and a touch of luxury. This particular private sailing cruise offers an intimate way to enjoy Madeira’s waters, whether you’re catching the first light of dawn, the fiery sunset, or the quiet glow of moonlight. With capacity for just up to 10 people, it’s designed for those who crave a personalized, relaxed outing away from the crowds.

What I find most appealing about this cruise is its focus on relaxation and authentic sailing—no engines whenever possible, just the wind and the waves. Plus, the flexible itinerary allows you to tailor the experience, making it feel like a true custom adventure. Another highlight is the thoughtful inclusion of light snacks and beverages, from hot chocolate and cakes to wine and cheese, with optional special menus for breakfast, tapas, or dinner.

A potential consideration is the price—at $512 per group, it’s not the cheapest way to see Madeira, but the exclusivity, personalized service, and special moments like dolphin sightings or the “Green Flash” at sunset make it a worthwhile splurge for those seeking a high-quality, intimate experience. Keep in mind, the activity lasts around 2.5 hours, so it’s a manageable yet memorable slice of your holiday.

Key points / Takeaways

Private and Intimate – With a cap of 10, this tour offers a personalized experience, perfect for small groups or families wanting exclusivity.
Flexible and Customizable – The itinerary is not rigid; your crew will tailor stops and activities based on your wishes.
Authentic Sailing – Whenever possible, the boat operates without engines, allowing you to hear the wind and feel the sea’s natural rhythm.
Beautiful Views and Unique Moments – Expect to witness the “Green Flash,” dolphins swimming past, and a breathtaking sunset or moonlit sky.
Gourmet Snacks and Drinks – From traditional Portuguese fritters to cheeses, or optional menus like breakfast or tapas, the included bites elevate the experience.
Experienced Guides – Guides like Manolo are praised for their attentiveness, warmth, and local knowledge, making the trip informative and fun.

The Real Deal: A Deep Dive into Madeira’s Private Sailing Cruise

Starting Point: The Perfect Launch at Cais da Cidade

The adventure begins at the Cais, easily accessible via the City Pier where you’ll find the pontoon A. The process is straightforward: arrive a little early, descend the stairs, call your guide, and wait for them to open the gate. The location feels authentic—no touristy marina here, just the real, working port of Funchal, giving a sense of stepping into a local maritime scene.

The Safety Briefing and First Glimpse of Madeira’s Waters

After meeting your crew—likely Manuel or another knowledgeable guide—you’re given a brief safety overview. It’s quick but thorough, and I appreciate that the focus is on relaxed sailing rather than overly technical instructions. With the boat ready, the crew aims to sail without engines whenever possible, which I find particularly appealing. This commitment to a quieter, more natural experience means you’ll really feel like you’re part of the sea, not just a passenger.

The Itinerary: Flexible Routes for Unique Views

The tour circles back to Cais da Cidade at the end, but what happens in between is tailored to your wishes. Your guide might suggest a few options—perhaps a quiet spot for snorkeling, a chance to see dolphins, or just cruising along the coast with a glass of wine in hand. The emphasis is on taking it slow, enjoying the sound of the wind, and soaking in the pristine waters of Madeira.

Highlights: Sunrises, Sunsets, and Moonlight Magic

One of the major draws is the opportunity to witness spectacular natural phenomena. Catch the first rays of dawn to start your day energized, or set sail during sunset for a chance to see the famous “Green Flash”—a fleeting, almost magical moment when the sun dips into the Atlantic. The experience is often described as breathtaking, especially with a glass of wine and cheese in hand.

At night, the moonlit waters provide a serene backdrop. As noted in reviews, the silence of the boat, combined with the glowing moon and distant city lights of Funchal, creates a perfect setting to disconnect from daily life. Plus, if you’re lucky, you might catch a pod of dolphins swimming past, a highlight for many.

