Discovering Madeira’s Coastline on a Sunset Sailing Boat Tour

Imagine slipping away from the bustling city of Funchal and heading out on a private sailing boat to watch the sunset over Madeira. This experience, offered by Pimpas Sailing Charter, promises a peaceful cruise along the coast, with the chance to enjoy the natural beauty of the island from the water. For those seeking a calm, scenic escape away from crowded tours, this private sailing adventure offers a chance to unwind and soak in the stunning views.
Two things we really like about this experience are its intimate setting—limited to groups of up to six—and the opportunity to swim near Cabo Girão, one of Madeira’s most iconic cliffs. The small-group format means you’re not just another face in a crowd, and the personalized service can make all the difference when it comes to relaxing and truly enjoying your time at sea. However, a potential downside is that hotel pick-up and drop-off aren’t included, so you’ll need to arrange your transportation to the meeting point at Marina Funchal, which can be an extra consideration for some travelers.
This tour is well-suited for couples, small groups, or anyone looking for a peaceful, scenic experience. It’s perfect if you’re after a memorable sunset with a touch of adventure, but not necessarily if you’re seeking a high-energy or activity-heavy day. If you enjoy being on the water, taking in scenic views, and savoring a quiet moment as the sun dips below the horizon, this could be just the right choice.
You can check availability for your dates here:Key Points

- Private Experience: Small group (up to 6), offering a personalized and relaxing atmosphere.
- Scenic Views: Sail along Madeira’s coast, enjoying incredible landscapes and the sunset.
- Swimming Option: Opportunity to swim in crystalline waters near Cabo Girão.
- Included Drink: One beverage is included, adding a nice touch of comfort.
- Flexible Booking: Free cancellation up to 24 hours in advance, and reserve now, pay later.
- Excludes Transport: No hotel pickup or drop-off, so plan your arrival at Marina Funchal accordingly.
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The Experience: What to Expect on Your Sunset Sailing Trip

From the moment you meet at the Marina Funchal, you’re getting into a more intimate side of Madeira. The tour begins with a warm welcome from the guide and skipper, who will take you out on a private sailing boat. The trip lasts about 2.5 hours, a perfect length for winding down after a day of exploring the island.
Once underway, you’ll quickly notice how peaceful it is to glide along Madeira’s rugged coast, with panoramic views of cliffs, lush green hills, and the Atlantic stretching endlessly around you. The boat itself is likely comfortable and well-equipped, designed for a smooth sailing experience that suits both seasoned sailors and first-timers.
One of the main highlights is the sunset itself—as the sky transforms with hues of orange, pink, and purple, you’ll get some stunning photo opportunities. The guide often points out interesting natural features and might offer glimpses of marine life, adding a bit of excitement to the peaceful cruise.
Enjoying the Ocean and the Views
As you sail, you’ll have plenty of chances to relax, whether that’s simply enjoying the scenery, chatting with your small group, or sipping your included drink. The guide and skipper will be on hand to explain the surroundings and ensure everyone feels comfortable.
If you’re feeling adventurous, you’ll love the chance to swim in the crystalline waters below Cabo Girão—a dramatic sky-high cliff that’s famed for its glass skywalk. The water here is notably clear and inviting, offering a refreshing break from the sea voyage.
The Sea and Marine Life
While the tour is primarily about enjoying the scenery and sunset, some reviews mention that there’s a possibility of spotting marine life, which can make the experience even more special. This isn’t a whale or dolphin tour, but the chance to see some marine creatures or seabirds adds a nice bonus.
More Great Tours NearbyWhat’s Not Included
Since hotel transport isn’t part of the package, you’ll need to make your way to Marina Funchal on your own. This isn’t a huge obstacle, but it’s worth considering if you’re staying a bit outside the city center. The tour ends back at the same meeting point, so plan your transportation accordingly.
Planning evening activities? Here are other after-dark options we've examined in Madeira
- Heavens Tour: Sunrise, Sunset, or Stargazing in Madeira
- Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira
- Sunset Cruise with Dinner on Board
- Private Sunset Boat Tour from Funchal with Paddleboard Included
- Funchal: Sunset Sailing Private Tour
- Madeira: Private Sunset Yacht Cruise with Snorkeling & Wine
Value for Money and Practical Details

At $512 for a group of up to six people, this sailing trip isn’t the cheapest option available, but it’s generally seen as worthwhile for its private setting and personalized experience. If you’re seeking a peaceful, scenic, and intimate way to enjoy Madeira’s coast, the price reflects a good value, especially considering the inclusion of a drink and the flexibility of booking with free cancellation.
The tour’s 2.5-hour duration is just right—not too long to become tiring but enough to fully unwind and enjoy the sunset. The availability of multiple languages—English, Portuguese, and Spanish—means you’re likely to find someone who can explain the surroundings or answer questions.
Who Should Consider This Tour?

This experience suits travelers who prefer small-group, relaxed outings and want to enjoy Madeira from a different perspective. It’s ideal for couples or small groups who want a memorable, peaceful evening watching the sunset, perhaps with some swimming or marine sighting thrown in. If you’re not a fan of large tour groups or crowded boats, this is a great alternative.
It’s less suited for families with young children or those looking for a high-energy activity, as the focus is on tranquility and scenic beauty. Also, if you’re not comfortable arranging your own transport to the meeting point, consider that extra planning.
Final Thoughts: Is It Worth It?

This sunset sailing trip offers a calm and scenic way to enjoy Madeira’s coast in an intimate setting. The beauty of sailing along the coast at dusk, combined with the chance to swim off Cabo Girão, makes it a memorable experience. It’s a wonderful option if you’re after some quiet time on the water, coupled with fantastic views and personalized service.
While it’s not a budget tour, the small group size and beautiful setting justify the cost—especially if you value tranquility over crowds. If you’re looking for a serene, picturesque way to end your day in Madeira, this trip will likely leave you with some lovely memories.
Sunset on a sailing boat
FAQs
Is this tour suitable for children?
The tour is private and small, so it could be suitable for older children who are comfortable on a boat, but it’s best to check with the provider for specific age restrictions.
Do I need to bring my own drinks?
No, one drink is included in the tour, so you can relax and enjoy your beverage without extra cost.
Can I cancel this tour?
Yes, you can cancel up to 24 hours in advance for a full refund, which offers a bit of flexibility if your plans change.
Is transportation to the marina included?
No, hotel pick-up and drop-off are not included, so you’ll need to arrange your own transport to Marina Funchal.
What languages are available for the guide?
The tour is offered with guides speaking English, Portuguese, and Spanish.
How long is the tour?
The cruise lasts approximately 2.5 hours, making it a manageable and relaxing activity for an evening.
Will I see marine life?
While the main focus is on enjoying the scenery and sunset, there’s a chance to spot marine life, and the guide may help point out any interesting sightings.
If a peaceful, scenic, and intimate sailing experience appeals to you, and you’re comfortable with the logistics, this Madeira sunset cruise could be a highlight of your trip. It offers a lovely way to wind down and take in the incredible beauty of the island from the water.
You can check availability for your dates here:More Evening Experiences in Madeira
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