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Discover Madeira’s stunning sunsets on this private sailing tour from Funchal, with panoramic views, snorkeling, and personalized service perfect for couples and friends.
If you’re after a memorable way to wind down in Madeira, especially as the sun dips below the horizon, the Funchal Sunset Sailing Private Tour offers a relaxing and intimate experience. This private boat trip combines breathtaking views, the thrill of sailing (minus the motor noise), and the chance to swim in the Atlantic—all tailored for small groups of up to six people.
What we love about this experience is how it balances comfort with authenticity. You’re aboard a charming sailing boat, enjoying panoramic vistas of Funchal and the south coast while sipping on a welcome drink. The opportunity to swim or snorkel during golden hour is a real highlight, making it more than just a sightseeing cruise. That said, one thing to keep in mind is that the trip does not include hotel pickup, so you’ll need to meet the boat at the designated spot in Funchal. Perfect for couples, small groups of friends, or anyone wanting a peaceful, crowd-free setting to enjoy Madeira’s stunning sunset.


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This tour departs from a centrally located spot in Funchal, where you’ll look for a blue sailing boat flying a large white flag with the company’s name, Happy Hour Madeira. The convenience of a meeting point in the heart of Funchal means you won’t have to worry about complicated transfers or long waits. Just arrive, look for the boat, and you’re set for a memorable two-hour excursion.
The vessel is described as a beautiful sailing boat, ideal for a small private group. The experience focuses on comfort—snacks and a welcome drink are included, along with essentials like blankets and pillows to keep you cozy if the sea breeze turns chilly. You’ll also find life vests on board and snorkeling gear, which are perfect for those wanting to explore the waters.
As the tour begins, you’ll likely be greeted by guides who are not only friendly but also quite knowledgeable—reviewers praise guides like Alex, Alfonso, Louis, and others for their politeness and ability to answer questions about Madeira. Expect a relaxed atmosphere, with some light music via Spotify and Wi-Fi to set the mood. The boat’s open design allows for panoramic views of the coastline and city, which you’ll want to capture in your camera.
The main event is, of course, the sunset. Madeira’s sunsets are famously vibrant, with the sky shifting from blue to shades of pink, orange, and purple. You’ll be able to watch the sun sink behind the mountains and coast, creating perfect photo opportunities without the crowds of land-based viewing spots.
The exploration of the south coast is another highlight. The guides can point out notable landmarks and share stories about the area’s history and geography. Because the tour is private, the experience feels exclusive—no noisy travelers or busy tourist spots.
Sailing fans have several other Madeira options to choose from
One of the standout features, according to reviews, is the opportunity to swim or snorkel during the trip. The water is described as wonderful, especially during the “golden hour,” when the sunlight makes everything glow. Reviewers mention that swimming in the sea was a highlight, with one noting that they had ample time to enjoy the water.
The tour includes a welcome drink and light snacks, perfect for casual sipping and nibbling. However, it’s worth noting that food and drinks are not allowed to be brought onboard, so you’ll enjoy what’s offered. Some reviews mention that snacks were not served despite promotional material, but drinks were available, and the overall vibe remains relaxed.
At just 2 hours, this tour is a perfect quick escape. You can check availability for specific start times—these are flexible, but typically, sunset tours are scheduled to coincide with sunset times, which vary throughout the year. Since it’s a private tour, the timing can usually be adjusted to suit your plans.
This experience is ideal for couples seeking a romantic, peaceful sunset, or small groups of friends wanting a private, scenic outing. It’s also perfect for travelers who prefer authentic, crowd-free experiences over large boat tours. If you’re looking for a photo-worthy sunset, combined with the chance to cool off in the sea, this trip hits the mark.
At $523 for a group of up to six, the price might seem steep at first glance. However, considering it’s a private experience with personalized attention, it offers good value—especially if you’re celebrating a special occasion or traveling with a small group. When you factor in the included snacks, drinks, snorkeling gear, and the exclusivity of a private boat, it becomes a memorable and worthwhile splurge.
The top priority is safety and comfort. As such, the tour may be canceled if weather conditions are not suitable, but you will be informed well in advance. The guides are committed to providing an enjoyable experience, and alternative dates or full refunds are available if needed.

One reviewer shared that their guides, Louis and Afonso, were polite and very informative, answering all their questions about Madeira. They appreciated the personalized attention and found swimming in the sea to be “wonderful,” with the trip feeling too short at just over two hours.
Another noted that because the sailboat is a non-motorized vessel, there’s an authentic sailing experience—no engine noise, just the wind and waves—adding to the serenity of the sunset.
While some reviewers mentioned that snacks weren’t served despite promotional descriptions, others enjoyed the drinks offered onboard, emphasizing that the relaxed, intimate vibe was the real draw.

This Funchal Sunset Sailing Private Tour is a fantastic choice for those wanting an exclusive, scenic experience aboard a beautiful sailing boat. It offers a blend of spectacular views, tranquil waters, and personalized service—all within a manageable two-hour window. Whether you’re celebrating a special occasion or simply want to enjoy Madeira’s natural beauty without the crowds, this tour provides a calm, authentic way to see the coast.
The emphasis on informative guides, comfortable amenities, and the chance to swim makes it a memorable addition to any Madeira itinerary. Keep in mind, it’s best suited for those who value privacy, relaxed pace, and high-quality experiences.

Do I need to bring my own food and drinks?
No, snacks and a welcome drink are included. However, outside food and drinks are not permitted onboard.
Is this tour suitable for children?
The tour is designed for small private groups and is not explicitly aimed at children. Check with the provider if traveling with kids, especially considering the swimming component.
Can I join this tour if I don’t speak Portuguese?
Yes. The tour is available in English, along with Portuguese, Swedish, and Spanish.
What should I wear?
Comfortable clothing suitable for a boat ride, plus swimwear if you plan to swim or snorkel. Bring a light jacket or blanket if you get cold easily.
Is there a maximum age limit?
The tour is not suitable for people over 80 years or those with back problems, but otherwise, it’s accessible to most.
Are there any hidden costs?
No, everything listed—including snacks, drinks, snorkeling gear, and Wi-Fi—is included in the price.
What happens if the weather is bad?
The tour may be canceled or rescheduled due to unfavorable weather. You’ll be informed in advance and offered a full refund or an alternative date.
How long is the tour?
Approximately 2 hours, with flexible start times based on sunset.
Is this a shared or private experience?
It’s a private group experience, exclusive to your booking of up to 6 people.
Can I customize the experience?
While the tour follows a set route, private bookings allow for some flexibility—discuss your preferences with the provider for potential adjustments.
This private sunset sailing trip in Madeira offers a calm, personalized way to experience the island’s beauty and tranquility—perfect for romantic evenings or peaceful escapades.