Food and Drink: Tasty Bites at Sea

Included in the package are hot chocolate, coffee, and cakes, perfect for a cozy morning or afternoon cruise. Many guests rave about the Portuguese snacks—from ibérico pork sausages and cheeses to shrimp or codfish fritters, with some offering hot mini quiches or falafel. For those wanting to elevate the experience, there’s the option for extra snacks or a light dinner, which can be requested in advance.

Drinks are also flexible—wine, beer, cider, sodas, and lemonade—allowing you to pair your snacks with your preferred beverage. The “Sailor breakfast” menu, featuring a black scabbard sandwich and a boiled egg, is a local favorite and adds a special touch, especially if celebrating a birthday or special occasion.

The Crew: Guides That Make the Difference

Guests consistently praise guides like Manolo for their warmth, helpfulness, and local knowledge. The reviews mention how they go out of their way to make the experience memorable, tailoring activities like snorkeling, paddling, or simply relaxing. Their attentiveness means you’ll never feel rushed, and you can truly enjoy your time at sea.

Why It’s Worth the Price

While $512 per group isn’t budget-friendly, this fee includes personalized service, snacks, drinks, and a private boat. For travelers craving an intimate, behind-the-scenes look at Madeira’s waters, the value is clear. Compared to larger boat tours or group excursions, this private cruise offers flexibility, comfort, and a higher chance of close encounters with wildlife.

Who Should Consider This Experience?

This cruise suits couples, families, or small groups looking for a relaxed, luxurious outing. If you value personalized attention, authentic sailing, and stunning scenery, it’s a perfect choice. It’s also ideal for celebrating special occasions—like birthdays or anniversaries—or for travelers who simply want to disconnect and enjoy Madeira’s natural beauty at their own pace.

Logistics and Practical Tips

• Duration: Around 2.5 hours, which is perfect for a relaxed outing without feeling rushed.
• Timing: Check availability for sunrise, sunset, or moonlight cruises—I recommend sunset for the golden hour and a chance to see the “Green Flash”.
• Clothing: Bring a towel and beachwear—you’ll want to relax on deck and perhaps dip your toes in the water.
• Accessibility: The meeting point is straightforward, but allow time for port procedures.
• Booking: Reserve in advance, especially during peak season, and consider the option to pay later to keep your plans flexible.

Final Thoughts

If you’re after a truly personalized, authentic sailing experience in Madeira, this private cruise checks many boxes. It’s a peaceful way to see the coast, enjoy local snacks and drinks, and perhaps spot some dolphins or the elusive Green Flash. The guides’ warmth and flexibility make it stand out—this isn’t a cookie-cutter tour but a crafted moment of tranquility at sea.

While the price might seem steep, the exclusivity, natural beauty, and thoughtful touches add up to a memorable experience you’ll cherish. It’s best suited for those who value quality over quantity and want a quiet, scenic escape from the busy sights of Funchal. For a special, intimate adventure on Madeira’s waters, this cruise promises a charming, relaxing day—one that feels more like a personalized gift from the sea.

FAQ

Is this a private experience?
Yes, the cruise is for your private group, up to 10 people, ensuring a personalized and intimate outing.

What should I bring?
Bring a towel and beachwear for comfort. The boat’s relaxed atmosphere makes it easy to enjoy the sun and breeze.

How long does the cruise last?
The activity runs for approximately 2.5 hours, with specific start times you can check and book in advance.

Can I request special menus or snacks?
Yes, options like breakfast, tapas, or light dinners can be arranged on request, and extra snacks or drinks are available for an additional cost.

Are drinks included?
Light beverages like coffee, hot chocolate, and cakes are included, with optional wines, beers, and sodas available. More elaborate menus are available on request.

Is it suitable for children?
Yes, children are welcome, but the boat’s capacity suggests a comfortable environment for families with kids, especially since the remaining spots are for children.

This private sailing cruise in Madeira is a lovely way to see the island from a different angle—quiet, scenic, and personalized. Perfect for those seeking a relaxed, authentic sea adventure with a touch of luxury.